Chemistry Class-10 Phase-7 CRP
Chemistry Class-10 Phase-7 CRP
( CLA S S – X)
Phase - 7
CONTENT
Contents
Introduction …1
Occurrence of Carbon …2
Allotropes of Carbon …2
Compounds of Carbon …6
Functional Groups …7
Homologous Series …9
Nomenclature ...10
Isomers …14
Introduction
Carbon is an element. The symbol of carbon is C. It is a non-metal. The name carbon is derived from
the Latin word ‘carbo’ which means ‘coal’. This is because carbon is the main constituent of coal. The
amount of carbon present in the earth’s crust and atmosphere is very small. For example, the earth’s
crust contains only 0.02% carbon in the form of minerals (like carbonates, coal and petroleum, etc.),
and the atmosphere has only 0.03% of carbon dioxide gas. Despite this small amount of carbon
available in nature, carbon element has an immense importance in every sphere of life. The
importance of carbon can be gauged from the fact that we are ourselves made of carbon compounds.
In fact, all the living things, plants and animals, are made up of carbon compounds (called organic
compounds). Thus, carbon element is present in all living things.
Many things which we use in our daily life are made of carbon compounds. Our food materials like
grains, pulses, sugar, tea, coffee, fruits and vegetables, etc., are carbon compounds. The materials
like cotton, silk, wool, nylon and polyester which are used for making clothes are carbon compounds.
The fuels like wood, coal, kerosene, LPG (Liquefied Petroleum Gas), natural gas, CNG (Compressed
Natural Gas), petrol and diesel which we use for cooking food and running vehicles are carbon
compounds. And paper, rubber, plastics, leather, drugs and dyes, are also made of carbon
compounds. Carbon element plays a very important role in our daily life.
K L
2. The electronic configuration of carbon is . Carbon has 4 electrons in the outermost
2 4
shell (L shell) of its atom.
3. Carbon Is Tetravalent: A carbon atom has 4 electrons in its outermost shell, so it requires 4
more electrons to achieve the stable, 8-electron inert gas electron arrangement, which it gets
by sharing. Since one carbon atom requires 4 electrons to achieve the eight-electron
inert gas structure, therefore, the valency of carbon is 4. That is, carbon is tetravalent
(tetra = four; valent = valency). The four valencies of carbon are usually represented by
C
putting four short lines on the symbol of carbon:
Sigma bond: A covalent bond resulting from the formation of a molecular orbital by the end-
to-end overlap of atomic orbitals, denoted by the symbol .
Now have a look at this illustration to see how this end-to-end overlapping occurs:
Pi bond: A covalent bond resulting from the formation of molecular orbital by side-to-side
overlap of atomic orbitals along a plane perpendicular to a line connecting the nuclei of the
atoms, denoted by the symbol .
Here’s another illustration showing how the side-to side overlapping occurs:
Occurrence of Carbon
Carbon occurs in nature in ‘free state’ (as element) as well as in the ‘combined state’ (in the form of
compounds with other elements).
1. In free state: carbon occurs in nature mainly in two forms: diamond and graphite. Another
naturally occurring form of carbon called buckminsterfullerene has been discovered recently.
2. In the combined state: carbon occurs in nature in the form of compounds such as (i) Carbon
dioxide gas in air (ii) Carbonates (like limestone, marble and chalk). (iii) Fossil fuels like coal,
petroleum and natural gas (iv) Organic compounds like carbohydrates, fats and proteins, and
(v) Wood, cotton and Wool, etc.
Allotropes of Carbon
The various physical forms in which an element can exist are called allotropes of the element. The
carbon element exists in three solid forms called allotropes. The three allotropes of carbon are:
1. Diamond
2. Graphite, and
3. Buckminsterfullerene
Diamond and graphite are the two common allotropes of carbon which are known to us for centuries.
Buckminsterfullerene is the new allotrope of carbon which has been discovered recently. The
properties of diamond and graphite are well known but the properties of buckminsterfullerene are still
being investigated.
Structure of Diamond
A diamond crystal is a giant molecule (very big molecule) of carbon atoms [see figure] 1(a). Each
carbon atom in the diamond crystal is linked to four other carbon atoms by strong covalent bonds.
The four surrounding carbon atoms are at the four vertices (four corners) of a regular tetrahedron
[see figure 1(b).]
3 4
The diamond crystal is, therefore, made up of carbon atoms which are powerfully bonded to one
another by a network of covalent bonds. Due to this, diamond structure is very rigid. The rigid
structure of diamond makes it a very hard substance. It is the great hardness of diamond which
makes it useful for making rock borers for drilling oil wells, etc., and for making glass cutters. Please
note that diamond crystal has a tetrahedral arrangement of carbon atoms. The compact and rigid
three-dimensional arrangement of carbon atoms in diamond gives it a high density. The melting point
of diamond is also very high, being more than 3500oC. This is because a lot of heat energy is
required to break the network of strong covalent bonds in the diamond crystal. Diamond is a non-
conductor of electricity. This can be explained as follows: We know that a carbon atom has 4 valence
electrons in it. Now, in a diamond crystal, each carbon atom is linked to four other carbon atoms by
covalent bonds, and hence all the 4 valence electrons of each carbon atom are used up in forming
the bonds. Since there are ‘no free electrons’ in a diamond crystal, it does not conduct electricity.
Structure of Graphite
The structure of graphite is Each carbon atom in
very different from that of graphite is joined to only
three other carbon atoms
diamond. A graphite crystal
consists of layers of carbon
atoms [See figure]
Each carbon atom in a
graphite layer is joined to three Flat layer of
other carbon atoms by strong carbon atoms
covalent bonds to form flat
hexagonal rings.
Weak forces hold the layers
of carbon atoms together
Flat layer of
carbon atoms
Uses of Diamond
1. Since diamond is extremely hard, therefore, it is the right material for cutting and grinding
other hard materials, and for drilling holes in the earth’s rocky layers. Thus, diamonds are
used in cutting instruments like glass cutters and in rock drilling equipment. Diamond ‘dyes’
are used for drawing thin wires like the tungsten filament of an electric bulb. All these uses of
diamond are because of its hardness.
2. Diamonds are used for making jewelry: The use of diamonds in making jewelry is
because of their extraordinary brilliance, which is due to their great ability to reflect and
refract light.
3. Sharp-edged diamonds are used by eye-surgeons as a tool to remove cataract from eyes
with a great precision.
Diamonds can also be made artificially. Diamonds can be made artificially by subjecting pure
carbon to very high pressure and temperature. These are called synthetic diamonds. The
synthetic diamonds are small but are otherwise indistinguishable from natural diamonds.
Uses of graphite
1. Due to its softness, powdered graphite is used as a lubricant for the fast-moving parts of
machinery. Since graphite is non-volatile, it can be used for lubricating those machine parts
which operate at very high temperatures (where ordinary oil lubricants cannot be used).
Graphite can be used as a dry lubricant in the form of graphite powder or mixed with
petroleum jelly to form graphite grease.
2. Graphite is a good conductor of electricity due to which graphite is used for making carbon
electrodes or graphite electrodes in dry cells and electric arcs. The black coloured ‘anode’ of
a dry cell is made of graphite. The carbon brushes of electric motors are also made of
graphite.
3. Graphite is used for making the cores of our pencils and black paints. Graphite is black in
colour and quite soft. So, it marks black lines on paper. Due to this property graphite is used
for making the black cores of our pencils called pencil leads.
Buckminsterfullerene
Buckminsterfullerene is an allotrope of carbon containing
clusters of 60 carbon atoms joined to form spherical
molecules. Since there are 60 carbon atoms in a
molecule of buckminsterfullerene, so its formula is C60 (C-
sixty). Buckminsterfullerene is a football-shaped spherical
molecule in which 60 carbon atoms are arranged in
interlocking hexagonal and pentagonal rings of carbon
atoms (see in figure). There are twenty hexagons and
twelve pentagons of carbon atoms in one molecule of
buckminsterfullerene.
Fig. B
Structure of buckminsterfullerene
like football shape.
