~ 4 - New course Chemistry (XI)~

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QUESTIONS
· ~-- -. .-- - -
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(b) Different molecular weights
(c) Different methods of preparation
(d) Different chemical properties.
I. Hybricfuation, Classification and No~~nclature 8. The number of primary, secondary, tertiary and
quaternary carbons in ncopentane are respectively
1. The state of hybridization of C2, C3, C5 and C6 of
the hydrocarbon, (a) 4, 3, 2 and 1 (b) 5, 0, 0 and 1

CH 3 (c) 4, 0, 0 and 1 (d) 4, 0, 1 and 1

CH 3
6 I I 9. The compound with an isopropyl group is
CH 3-C-CH = CH-CH-C =CH
7 I 5 4 3 21 (a) 2, 2, 3, 3-Tetramethylpentane
CH 3 (b) 2, 2-Dimethylpentane
is in the sequence (c) 2, 2, 3, Trimethylpentane
3
(a) sp 3, sp 2, sp 2 and sp (b) sp, sp2, sp2 and sp (d) 2-Methylpentane.
(c) sp, sp 2, sp3 and sp2 (d) sp, sp 3, sp2 and sp3 10. The structure of isobutyl group in an organic
2. Considering the state of hybridization of carbon compound is
atoms, find out the molecule among the following (a) CH 3-CH2-CH 2-CH 2-
which is linear ?
CH3
(a) CHr-CH2-CH 2-CH 3 I
(b) CH 3-CH = CH-CH 3 (b) CH3 -y-
(c) CH3-C = C-CH3
CH3
(d) CH2 = CH-CH2-C =CH
3. The number of cr- and 1t-bonds present in 1,3- CH 3'-....
(c) CH-CH -
butadiene are respectively CH/
2
3
(a)9and2 (b)8and2
(d) CH 3-CH-CH 2CH 3
(c) 9 and 3 (d) 9 and 1
4. In hexa-1, 3-dien-5-yne, the number of C-C, cr, 11. Azulene is an example of
C-C 7t and C-H cr bonds respectively are (a) benzenoid aromatic compound
(a) 5, 4 and 6 (b) 6, 3 and 5 (b) non-benzenoid aromatic compound
(c) 5, 3 and 6 (d) 6, 4 and 5 (c) alicyclic compound
5. Which of the following represents the given mode (d) heterocyclic alicyclic compound
of hybridization sp2-sp2-sp-sp from left to right? 12. Which isomer of hexane has only two different
=
(a) H2C = CH-C N (b) HC C-C CH = = sets of structurally equivalent hydrogen atoms ?
(c) H2C = C = C = CH2 (a) 2, 2-dimethylbutane (b ) 2-methylpentane

,A/'CH2 (c) 3-methylpentane

(d) H C (d) 2, 3-dimethylbutane
2
6. Which of the following represents a homologous 13. The compound with molecular formula, C6H14 has
series ? two tertiary carbons. Its IUPAC name is
(a) ethane, ethylene, ethyne (a) n-hexane (b) 2-methylpentane
(b) methane, methanol, methanal (c) 2, 3-dimethylbutane (d) 2, 3-dimethylpentane
(c) methane, ethane, propane 14. The IUPAC name of
(d) 1-hexene, 2-hexene, 3-hexene.
7. The members of a homologous series have
is
(a) Different general formulae
 TRY
MIS_ -SOME
__ BAS
__ PRINCIPLES AND TECHNIQUES
IC _ 37

---- _ CHE
ORGANIC __ _ 12/1

(a) 3-ethyl-4, 4-dimethylheptane

·--- - - - - - - - - -- - -
-
21. The IVPAC name of the compound X is
(b) 1, t-diethyl-2, 2-dimethyipentane 0 CN
(c) 4, 4-dimethyl-5 , 5-diethylpentane II I
C C
(d) 5, 5-diethyl-4, 4-dimethylpentane
X = CH [ "-c H( \'C H 3
IUPAC name for the compound
15• The correct CH 3