Buckminsterfullerene is a dark solid at room temperature. It differs from the other two allotropes of
carbon, diamond and graphite, in the fact that diamond and graphite are giant molecules which
consist of an unending network of carbon atoms, but buckminsterfullerene is a very small molecule
made up of only 60 carbon atoms. Just like diamond and graphite, buckminsterfullerene also burns
on heating to form carbon dioxide. If we burn buckminsterfullerene in oxygen, then only carbon
dioxide is formed, and nothing is left behind. This shows that buckminsterfullerene is made up of
carbon only. An important physical property in which the three allotropes of carbon differ is their
hardness. Diamond is extremely hard whereas graphite is soft. On the other hand,
buckminsterfullerene is neither very hard nor soft. Other properties of buckminsterfullerene are still
being investigated. We will now solve some problems based on the allotropes of carbon.
Illustration 1:
Name the three allotropes of carbon.
Illustration 2:
Why does carbon form compounds mainly by covalent bonding?
Solution: Carbon atoms can achieve the inert gas electron arrangement only by the sharing of
electrons; therefore, carbon always forms covalent bonds.
Illustration 3:
What is buckminsterfullerene?
Exercise 1:
(i) Write two points of difference in the structures of diamond and graphite.
(ii) Why graphite is a good conductor of electricity, but diamond is non-conductor of
electricity?
(iii) State two uses each of diamond and graphite.
Compounds of Carbon
The compounds of carbon are known as organic compounds such as methane (CH4), ethane (C2H6),
ethene (C2H4), ethyne (C2H2) ethyl alcohol or ethanol (C2H5OH) and acetic acid or ethanoic acid
(CH3COOH). Though the oxides of carbon (like carbon monoxide and carbon dioxide), carbonates,
bicarbonates and carbides etc are also carbon compounds but they are not considered as organic
compounds.
Self combination: The property of self combination of carbon atoms to form long chains is
useful to us because it gives rise to an extremely large number of carbon compounds. This
property of carbon is also known as catenation. Due to this property a huge number of carbon
compounds are known, studied under the branch ‘Organic Chemistry’.
C
C C C C C C C C C C C C C
C C
C C
(a) straight chain of carbon atoms (b) Branched chain of carbon atoms (c) closed chain of carbon atoms
Hydrocarbons
(Hydrogen + carbon = Hydrocarbon)
Types of hydrocarbons (a) saturated hydrocarbons (Alkanes) (b) Unsaturated hydrocarbons (Alkenes
and alkynes)
Hydrocarbons
Saturated Unsaturated
Alkane
CnH2n 2 Alkene Alkyne
CnH2n CnH2n 2
C C C C
C C
Saturated Hydrocarbons
A hydrocarbon in which the carbon atoms are connected only by single bonds is called saturated
hydrocarbons.
The general formula of saturated hydrocarbons or alkanes is CnH2n+2 where n is the no. of carbon
atoms in one molecule of alkane.
Alkanes are also called paraffins because they are chemically less reactive (para = less, affins =
reactivity)
Unsaturated hydrocarbons
A hydrocarbon in which two carbon atoms are connected by a “double bond” or a “triple bond” is
called unsaturated hydrocarbons like in ethylene (H2C = CH2) and acetylene (HC CH)
H H
C C
H H H C C H
Ethylene Acetylene
(Contains a double bond) (Contains a triple bond)
The general formula of an alkene is CnH2n where n is the no. of carbon atoms in its one molecule.
The general formula of alkynes is CnH2n-2 where n is the no. of carbon atoms in one molecule of an
alkyne.
Alkyl Groups
The group formed by the removal of one hydrogen atom from an alkane molecule is called an alkyl
group.
“CnH2n+1
H H H
H C H C C
H H H
Methyl group Ethyl group
Functional Groups
We know that unsaturated hydrocarbons are more reactive than saturated hydrocarbons. High
reactivity of unsaturated hydrocarbons is due to presence of double bond or a triple bond between
their carbon atoms. Since these double or triple bond increases the reactivity of hydrocarbon, so they
are known as functional groups.
Ethyl alcohol can be formed when one hydrogen of ethane is replaced with hydroxyl group (OH).
The properties of both compounds are entirely different.
e.g. (i). Ethane is a gas while ethyl alcohol is liquid.
(ii). Ethane doesn’t act as antiseptic or hypnotic, but ethyl alcohol can act as antiseptic as well as
hypnotic.
(iii). Ethane is chemically inactive compared to ethyl alcohol.
The presence of alcoholic group OH, makes ethyl alcohol very reactive and decides its property.
Thus, an atom or a group of atoms which makes carbon compound (organic compound) reactive and
decides its chemical fate is its functional group. i.e. functional group present in a compound is the site
of maximum chemical reactivity.
Various Functional Groups
S.No Name of series General formula Functional group Example
1. Hydrocarbons
(a) Saturated CnH2n + 2 C C single bond CH4, C2H6, C3H8
(alkanes)
(b) Unsaturated \
(i) alkenes CnH2n / C C/\ double bond C H , C H ,C H
2 4 3 6 4 8
(ii) alkynes CnH2n 2 C C triple bond C2H2, C3H4
2. Alkyl halide RX Halogen atom (Cl, Br, CH3Cl, CH3Br
I, F)
3. Alcohols ROH OH CH3OH, C2H5OH
4. Ketones O O CH3COCH3,
|| || CH3COCH2CH3
R C R ' C
5. Aldehydes R C H C H HCHO, CH3CHO
|| ||
O O
6. Carboxylic acids R C OH COOH HCOOH, CH3COOH
||
O
7. Esters O O HCOOCH3,
|| || CH3COOCH3
R C OR' C OR'
8. Amides O O CH3CONH2,
|| || C2H5CONH2
R C NH2 C NH2
9. Acid halides O O CH3COCl, C2H5COCl
|| ||
R C Cl C Cl
10. Primary amines RNH2 NH2 CH3NH2,CH3CH2NH2
O O
11. Nitro alkanes R N N CH3NO2, CH3CH2NO2
O O
* R = CnH2n+1
Illustration 4:
Which of the following has a triple bond?
C2H4, C3H4, C3H6
Solution: C3H4
Exercise 2:
(i) Which of the following has a double bond?
C4H10, C5H8, C5H10
(ii) Give an example of saturated hydrocarbon.
(iii) Give an example of unsaturated hydrocarbon with one triple bond.
Homologous Series
A homologous series is a group of organic compounds having similar structures and similar chemical
properties in which the successive compounds differ by –CH2 group. The various members of a
homologous series are called Homologues.
Characteristics of a homologous series
1. All the members of homologous series can be represented by same general formula such as
alkane series by CnH2n+2.
2. Any two adjacent homologous differ by 1 carbon atom and 2 hydrogen atoms in their molecular
formula e.g. CH4 and C2H6 differ by CH2.
3. The difference in the molecular mass of any two adjacent homologous is 14 amu. Molecular mass
of CH4 is 16 and that of its next higher homologous ethane C2H6 is 30. So, the difference is 30 –
16 = 14.
5. The members of a homologous series show a gradual change in their physical properties with
increase in molecular mass e.g. in alkane series as the no. of carbon atoms per molecule
increases, the melting points, boiling points and densities of its members increase gradually.
6. All the members of a homologous series can be prepared by similar methods e.g. all the alkanes
can be prepared by heating the sodium salts of appropriate carboxylic acids with soda – lime.
7. Homologous series of alkenes have general formula as CnH2n where n is no. of carbon atoms in
molecule of alkenes.
8. Homologous series of alkynes have general formula as CnH2n-2 where n is the no. of carbon atoms
in one molecule of alkyne.
Illustration 5:
Give the formula of the 5th and 6th members of each homologous having following functional
group.
O
Solution: (i) H3C CH2 CH2 CH2 CHO and CH3 CH2 CH2 CH2 CH2 -CHO
O O
Exercise 3:
(i) The molecular formula of the consecutive members of a homologous series are C6H14
and C7H16. Write the molecular formulae of members having 9 and 11 carbon atoms of
this homologous series.
(ii) Identify the functional groups in following given compound.
O O
OH
O
O
H
OH
(iii) Give the general formula for (a) alcohols and (b) aldehydes.
Nomenclature
Trivial system: In the beginning, when the numbers of carbon compounds were limited, they were
named based on their sources, properties and structures. e.g.
(i) From sources: Urea (from urine), methanol (from wood) (Greek, methu = spirit, hule =
wood).
(ii) From properties: Glucose (from Greek, glukys = sweet), olefin (from French, olefiant = oil
forming).