(a) 4-cyano-4-methyloxopentane
(b) 2-cyano-2-methyl-4-oxopentane
is (c) 2, 2-dimethyl-4-oxopentanenitrile
(d) 4-cyano-4-methyl-2-pentanone
pound is
22. The IUPAC name of the following com
(a) 4-ethyl-3-propylhex-l-ene
(b) 3-ethyl-4-ethenylheptane CH 3 OH
I I
(c) 3-ethyl-4-propylhex-5-ene H3C-C H-C H-C H 2 -CO OH
(d) 3-(1-ethylpropyl) hex •1-ene
(a) 2-methyl-3-hydroxypentan-5-oic
acid
16. Consider the following compound, acid
(b) 4, 4-dimethyl-3-hydroxybutanoic
(c) 4-methyl-3-hydroxypentanoic acid
(d) 3-hydroxy-4-methylpentanoic acid

IUPAC name of this compound is

(a) 5, 6-diethyl-3-methyldecane
(b) 5, 6-diethyl-3-methyldec-4-ene
23. The llW ACn ame of r y yc• 0
is

(c) 3, 5, 6-triethyldec-6-ene (a) 2, 3-dimethylpentanoyl chloride

(d) 3, 5, 6-trimethyldec-4-ene (b) 3, 4-dimethylpentanoyl chloride

ng the (c) 1-chloro-1-oxo-2, 3-dimethylpentan
e
17. The IUPAC name of the compound havi
formula CH = C-C H = CH2 is (d) 2-ethyl-3-methylbutanoyl chloride
(b) but-l-yne-3-ene

6
(a) 1-butyne-3-ene CH3
(c) 1-butene-3-yne (d) 3-butene-1-yne

18. The IUPAC name of the compound, is

24. The llWAC name of
CH 3CH = CHC = CH is
(a) pent-4-yn-2-ene (b) pent-3-en-1-yne
(a) 3-methylcyclohexene
(c) pent-2-en-4-yne (d) pent-1-yn-3-ene
(b) l-methylcyclohex-2-ene
IUPAC name for methylisopropyl-
19. The correct (c) 6-methylcyclohexene
acetylene is
(d) l-methylcyclohex-5-ene
(a) 2-methyl-4-pentyne d
(b) 4-methyl-2-pentyne
25. Give the IUPAC name of the compoun
(c) isopropylmethyl acetylene
(d) 3-methyl-4-pentyne
(e) z-methyl-3-pentyne

20 _ The
IUPAC name of C6H5COCI is
Q
(a) 1, I, 3-Trimethylcyclohex-2-ene
(a) chlorobenzyl ketone
(b) I, 3, 3-Trimethylcyclohex-1-ene
(b) benzene chloroketone
(c) 1, 1, 5-Trimethylcyclohex-5-ene
(c) benzenecarbonyl chloride
(d) 2, 6, 6-Trimethylcyclohex-1-ene
(d) chlorophenyl ketone
 12/138 °Aa«eef# 4, New Course Chemi stry (XI) ~
,_ _ __ __ _ _ _ _ _ _ _ _ _,_ (a) 1-butanol and 2-butanol ----..:..
26. The lUPAC name of the compound shown below is .
(b) dimethyl ether and ethanol
Cl
(c) cis-2-butene and trans-2-butene

QB,
(a) 2-bromo-6-chlorocyclohex-l-ene
(d) ethanol and ethanal
32 The type of isomerism observed in urea mot
•.
IS
(a) chain
• ecute

(b) position
( b) 6-bromo-2-chlorocyclohexene
(c) geometrical (d) tautomerism
(c) 3-bromo-1-chlorocyclohexene
33• Identify the compound that exhibits tautome ·
(d) l-bromo-3-chlorocyclohexene n~
(a) lactic acid (b) 2-pentanone
27. The correct decreasing order of priority for the
functional groups of organic compounds in the (c) phenol (d) 2-butene
IUPAC system of nomenclature is 34. The enolic fonn of acetone contains :
(a) --CON H 2,--CHO ,-S0 H ,--COO H (a) 9 sigma bonds, 1 pi bond and two lone pairs
3
(b) --COOH, -S0 H, --CONH , -CHO (b) 8 sigma bonds, 2 pi bonds and two Jone pairs
3 2
(c) -S03H, -COOH , -CONH , -CHO (c) 10 sigma bonds, I pi bond and one lone pair
2
(d) -CHO, -COOH , -S0 H , --CONH2 (d) 9 sigma bonds, 2 pi bonds and one lone pair
3
28. The IUPAC name of the following compound 35. Maximum enol content is in
0

A
Y--CN
Br
i,
(a)
A u
0
(b)

0 0
(a) 4-bromo-3-cyanophenol
(b) 2-bromo-5-hydroxybenzonitrile
( c) 2-cyano-4-hydroxybromobenzene
(d) 6-bromo-3-hydroxybenzonitrile
(c)

A M H H
(d)

36. The order of stability of the following tautomeric

29. The IUPAC name of the compound compounds is

¢rNO\
OH 0
I II
CH 2 =C-CH 2 -C-C H
3

0 0
OCH3 II II
(a) 4-methoxy-2-nitrobenzaldehyde CH3-C-C H -C-C H
2 3
(b) 4-formyl-3-nitroanisole
II
( c) 4-methoxy-5-nitrobenzaldehyde
(d) 2-formyl-6-nitrobenzene OH 0
I II
CH -C=C H-C-C H 3
II.
, J.
°Isomerism
.~ ·, ,, • . .
3
ill
30. Which one of the following is not an isomer of
(a)Il> l>Ill (b)Il>l li>I
3-methylbut-1-yne ?
(c) I> II> III (d) III> II> I
(a) Pent-1-yne (b) Buta-1,3-diene
37. How many cyclic and acyclic isomers (includi ~
(c) Pent-2-yne (d) Penta-1,3-diene
tautomers) can be made by the formula C3H6 ·
(e) 2-Methylbuta-1,3-diene
(a) 4 (b) 5
31. Among the following pairs, the pair that illustrates
functional isomeri<sm is (c) 9 (d) 10
 12/139
cHEMISTRY-SOME BASIC PRINCIPLES A
ofiG,ANIC . . ND TECHNIQUES
mPorary effect m which there is com 1 t hich is
JS· file }:r of ~ shared pair ~f pi-electrons to o~e eo~ 43. Among the_ following strnctures~ t~~ one w
trafl tomsjotned by
5 a m~ltiple bond on the demand not resonating structure of others 1s
(he a ttacking reagent ts called O O o- 0
0 fana Me l II · M ~
• ductive effect
(a): perconjugation effect
(b) ysitive resonance effect
""'o~ - Me
e"---o
11
Me

~~ I
Jectromeric effect
(t/) e
--Ju. Fundamental Concepts
of organic Reaction Mechanism
JV
39. : cCiz is . (a) I (b) II
(a) an electrophtle (b) a free radical
(c) III (d) IV
(c) a nucleophile . (d). none of these
44. Hyperconjugation involve s overlap of the
Which of the followmg species is not electrophirIC
40, following orbitals
in nature?
(a)cr-cr (b)a-p
(a) c1+ (b) BH3 (c) H30+ (d) NO (c)p-p (d)1t-1t
• The most unli~ely representation of resona~ce
41 45. The arrangement of (CH 3) 3C-, (CH3)zCH-,
strUcture of p-mtrophenoxide is CH 3CHz- when attached to benzene or unsatu-
rated group in increasing order of inductive effect
-o"-N/o is

¢
(a) (CH 3) 3C- < (CH 3) 2CH- < CH3CH 2 -

(b) (b) CH 3CHz- < (CH 3) 2 CH- < (CH3)3C-

(a)
(c) (CH 3) 2CH- < (CH 3) 3C- < CH 3CHz-
(d) (CH3)3C- < CH 3CH 2- < (CH 3)zCH-
o- 0
46. The effect that makes 2, 3-dimethyl-2-butene more
o~N/o o"N/o stable than 2-butene is

¢ (~ ¢
(a) resonance (b) hyperconjugation
(c) electromeric effect (d) inductive effect

(c) ( e) steric effect

47. Hyperconjugation is most useful for stabilizino
0

o- o- which of the following carbocations ?