(iii) From structures: n-pentane (from Greek, Penta = five), methyl chloride (from methyl group
+ chloride).
When all the carbon atoms in a hydrocarbon chain are joined together in a straight chain, it is called
n-alkane; if (CH3)2CHgroup is attached with a straight chain it is called isoalkane and when a
(CH3)3C group is joined with a straight chain, it is called as neo-alkane.
CH3 CH2 CH2 CH3 CH3 CH2 CH2 CH2 CH3 (n-are those having p- and s- carbons)
n Bu tan e n Pen tan e
CH3 CH CH3 CH3 CH CH2CH3 (Iso contain one t-carbon and rest p- and s-carbon)
CH3 CH3
isobutane isopentane
CH3 CH3
CH3 C CH3 CH3 C CH2CH3 (contain one quaternary and rest p, or s and t- carbons)
CH3 CH3
neo-pentane Neo-hexane
A carbon atom is considered primary, secondary or tertiary based on number of carbon atoms directly
attached to it. Primary or 1° (1 degree) C-atom has only one C-atom attached to it.
IUPAC Nomenclature
According to IUPAC the following rules are adopted to name different organic compounds:
(a) Root words are assigned to the number of carbon atoms constituting the main chain as:
C1 indicates Meth C6 indicates Hex
C2 indicates Eth C7 indicates Hept
C3 indicates Prop C8 indicates Oct
C4 indicates But C9 indicates Non
C5 indicates Pent C10 indicates Dec
IUPAC Rules
1. The longest chain of carbon atoms is selected; it may be straight or branched. The name of
the hydrocarbon corresponding to this chain serves as the base for the name of the
compound.
2. Lowest positional number is given to the substituents, or double bond or triple bond or
functional group, present in the carbon chain. For this purpose, the carbon chain is numbered
by numerals 1, 2, 3…….in such a way that these get lowest positional number.
3. In case when many substituents are present, numbering is done from the end where upon
the sum of the substituents is minimum.
6. When different alkyl groups are present at equal positions, the numbering is preferred from
the side of substituent containing lesser number of carbon atoms.
7. In case of COOH or CHO groups, the numbering is done from the carbon atom of the
functional group itself.
8. The following preferential (seniority) order is maintained when more than one functional
group are present:
COOH, COOR,CHO, >C=O, OH, NH2, >C=C< , C C, NO2, X
9. When the carbon atom bears two identical substituents, their locations and numbers are
represented by attaching the prefix di (2), tri (3), tetra (4), etc.
10. In case the substituent (alkyl group) on the parent chain has itself branched chain then it is
named as a substituted alkyl group and its carbon chain is numbered from the carbon chain
attached to the main chain. The name of the complex chain is written in brackets to avoid
confusion with the number of the main chain e.g.
1 2 3 4 5 6 7 8 9
CH3CH2CH2CH2CH CH2CH2CH2CH3 Main chain
1CH CH3
CH CH3 Side Chain
2
3 CH3
5 - ( 1', 2'-Dimethyl propyl) nonane
O
4 3 2 2 1
CH3 CH2 CH C1 OCH2CH3 CH2 CH Cl
CH3 1-Chloroethene
Ethyl-2-methyl butanoate
11. Two suffixes are used for a compound having both type of unsaturation and the compound is
named as alkenyne with numbering as low as possible given to multiple bonds.
CH2 CH C C CH3
1 2 3 4 5
Pent-1-ene-3-yne
12. In short, we can conclude that IUPAC nomenclature can be followed according to the given
formula [P W S]
P Prefix
W Word root or chain length
S Suffix
OH 4
Br
In this (P) is 2, 4-dibromo-5-hydroxyl, the name given to the substituents with their respective
position.
(W) is Hex and chain length is of 6 carbons.
(S) is oic acid as the parent compound has carboxylic acid as functional group.
Hence the complete IUPAC name is “2, 4-dibromo-5-hydroxyhex oicacid”.
P W S
or i.e. “2, 4-dibromo-5-hydroxyhexanoic acid”.
Illustration 6:
What is the correct IUPAC name of the following compound?
CH3 CH2 CH2 CH CH3
CH3
Solution: 5 4 3 2 1
CH3 CH2 CH2 HC CH3
CH3
The longest chain contains five C atoms. The saturated hydrocarbon containing five
C atoms is pentane.
The numbering of C atoms in the longest chain is done from the C atom that is
nearest to the methyl group which is present as the branched chain. Thus,
5 4 3 2 1
CH3 CH2 CH2 CH CH
3
CH3
(correct)
This way of numbering is correct, but the way of numbering as shown below is
wrong.
1 2 3 4 5
CH3 CH2 CH2 CH CH3
CH3
(wrong)
Hence, the correct name will be 2-methylpentane (and not 4-methylpentane).
Illustration 7:
Write the IUPAC name of the following compound.
CH3
OH CH3
O OH
CH3
1 OH CH3 6 6 OH CH3 1
H3C CH3 H3C CH3
2 3 4 5 5 4 2
Solution: (i) CH CH CH CH
3
CH CH CH CH
H3C CH3 H3C CH3
Correct Wrong
OH functional group at 3rd carbon OH functional group at 4th carbon
Because main functional group (-OH) getting least number.
Hence correct IUPAC name is 2, 4, 5-trimethylhexan-3-ol.
O OH
CH3
(4-Hydroxy-4-methyl-2-pentanone)
Exercise 4:
Give the IUAPC name of following compounds.
Cl CH3 H H
Isomers
The organic compounds having the same molecular formula, but different structures are known as
isomers. They also have different physical and chemical properties.
Isomerism in alkanes
Isomers of pentane
CH3
1 2 3 4 5 1 2 3 4 1 2 3
H 3C CH 2 CH 2
CH 2 CH3 H 3C CH CH 2
CH3 H 3C C CH 3
2. Two isomers of the compound butane having the molecular formula C4H10 are possible. These are
as follows
H H H
H H H H
H 1C C C H
2 3
H C C C C H
H C H
H H
H H H H H
Common names: n – butane Isobutane
IUPAC names: butane 2 – methyl propane
3. Four isomers of the compound hexane having the molecular formula C6H14 are possible.
H H H H H H H C C C C C H H C C C C C H
H C C C C C C H H H H H H H H H
H H H H H H H C H H C H
n-hexane
(Hexane) H H
Iso-hexane ( 2-methyl pentane) 3-methyl pentane
H
H C H
H H H
H C C C C H
H H H
H C H
H
neo-hexane
(2,2-dimethyl butane)
Isomerism in alkenes
The isomerism in alkenes can be due to two reasons:
(i) due to difference in the position of double bond.
(ii) due to branching in carbon chain.
e.g. Butene (C4H8) has three isomers
1 2 3 4 1 2 3 4 1 2 3
(a) H2C CH CH2 CH3 (b) H3C CH CH CH3 (c) H2C C CH3
Isomerism in alkynes
1 2 3 4 1 2 3 4
(a) HC C CH2 CH3 (b) H3 C C C CH3
1-butyne 2-butyne
Illustration 8:
How many chain isomers of formula C6H14 are possible?
Solution:
2,3-dimethyl
2, 2 - dimethylbutane
butane 2,2-dimethyl butane
1, 1 - dimethyl butane
Exercise 5:
(i) Give the possible chain isomers of C7H16 and write down the IUAPC name of each
isomers.
(ii) Give the homologous series of first four members of ketone family.
(iii) Give the possible position isomers of C6H12.
Types of coal
1. Peat 60% carbon
2. Lignite (soft coal) 70% carbon
3. Bituminous (Household coal) 80% carbon
4. Anthracite (Hard coal) 90% carbon
Uses of coal
1. It is used in manufacture of fuel like coal gas.
2. Used in manufacture of synthetic petrol and natural gas.
3. Used as source of organic compounds like benzene, toluene, phenol, aniline naphthalene and
anthracene.
4. Used as a fuel in household, thermal power plants.
5. Coal is used to make coke.
Petroleum
The crude oil petroleum is a complex mixture of several solid, liquid and gaseous hydrocarbons
mixed with water, salt and earth particles.
Petroleum is formed by the decomposition of remains of extremely small organisms (Micro
organisms) buried under sea millions of years ago.
Petroleum oil in India is formed in (a) ankleshwer and kalol in Gujarat (b) Rudrasagar and Lakwa
in Assam and (c) Bombay high (off – shore area)
Following are some government organizations for exploration and production of petroleum oil in India.
(a) Oil and Natural Gas Commission (ONGC) (b) Hindustan Petroleum (HP)
(c) Indian Oil Corporation Limited (IOCL) (d) Bharat Petroleum (BP)
2. Substitution Reactions
Saturated hydrocarbons (alkanes) are quite unreactive (because they contain only carbon-
carbon single bonds). Being unreactive, saturated hydrocarbons do not react with many
substances. Saturated hydrocarbons, however, undergo substitution reactions with chlorine
in the presence of sunlight. The substitution reaction of a saturated hydrocarbon ‘methane’
with chlorine is also called chlorination. Substitution reactions (like chlorination) are a
characteristic property of saturated hydrocarbons or alkanes (Unsaturated hydrocarbons do
not give substitution reactions with halogens; they give addition reactions). The substitution
reactions of saturated hydrocarbons (alkanes) with chlorine take place in the presence of
sunlight.
Substitution Reaction of Methane with Chlorine. Methane reacts with chlorine in the presence
of sunlight to form chloromethane and hydrogen chloride:
Sunlight
CH4 Cl2 CH3 Cl HCl
Methane Chlorine Chloromethane Hydrogen chloride
or Methyl chloride
3. Oxidation
Carbon compounds can be easily oxidized by oxidizing agents such as Alkaline potassium
permanganate or acidified potassium dichromate. Alcohols are converted to carboxylic acids
by using the above oxidizing agent.
Alkaline KMnO4
CH3 CH2OH
or Conc.K 2 Cr2 O7 / H2 SO4
CH3 COOH
CrO3 in presence of CH3COOH will act as mild oxidizing agent. It will convert ethanol to
ethanal.
CrO3 in
CH3 CH2OH
CH3 COOH
CH3 CHO H2O
4. Addition Reaction
The reaction in which an unsaturated hydrocarbon combines with another substance to give
a single product is called an addition reaction. Addition reactions (like the addition of
hydrogen, chlorine or bromine) are a characteristic property of unsaturated hydrocarbons.
Addition reactions are given by all unsaturated hydrocarbons containing a double bond or a
triple bond. That is, addition reactions are given by all the alkenes and alkynes (like ethene
and ethyne). We will now describe an addition reaction in which hydrogen is added to
unsaturated hydrocarbons containing carbon-carbon double bonds (which are called
alkenes). The simplest alkene is ethene, CH2 = CH2
Addition Reaction of Ethene with Hydrogen: Ethene reacts with hydrogen when heated in
the presence of nickel catalyst to form ethane:
Illustration 9:
A vegetable oil contains two double bonds in its molecule. How many moles of hydrogen gas
are required for complete hydrogenation of 1 mole of oil?
Solution: 2 mole
Illustration 10:
When Methane burns………….and are …………produced.
Alcohols
R R
(Secondary alcohol) (Tertiary alcohol)
If we take only primary alcohols (10 Alcohols) than simply we can write
i.e. R=H CH3 – OH methyl alcohol.
R = CH3 CH3 CH2 OH ethyl alcohol
R = C2H5 C2 H5 – CH2 – OH propyl alcohol
Ethanol
The common name of ethanol is ethyl alcohol. Ethanol is the most common and widely used alcohol.
Physical properties
(i) Alcohol have narcotic action; methyl alcohol is a nerve poison and even in small dose it can
paralyse the optic nerve and cause blindness.
(ii) The lower alcohols are completely soluble in water but as the number of carbon atoms
Increases solubility decreases. This solubility in water is due to inter molecular hydrogen
bonding between the water and alcohols molecules due to their polar character.
---------- O H ----------O H ----------O H
R H R
0 0 0
Alcohols have solubility in order: 1 > 2 > 3
(iii) Increase in C- chain increases organic part hence solubility in water decreases.
1. Combustion: Ethanol is a highly inflammable liquid. It burns readily in air with a blue flame to
form carbon dioxide and water vapours:
Combustion
C2H5 OH 3O2 2CO2 3 H2O
Ethanol Oxygen (Burning) Carbon Water
(Ethyl alcohol) (From air ) dioxide Vapour
A lot of heat is produced during the combustion of ethanol. In fact, all the alcohols burn in air
to form carbon dioxide and water.
2. Reaction with sodium metal: Ethanol reacts with sodium to form sodium ethoxide and
hydrogen gas: 2C2H5 OH 2Na 2C2H5 ONa H2
3. Oxidation: Oxidation means controlled combustion. Ethanol can be oxidized in two stages,
first to ethanal, and then to ethanoic acid. The product formation depends on the strength of
the oxidizing agent used.
(i) Mild oxidation (Partial oxidation) of ethanol: When ethanol is treated with chromic
anhydride (in glacial ethanoic acid), then its partial oxidation takes place and ethanal is
formed:
CrO3
CH3 CH2OH [O] CH3 CHO H2 O
Ethanol Nascent oxygen (in CH3 COOH) Ethanal Water
(Ethyl alcohol) ( from oxidi sin g agent ) ( Acetaldehyde)
(ii) Strong oxidation (Complete oxidation) of ethanol: When ethanol is heated with
alkaline potassium permanganate solution, its complete oxidation takes place and
ethanoic acid is formed :
Alkaline KMnO4
CH3 CH2OH 2[O] CH3 COOH H2 O
Ethanol Nascent oxygen Ethanoic acid Water
(Ethyl alcohol) ( from oxidi sin g agent) (Acetic acid)
4. Reaction with Ethanoic acid (formation of ester): Ethanol reacts with ethanoic acid on
warming in the presence of a few drops of concentrated sulphuric acid to form a sweet
smelling ester, ethyl ethanoate:
Conc.H 2 SO 4
CH3 COOH C2H5 OH CH3 COOC2H5 H2 O
Ethanoic acid Ethanol Ethyl ethanoate Water
(Acetic acid) (Ethyl alcohol) (Ethyl acetate)
5. Dehydration: Dehydration of a alcohol means removal of water molecule from it. When
ethanol is heated with excess of concentrated sulphuric acid at 170oC (443 K),
o
Conc. H2 SO4 ;170 C
CH3 CH2 OH
Dehydration CH2 CH2 H2 O
Ethanol Ethene Water
Ethyl alcohol
During dehydration of ethanol molecule (CH3 – CH2OH), H from the CH3 group and OH from
CH2OH group are removed in the form of a water molecule (H2O) resulting in the formation of
ethene molecule (CH2 = CH2). In this reaction, concentrated sulphuric acid acts as a
dehydrating agent (which removes water molecule from the ethanol molecule).
Uses of ethanol (ethyl alcohol)
1. Ethyl alcohol is used in the manufacture of paints, varnishes, lacquers, medicines, perfumes,
dyes, soaps and synthetic rubber.
2. Ethyl alcohol is used in the preparation of organic compounds like ether, chloroform and
iodoform.
3. Ethyl alcohol is used as a fuel in internal combustion engines (and in spirit lamps). It is used
as a substitute for petrol in motor cars and as one of the components of ‘power alcohol’.
4. Ethyl alcohol is used as an antiseptic to sterilize wounds and syringes in hospitals and
dispensaries.
5. Ethyl alcohol is used as a solvent. Many organic compounds which are insoluble in water, are
soluble in ethyl alcohol.
6. Ethyl alcohol is used for making antifreeze mixtures, which are used in the radiators of motor
vehicles in cold countries.
The use of ethyl alcohol as an antifreeze
A mixture of ethyl alcohol and water has a much lower freezing point than that of pure water, so it
does not freeze easily to form ice. This mixture of alcohol and water is called antifreeze. In cold
countries at low temperature the water present in radiators of motor cars freezes to ice. To prevent
this, some ethyl alcohol is added as antifreeze to car radiators.
Exercise 6:
Find the product
(i) H+
C2 H 5 - OH + CH 3 - COOH A
Conc. H SO
(ii) CH 3CH 2OH 2
170 C
4 B
(iii) O
CH 3CH 2OH
KMnO
C
4
Denatured Alcohol
A lot of ethyl alcohol is used in industry for manufacturing various products. So, if pure ethyl alcohol is
supplied to industries, the workers will start drinking it. And you can well imagine the scene inside a
factory! The addition of poisonous substances makes the ethyl alcohol unfit for drinking. Denatured
alcohol thus is ethyl alcohol which has been made unfit for drinking purposes by adding poisonous
substances like methanol, pyridine, copper sulphate, etc.
Illustration 11:
Name one liquid carbon compound which is being used as an additive in petrol in some
countries.
Solution: Ethanol
Illustration 12:
What happens when (give chemical equation):
Sodium reacts with ethanol (ethyl alcohol)
Physical properties
Ethanoic acid is a colourless liquid having a sour taste and a smell of vinegar.
The boiling point of ethanoic acid is 118oC (391 K).
When pure ethanoic acid is cooled, it freezes to form a colourless, ice-like solid (which looks like
a glacier). Due to this, pure ethanoic acid is called glacial ethanoic acid (or glacial acetic acid).
Ethanoic acid is miscible with water in all properties.
common name of sodium ethanoate is sodium acetate. All other carboxylic acids react
with sodium carbonate in a similar way.
(ii) Reaction with Sodium Hydrogen carbonate: Ethanoic acid reacts with sodium
hydrogen carbonate to evolve brisk effervescence of carbon dioxide gas:
CH3 COOH NaHCO3 CH3 COONa CO2 H2O
Ethanoic acid Sodium hydrogencarbonate Sodium ethanoate Carbon dioxide water
This reaction is used as a test for ethanoic acid (or acetic acid). In fact, all the carboxylic
acids decompose sodium hydrogen carbonate giving brisk effervescence of carbon
dioxide gas.
3. Reaction with Sodium Hydroxide
Ethanoic acid reacts with bases (or alkalis) to form salt and water. For example, ethanoic acid
reacts with sodium hydroxide to form a salt called sodium ethanoate and water:
CH3 COOH NaOH CH3 COONa H2 O
Ethanoic acid Sodium hydroxide Sodium ethanoate Water
In its reaction with bases, ethanoic acid behaves just like mineral acids (HCl, etc.). In fact, all
the carboxylic acids react with bases (or alkalis) like sodium hydroxide to form the
corresponding salts and water.
4. Reaction with Alcohols
Formation of Esters: Ethanoic acid reacts with alcohols in the presence of a little of
concentrated sulphuric acid to form esters. For example, when ethanoic acid is warmed with
ethanol in the presence of a few drops of concentrated sulphuric acid, a sweet-smelling ester
called ethyl ethanoate is formed:
Conc. H2 SO4
CH3 COOH C2H5 OH CH3 COOC2H5 H 2O
Ethanoic acid Ethanol Ethyl ethanoate Water
Acetic acid Ethyl alcohol Ethyl acetate
Sweet smell
This reaction in which a sweet-smelling ester is formed, is used as a test for ethanoic acid. In fact, all
the carboxylic acids react with alcohols in the presence of a little of concentrated sulphuric acid to
form pleasant smelling esters. The reaction of a carboxylic acid with an alcohol to form an ester is
called esterification.
Esters are usually volatile liquids having sweet smell or pleasant smell. They are also said to have
fruity smell. Esters are used in making artificial perfumes (artificial scents). This is because most of
the esters have a pleasant smell. Esters are also used as flavouring agents. This means that esters
are used in making artificial flavors and essences used in ice-cream, sweets and cold drinks. One of
the most important reactions of esters is that they can be hydrolyzed back to the alcohol and
carboxylic acid (from which they are originally formed).
Hydrolysis of Esters: When an ester is heated with sodium hydroxide solution, the ester gets
hydrolyzed (breaks down) to form the parent alcohol and sodium salt of the carboxylic acid. For
example, when ethyl ethanoate ester is boiled with sodium hydroxide solution, then sodium ethanoate
and ethanol are produced:
Heat
CH3 COOC2H5 NaOH CH3 COONa C2H 5 OH
Ethyl ethanoate Sodium hydroxide Sodium ethanoate Ethanol
Ethyl acetate Sodium acetate Ethyl alcohol
The alkaline hydrolysis of esters (using alkali like sodium hydroxide) is known as saponification (soap
making). This is because this reaction is used for the preparation of soaps. When the esters of higher
fatty acids are hydrolyzed with sodium hydroxide solution, we get sodium salts of higher fatty acids
which are called soaps and glycerol (oil and fats) as byproduct.
Illustration 13:
An organic compound A has the molecular formula C2H4O2 and is acidic in nature. On heating
with ethanol and conc. H2SO4, vapours with pleasant and fruity smell are given out. What is
the compound A and what is the chemical equation involved in this reaction?
Solution: The molecular formula of A is C2H4O2. Since this compound is acidic in nature it
should contain carboxylic acid group, –COOH. If we subtract COOH group (1 carbon,
2 oxygen and 1 hydrogen atom) from C2H4O2, we are left with 1 carbon atom and 3
hydrogen atoms which is a methyl group, CH3. Combining CH3 and COOH we get
CH3COOH. Thus, compound A is ethanoic acid CH3COOH. When ethanoic acid is
warmed with ethanol in the presence of conc.H2SO4 a pleasant and fruity smelling
ester, ethyl ethanoate is formed.
Illustration 14:
The molecular formula of an ester is C3H7COOC2H5. Write the molecular formula of the alcohol
and the acid from which it might be prepared.
Solution: The left side part of the formula of an ester (containing the CO part) is derived from
the acid and the right-side part of an ester is derived from the alcohol. So, in the ester
C3H7COOC2H5, the acid will be C3H7COOH and the alcohol will be HOC2H5 which is
written more conveniently as C2H5OH. Thus,
(i) The acid present in the ester C3H7COOC2H5 is C3H7COOH which is butanoic
acid.
(ii) The alcohol present in the ester C3H7COOC2H5 is C2H5OH which is ethanol.
Conc. H2SO4
C3H7 .COOH H O.C2H5 C3H7 .COO.C2H5 H2 O
Butanoic acid Ethanol Ethyl butanoate Water
Illustration 15:
How can ethanol and ethanoic acid be differentiated on the basis of their physical and
chemical properties?
Solution: (i) Ethanol has a pleasant smell whereas ethanoic acid has the smell of vinegar
(ii) Ethanol has a burning taste whereas ethanoic acid has a sour taste.
(iii) Ethanol has no action on litmus paper whereas ethanoic acid turns blue litmus
paper to red.
(iv) Ethanol has no reaction with sodium hydrogen carbonate, but ethanoic acid gives
brisk effervescence with sodium hydrogen carbonate.
Illustration 16:
The general formula of a homologous series of carbon compounds is CnH2n + 1 – OH. Write the
molecular formula of fourth and fifth members of the series.
Solution: C4H9 – OH
C5H11 – OH
Illustration 17:
An organic compound X of molecular formula C2H4O2 gives brisk effervescence with sodium
hydrogen carbonate. Give the name and formula of X.
Illustration 18:
What type of compound is formed when a carboxylic acid reacts with an alcohol in the
presence of conc. H2SO4?
Solution: Ester
Illustration 19:
A neutral organic compound X of molecular formula C2H6O on oxidation with acidified
potassium dichromate gives an acidic compound Y. Compound X reacts with Y on warming it
in the presence of conc. H2SO4 to give a sweet-smelling substance Z. What are X, Y and Z?
Solution: X is ethanol; Y is ethanoic acid; Z is ethyl ethanoate
Illustration 20:
Consider the following organic compounds: HCHO, C2H5OH, C2H6, CH3COOH, C2H5Cl
Choose two compounds that can react in the presence of conc. H2SO4 to form an ester. Give
the name and formula of the ester formed.
Illustration 21:
Which of the following will give brisk effervescence with sodium hydrogen carbonate and
why?
CH3COOH, CH3CH2OH
Exercise 7:
(i) Which of the following are carboxylic acids: C2H4O2, C2H4O, C2H6O, C3H6O2?
(ii) What is esterification?
(iii) What happens when methanol reacts with sodium metal?
(iv) What happens when methyl alcohol burns in excess of oxygen? Give chemical
equation?
(v) C2H6O is formula of second member of homologous series of alcohol. Give formula of
fourth member.
Soaps
A soap is sodium or potassium salt of long chain carboxylic acid (higher fatty acids) such as oleic acid
(C17H33COOH), stearic acid (C17H35COOH) etc. Higher fatty acids are present in fats or vegetable oil
in the form of esters (with glycerol as the alcoholic part). These esters are also known as glycerides.
Preparation of soap
Saponification
Glyceride is treated with concentrated sodium hydroxide solution; it gets converted to sodium salt of
the acid (soap) & glycerol. This process is known as saponification.
CO
Apart from fats, vegetable oils like castor oil, soybean oil, olive oil and palm oil are also used for
preparing soaps.
Detergents
To overcome the difficulty of cleaning in hard water, detergents were discovered. Detergents may be
defined as the sodium salts of sulphonic acid group. Here a carboxylic acid part is changed with
sulphonic acid without disturbing the alkyl part. We can say that detergent has a large nonionic
hydrocarbon part and an ionic group like sulphonate group. Example of synthetic detergent can be
sodium ndodecyl sulphate.
CH3 CH2 11 C6H4 SO3 Na
ionic part
non ionic part
Cleansing action of a detergent is more effective than soap. This is because detergent does not react
with Ca++ or Mg++ ions of hard water.
Hydrocarbon part
Grease
C11H35COO - Na+
Cleansing action of soap. Soap micelle entraps the oily dirt particle
Illustration 22:
People use a variety of methods to wash clothes. Usually after adding the soap, they beat the
clothes on a stone slab, or beat it with a paddle, scrub with a brush or the mixture is agitated
in a washing machine. Why is agitation necessary to get clean clothes?
Solution: It is necessary to agitate (or shake) to get clean clothes because the soap micelles
which entrap oily or greasy particles on the surface of dirty cloth have to be removed
from its surface. When the cloth wetted in soap solution is agitated (or beaten), the
micelles containing oily or greasy dirt particles get removed from the surface of dirty
cloth and go into water. And the dirty cloth gets cleaned.
Illustration 23:
Why soap is not suitable for washing clothes with hard water?
Solution: Hard water contains calcium and magnesium salts. Soaps are not suitable for
washing in hard water because of following reasons.
(a) Soap reacts with calcium and magnesium ions in water to form insoluble
precipitate, which is known as scum.
(b) Scum sticks to clothes and interferes with cleaning ability of soap.
Illustration 24:
What is a micelle and how does it forms in water with detergent?
Solution: When a detergent is dissolved in water, the molecules gather as clusters, called
micelles. The tail (hydrocarbon part) sticks inwards and the head outwards (anionic
part) shown below in figure). The hydrocarbon part in each case is hydrophobic and
attaches with oil/grease part. Whereas the anionic part attaches to water molecules
head
oil/grease of dirt
tail
Illustration 25:
Elaborate the functional similarity of soap & detergent with help of diagram.
Solution: Both soap and detergent have a hydrocarbon (non-ionic) tail and an ionic head (as
shown below in figure). The hydrocarbon part in each case is hydrophobic and
attaches with oil/grease part. Whereas the anionic part attaches to water molecules
in each case.
+
Soap COO Na
+
Detergent SO3 Na
hydrocarbon part anionic part
(tail) (head)
Exercise 8:
(i) Explain the term “saponification”.
(ii) Why are detergents called soap less soaps?
(iii) Which one has greater cleansing action: soap or detergent?
KEY TO EXERCISES
Exercise 1.
(i) Diamond Graphite
(a) Each carbon atom in diamond is joined (a) Each carbon atom in graphite is
to four other carbon atoms joined to only three other carbon
atoms
(b) Diamond is hard because of the (b) Graphite is soft because various
Strong bonds existing between all layers of carbon atoms in graphite
the carbon atoms are held together by weak van der
Waals forces
(ii) Due to the presence of free electrons in a graphite crystal, it is a good conductor of
electricity but there are no free electrons in a diamond crystal, so it is non-conductor
of electricity.
(iii) (a) Diamonds are used in cutting instruments like glass cutters and in rock drilling
equipment. Graphite are used in lead pencils and black paints.
(b) Diamonds are used for making jewelry. Graphite is used as a lubricant for the
fast-moving parts of machinery.
Exercise 3.
(i) C9H20, C11H24
(ii) Various functional groups are present.
C C (ii) C O
(i)
Exercise 4.
(i) 4-chloro-2-methylpentanal
(ii) 5-ethyl-4-methyl oct-2, 5-diene
(iii) But-2-en-1-al
(iii)
; ;
O
Exercise 7.
(i) C2H4O2
C3H6O2
(ii) Ester is the compound formed by the reaction of an alcohol with carboxylic acid. The
reaction is known as esterification.
H2 SO4
RCOOH R ' OH RCOOR ' H2O
Carboxylic acid alcohol Ester
CH3COOH C2H5OH CH3COOC2H5 H2O
(iii) 2CH3 OH 2Na 2CH3 ONa H2
(iv) 2CH3 OH 3O2 2CO2 4H2 O
(v) C4H10O
Exercise 8.
(i) The hydrolysis of an ester in the presence of an alkali (NaOH or KOH) to form alcohol
and sodium salt of the acid is known as saponification. The reaction is used in the
preparation of soap.
H2 O
CH3 COOC2H5 NaOH CH3COONa C2H5OH
Ethyl ethanoate
(ii) Detergents also consist of two components: a hydrocarbon tail and a polar head like
soaps but they have different structures. Hence, they are called soapless soap.
(iii) Detergent
CONCEPTS AT A GLANCE
1. Allotropy: When an element can exist is more than one structural form in the same physical
state is called allotropy. The different forms of the same element are known as allotropes.
The allotropes of carbon are
(i) Graphite
(ii) Diamond
(iii) C-60
2. Catenation: The ability to form bonds with other atoms going rise to large chains/molecules
is called catenation.
3. An atom or a group of atoms which makes a carbon compound reactive and determines its
properties is called functional group.
4. When ethene is heated along with water in the presence of conc. H2SO4 ethyl alcohol is
obtained.
6. Strong oxidation of alcohols in the presence of KMnO4 or K2Cr2O7 yields aldehydes and
further oxidation of aldehydes yields acids.
7. Alcohols react with carboxylic acids in the presence of few drops of conc. H2SO4 to form
sweet smelling liquids called esters. This reaction is called esterification.
8. Ethanoic acid liberates hydrogen gas on reaction with active metals like Na, Mg, Zn.
9. Soaps and detergents are sodium salts of different organic acids (or) fatty acids.
10. The action of soaps and detergents is based in the presence of both hydrophobic and
hydrophilic groups in the molecules. It helps to emulsify the oily dirt and hence its removal.
1. The ability of carbon to unite with an indefinite number of carbon atoms in straight, branched
or cyclic chains is known as catenation.
2. Carbon and hydrogen combine in different proportions to form a large number of compounds
called hydrocarbons.
Br Br
Ethene also reacts with hydrogen in the presence of nickel catalyst to form ethane. This
addition of hydrogen to unsaturated hydrocarbon is known as hydrogenation. It is industrially
used to convert vegetable oils into Vanaspati ghee.
R R R R
nickel
C C + H H
catalyst
H C C H
R R R R
(Unsaturated)
(Saturated)
4. Organic compounds having the same functional group and common properties but differing in
molecular formula from the next member by one CH2 group, form a homologous series and
such compounds are called homologues.
5. Cracking is defined as the breaking down of a higher alkane into lower hydrocarbons.
Thermal cracking: It is the cracking carried out at high temperature but in the absence of
any catalyst.
Catalytic cracking: It is carried out at low temperature in the presence of catalyst.
7. When ethanol is heated with an excess of concentrated sulphuric acid at 170oC, ethene gas
is produced. Conc. H2SO4 can be regarded as a dehydrating agent which removes water
from ethanol.
Hot and conc. H2SO4
CH3 CH2 OH 443 K
CH2 CH2 H2O
Ethanol Ethene
8. Natural gas is a mixture of gaseous hydrocarbons, mainly methane, ethane, propane and
butane.
10. Natural gas is a rich source of hydrogen gas which is required for the manufacture of
fertilizers.
12. Petrol is a complex mixture of hydrocarbons such as hexane, heptane and octane.
16. Ethanoic acid reacts with sodium carbonate to produce carbon dioxide gas.
Na2CO3 2CH3COOH 2CH3 COONa CO2 H2O
17. A soap is sodium or potassium salt of a long –chain carboxylic acid. Sodium palmitate,
sodium stearate, etc., are examples of soaps.
18. Soap is prepared by treating glycerides with NaOH. The reaction is called saponification.
O
19. Soaps do not work well with hard water, but synthetic detergents do.
SOLVED PROBLEMS
Subjective
SECTION – A
Solution: Propan-2-ol
Problem 6. What happens when butane is burnt in excess of oxygen? Give chemical equation.
Solution: Denatured alcohol thus is ethyl alcohol which has been made unfit for drinking
purposes by adding poisonous substances like methanol, pyridine, copper sulphate,
etc.
Problem 10. An organic compound (i) when reacted with sodium metal, effervescence comes out
(ii) When reacted with acetic acid in presence of concentrated H2SO4 fruity smell
evolved. Find the functional group present in the given compound.
Solution: First reaction indicates organic compound may contain alcoholic group. Second
reaction i.e. esterification confirms the functional group is alcohol.
Solution: The above compound can be written in a more convenient way as:
HO
H3C CH3
H 3C CH2 CH CH3 and CH CH 2 C
OH H3C CH3
(a) (b)
The compound (a) contains 4 carbon atoms is the longest chain so its parent
hydrocarbon is butane. Now, it has an alcohol group which replace ‘e’ of butane by
‘ol’ so that it becomes butanol. And now we must specify the position of OH group.
To do this we should number the carbon atoms of the above compound in such a
way that we get the smallest number for the position of OH group. If we number the
carbon chain from left to right, then the OH group comes on carbon number 3 and the
compound becomes 3butanol.
1 2 3 4 4 3 2 1
CH3 - CH2 - C H3 - CH3 CH3 - CH2 - CH - CH3
| |
OH OH
3-butanol 2-butanol
(wrong) (correct)
(i) (ii)
If we number the carbon chain from right to left, then the OH group gets position 2
and the compound becomes 2butanol. Now, out of 3 and 2, we find that 2 is the
smaller number, so the correct IUPAC name of the above compound is 2butanol. 2
butanol can also be written as butan2ol. The common name of the above
compound is secbutyl alcohol
Similarly, for (b)
5 HO 1
H3C CH3
4 3 2
CH CH2 C
H3C CH3
2, 4 - dimethyl pentan-2-ol
Solution: Carbon atom has a covalency of four. Carbon forms compounds mainly by covalent
bonds. This can be also be explained by sp3 hybridization in saturated carbon. Orbital
hybridization (or hybridization) is the concept of mixing atomic orbitals into new hybrid
orbitals (with different energies, shapes, etc., than the component atomic orbitals)
suitable for the pairing of electrons to form chemical bonds in valence bond theory.
Hybrid orbitals are very useful in the explanation of molecular geometry and atomic
bonding properties.
C(6) – 1s2, 2s2, 2p2
Ground state
Exicitation of electron
2
2s 2 2p
2s 1
2p3
Hence carbon have four valence electrons i.e. valency of carbon is four.
Problem 13. What are the functional groups present in compound shown below
NH2
O CHO
HOOC
OH
Problem 14. Sugar-cane juice mixed with yeast is kept in an air-tight pot. After a few days, this
juice started to give a strong smell. Name and explain the process involved. Name
the method used for separating the main product from this mixture.
Solution: The strong smell is due to the formation of ethyl alcohol (or ethanol). The main
product of this fermentation process, ethyl alcohol, is separated from the mixture by
the process of fractional distillation.
In the fermentation of sugar (obtained from molasses or sugarcane) first it is
converted into a mixture of glucose and fructose in the presence of an enzyme called
invertase. Glucose and fructose have the same molecular formula.
Invertase
C12H22O11 H2 O C6H12 O6 C6H12 O6
Sugar glucos e fruc t ose
Both glucose and fructose are converted to ethanol and carbon dioxide in the
presence of another enzyme, zymase.
SECTION – B
Problem 1. What is the difference in the molecular formula of any two consecutive members of a
homologous series of organic compounds?
Solution: –CH2– is the difference in the molecular formula of any two consecutive members of
a homologous series.
Solution: C2H5OH + O2
CO 2 H2O
Carbon dioxide Water vapours
Problem 3. Why is the reaction between methane and chlorine considered a substitution
reaction?
Solution: They do not furnish ins in solution, also they do not have any free movile electron.
Objective
LEVEL – I
MULTIPLE CHOICE QUESTIONS (SINGLE OPTION CORRECT)
Problem 1. Which of the following compounds contains carboxyl group?
(A) CH3CH2OH (B) CH3COOCH3
(C) CH3COOH (D) CH3COCH3
Solution: (C)
Solution. (C)
Problem 3. Which of the following reagents are good to distinguish between saturated and
unsaturated hydrocarbons?
(a) Bromine water (b) Ammoniacal solution of cuprous chloride
(A) Only (a) (B) Only (b)
(C) (a) and (b) both (D) None of these
Solution: (A)
Solution: (C)
1,2 - Dibromoethane
(B) CH2 = CH2 + Br2 aq CH2 = CH - Br
Br
Br
(D) CH2 = CH2 + Br2 aq Br - CH2 = CH - Br
Solution: (A)
CH2 CH2 Br2 aq
Br CH2 CH2 Br
1, 2 Dibromoethane
OH
(A) 4-hydroxypentanoic acid (B) 2-hydroxypentanoic acid
(C) 1-carboxypentanol (D) 3-hydroxypentanoic acid
Solution: (A)
Solution: (A)
Problem 8. The form of carbon which is used as lubricant at high temperature is……….
Solution: Graphite
Problem 9. Isomers have same molecular formula but different …………. formulae.
Solution: Structural
Problem 10. ………….is better than soap for washing clothes in hard water.
TRUE OR FALSE
Solution: True
Problem 12. The compound having the molecular formula C4H10 does not show isomerism.
Solution: False
LEVEL – II
NH2
(A) (a)-iv, (b)-v, (c)-ii, (d)-i, (e)-iii (B) (a)-v, (b)-iv, (c)-ii, (d)-i, (e)-iii
(C) (a)-iv, (b)-ii, (c)-v, (d)-iii, (e)-i (D) (a)-v, (b)-iv, (c)-i, (d)-ii, (e)-iii
Solution: (A)
Solution: (C)
Solution: (C)
LEVEL – III
Solution. (C). C60 (fullerene) resembles the form of a football (geodesic dome).
Problem 3. A hydrocarbon should have minimum how many carbon atoms to show isomerism?
(A) Three (B) Four
(C) Five (D) Six
1. The molecular formulae of two members of a homologous series are C3H4 and C6H10. Write
the molecular formulae of the member with five carbon atoms in a molecule.
heat
3. Complete the equation: C2H5 COONa NaOH CaO
5. The process of burning hydrocarbons in presence of excess of air to give CO2, H2O, light and
heat is known as…………
7. Which property of carbon gives rise to the structural isomerism in organic compounds?
12. What do you mean by isomerism? Name all the structural isomerisms. Write all the isomers
possible for the molecular formula C4H8.
14. (a) Write the structural formulas of the following IUPCA names?
(i) 2-chloro-3-methyl pentane
(ii) Hex-2-en-3-ol
ASSIGNMENT
SUBJECTIVE
Section A
2. What is the molecular formula of alcohol which can be thought to be derived form pentane?
3. In an organic compound, which part largely determines its physical and chemical properties?
5. What gas is evolved when ethanoic acid is treated with sodium carbonate?
8. Write the molecular formulae of the fourth and the fifth members of the homologous series of
carbon compounds represented by the general formula CnH2n + 1OH.
12. How many structural (position and chain) isomers are possible for butane?
14. Give the name and molecular formula of higher homologue of butane.
16. Write the molecular formula of methanoic acid and ethanoic acid.
21. Name the organic acid present in vinegar. Write a chemical equation which represents the
method for the preparation of this acid from ethanol.
(iii)
COOH
26. In the Alkane CH3 – CH2 – C (CH3)2 – CH3, identify 10, 20, 30 and 40 carbon atoms and given
the total number of H atoms bonded to each one of these.
28. Define isomerism. Draw the structural formula of all the isomers of pentane.
30. (i) Name the product formed when ethyl alcohol and acetic acid (ethanoic acid) react
together in the presence of concentrated sulphuric acid. Write the chemical equation of
the reaction.
(ii) What happens when methane is burnt
(a) in excess of air
(b) in limited supply of air
Section B
1. What is combustion?
4. Define catenation.
5. What is isomerism?
6. Write the chemical equation for the reaction of ethene with hydrogen in the presence of nickel
catalyst.
14. Name the hydrocarbon formed when ethanol is heated with conc. H2SO4 at 170oC. What is
this reaction known as?
17. A test tube contains a brown coloured liquid. The colour of the liquid remains unchanged
when methane is passed through it but disappears when ethene is passed. Name the
element present in liquid.
20. Draw a three-dimensional structure of methane molecule. Give the structural formulae of the
next two higher homologous of methane.
22. What is meant by a functional group in an organic compound and name the functional groups
present in the following compounds:
CH3CH2OH, CH3COOH, CH3COCH3
25. Describe the structure of a soap molecule with the help of a diagram.
27. Give the name of the by-product of soap industry. How is it formed?
28. What are the different types of ethanol that are sold in market?
Section C
1. How many carbon atoms are present in the first member of ketone family?
6. What is esterification?
alk. KMnO 4
(iii) CH3 CH2OH
D
OBJECTIVE
Level - I
6. The reaction,
2C2H5 OH 2Na 2C2H5 ONa H2
suggests that ethanol is
(A) Acidic in nature (B) Basic in nature
(C) Amphoteric (D) Neutral
TRUE OR FALSE
Level - II
3. When propanoic acid is treated aqueous sodium bicarbonate, CO2 is liberated. The ‘C’ of
CO2 comes from?
(A) Methyl group (B) Carboxylic acid
(C) Bicarbonate (D) None of above
4. An isomer of ethanol is
(A) Methanol (B) Dimethyl ether
(C) Diethyl ether (D) Ethylene glycol
5. 2- methylbutan-2-ol is a
(A) Primary alcohol (B) Secondary alcohol
(C) Tertiary alcohol (D) Glycol
6. CH3NH2 is
(A) Primary amine (B) Secondary amine
(C) Tertiary amine (D) None of these
8. CH3COC2H5 is
(A) Ester (B) Alcohol
(C) Ketone (D) Amine
12. The various steps for writing IUPAC name of an organic compound are given below. Arrange
the steps in the correct order.
(i) Numbering of carbon chain
(ii) Identification of primary suffix
(iii) Selection of the longest chain
(iv) Identification of secondary suffix
(v) Identification of number and nature of alkyl groups attached to carbon chain
(A) iii, i, ii, iv, v (B) iii, i, v, ii, iv
(C) iii, ii, iv, i, v (D) i, iii, ii, iv, v
Level - III
CH2 CH3
(A) 3-cyclobutyl-2-methyl-but-3-ene (B) 2-methyl-3-cyclobutyl butene
(C) 2-cyclobutyl-3-methyl-1-butene (D) None of above
5. If C3H6O2 turns blue litmus red than the functional group present in it is:
(A) COOH (B) OH
(C) CHO (D) COOR
8. C4H10 is
(A) Alkane (B) Alkene
(C) Alkyne (D) Cyclo alkane
11. The hydrocarbon obtained by treating sodium ethanoate with soda lime is
(A) Ethane (B) Methane
(C) Propane (D) Butane
12. Final product obtained by treating ethane with excess chlorine in presence of sunlight is
(A) Monochloro ethane (B) Dichloro ethane
(C) Tetrachloro ethane (D) Hexachloro ethane
1. C5H8
2. C3H6, C4H8
heat
3. C2H5 COONa NaOH CaO C2H6 Na2CO3
Ni catalyst
4. C2H4 H2 C2H6
5. Combustion
6. A group of atoms attached to the carbon chain which provide special characteristics to the
compound.
8. Ethanol containing poisonous substances like pyridine, methanol, etc. which make it unfit to
drink.
9. Refer text.
11. Substitution reaction are those in which an atom or group of atoms directly linked to the main
carbon chain is replaced by another atom or group of atoms.
13. (i) Ethene decolorizes the brown colour of bromine water while ethane does not.
(ii) Ethanoic acid on reaction with sodium bicarbonate releases carbon dioxide gas while
ethanol does not give this test.
Cl CH3
14. (a) (i) H3C CH CH CH2 CH3
OH
(ii) H3C HC C CH2 CH2 CH3
Alkaline KMnO4
(ii) CH3 CH3 3[O] CH3 COOH H2 O
Ethane Nascent oxygen Ethanoic acid Water
(from oxidisin g agent ) ( Acetic acid)
(iii) CH3COOH + NH3
CH3COONH4 CH3CONH2 + H2O
o
Conc. H2 SO4 ;140 C
2CH3 CH2 OH
Dehydration C2H5 OC2H5 H2O
(iv)
Ethanol Diethyl ether Water
o
Conc. H2 SO4 ;170 C
CH3 CH2 OH
Dehydration CH2 CH2 H2 O
(v) Ethanol Ethene Water
CH2 CH2 Br2 Br CH2 CH2 Br
SUBJECTIVE
Section A
1. Methane
2. C5H11OH (Pentanol)
3. Function group
4. The alcohol obtained by the distillation of the mixture obtained after the fermentation of
molasses is called rectified spirit. It contains 95.5% alcohol and 4.5% of water.
8. C4H9OH, C5H11OH
10. Buckminsterfullerene
12. Only 2
13. An atom of carbon can form four covalent bonds. Hence, its maximum covalency is four.
O O
17. Fossil fuels are formed by the decomposition of large plants (coal is formed) or animals
(petroleum is formed) buried under the sea millions of years ago.
20. Since soap interacts with Ca2+ & Mg2+ ions present in water. They form scum and hence
solubility of soap decreases.
22. The diamond crystals which are made up of carbon atoms, are powerfully bonded to one
another by a network of covalent bonds. Due to this, diamond structure is very rigid.
The various layers of carbon atoms in graphite are held together by weak van der Waals
forces. Since the various layers of carbon atoms in graphite are joined by weak forces, they
can slide over one another. Due to the sheet like structure graphite is a comparatively soft
substance.
Section B
1. The complete oxidation of a carbon compound leading ultimately to the formation of CO2 and
H2O is called combustion.
3. Propanol
4. The property of a carbon atom to link with other carbon atoms is known as catenation.
5. Isomerism is a phenomenon in which compounds have the same molecular formula but
different structural formula.
Ni
6. CH2 CH2 H2 CH3 CH3
ethene ethane
7. Ethanol, CH3CH2OH
8. Detergents, also called soapless soaps, are sodium salts of sulphonic acids.
9. 3–methylbutan–2–one
12. Detergents are not 100 percent biodegradable, therefore, cause water pollution.
13. Due to softness of graphite which makes it useful as a dry lubricant for machine parts.
O
||
15. H C OH
CH3 – CH2 – CH2 – OH
CH3 C C CH3
Butyne 2
18. The process of removal of a molecule of carbon dioxide from carboxylic acid is called
decarboxylation.
heat
CH3 COONa NaOH CaO CH4 Na2 CO3
Sodium acetate Sodalime Methane
19. (i) Diamond is a very hard substance while Graphite is a soft substance.
(ii) Diamond is a non-conductor of electricity while graphite is a good conductor of electricity.
28. (i) Denatured alcohol: It is an alcohol mixed with some poisonous substances such as
methanol and copper sulphate. This is unfit for drinking purposes.
(ii) Rectified spirit: Ethyl alcohol containing 4.5% water is known as rectified spirit.
(iii) Absolute alcohol: It is 100% pure ethanol. It is obtained by keeping rectified spirit in
contact with quick lime (CaO) for a day and is then distilled over quick lime.
(iv) Power alcohol: It contains 75% petrol and 25% ethanol, used as a fuel for cars.
Section C
1. 3
2. 3
3. 5
4. 5
5. 3
OTHER THAN NUMERICAL BASED
6. Reaction between acid and alcohol in presence of concentrated H2SO4 to produce ester and
water.
OBJECTIVE
Level - I
1. D 2. C 3. A 4. B
5. C 6. A 7. D 8. D
9. B 10. B 11. A 12. C
13. C 14. A 15. B 16. B
TRUE OR FALSE
Level - II
1. D 2. A 3. B 4. B
5. C 6. A 7. D 8. C
9. B 10. C 11. B 12. A
Level - III
1. D 2. C 3. C 4. C
5. A 6. C 7. C 8. A
9. C 10. A 11. B 12. D