(a) neopentyl (b) tert-Butyl
42. Among the following, the least stable resonance
structure is (c) isopropyl (d) ethyl
+ 0 (e) methyl
(a)~N~ 48. In which of the following compounds the C-Cl
"-o,... bond ionisation shall give most stable carbonium
ion ?

(b)~N/0
H'--.:
"-o- CH-CI

(c) +~N~o
(a)
V ~

'---o-
o-
(d) •~N/
"-o-
 - @ Qi
~ 41 NeW c~ urse Chemis try
~
(XI) ~
12/140 ~ Toluene (b) Benzene~
. f h carbonium .• p ntane (d) 2, 2-Dinietl1 1
49• The decreasmg order of stab1hty o t e (c) n- e . . Y Prop,
ions tablest radical among the 1ollowin o . ~~e
55. The s 1::, ts

H - - CH- CH3 (b) CH3-C li

C
(a ) 6 5 - - -CH
3
J-1
(C ) C6 5CH-,~ CH?- (d) CH3CH2Cf-12
p -(CH 3 )C6 H 4 CH! (IV) is 56. Most stable radical is
(a) IV> II> I> III
(c) II>IV> l>III
(b) II> IV> III> I
(d) IV>Il> IIl>I
(a) Q--cH
, Q-cH
, (b)
50. Arrange the following carbocations in order of
increasing stability (c) CH2== CHCH2 (d) CH2== c1 I
I. (CH 3 ) 3 CCH! II. (CH3hC+ H20
57. The reaction, (CH3)JC -Br ~ (CH3) c-0H
3
is
(a) IV< III< II< I ( a) elimination reaction
. (b) substituti on re· .
.. action
(b) III< IV< I< II
(c) free radical react10n (d) additi on reaction
(c) l<III<I V<II (d) Il<IV< III<I
51. The order of stability of the following carbocations IV. Methods of Purification
is of Organic Compounds
+ +
CH2 =CH-C H ; CH -CH 2 -CH2 ; 58. Camphor is purified by
2 3
I II (a) distillation (b) vac uum distillation

0-CH 2
(c) sublimation (d) steam distillation
(e) fractional crystallization
59. The best method for the separation of naphthalene
III
(a) III> I> II (b) III>II> I
and benzoic acid from their mixture is
(c) Il>III> I (a) sublimation (b) chromatography
(d) I> IT> III
52. The ascending order of stability of the carbanion (c) crystallisation (d) distillation
60. A miscible mixture of C H +CH C! can be
CH3(P) , C6 H5CH 2(Q) , (CH ) CH- (R) and 6 6 3
32 separated by
CH2 = CHCH2(S) is (a) sublimation (b) distillation
(a) P < R < S < Q (b) R < P < S < Q (c) filtration (d) crystall ization
(c) R<P<Q <S (d) P<R<Q <S 61. A mixture of a-nitrophenol and p- nitrophen ol can
be separated by

o:-
53. The stability of carbanions in the following.
(a) sublimation (b) steam di stillation
(z)RCaa c0 (U) (c) fractional crystarnzation
(d) simple distillation .
0 62. Two volatile liquids A and B differ in their boiling
(iii) R 2 C = CH points by 15K. The process which can be used to
is in the order of separate them is
(a) (iv)> (ii)> (iii)> (i) (a) fractional distillatio n (b) stea m di still ation
(b) (l) >(iii)> (ii)> (iv) (c) distillati on under reduced pressure
(c) (i) >(ii)> (iii)> (iv) (d) simple di stillation.
(d) (ii) > (iii)> (iv)> (i) 63 • Glycerol which decompo ses at its boiling point
54. Which of the following compounds possesse th can be purified by
C-H bond with the lowest bond dr·s so · st _ e (a) steam di still ation (b ) :-imple di stillat ion
, • era 10n
energy ? (c) distillati on under reduced prcssur~
(d) frac tional distillari on.
 12/141
ORGANIC CHEMISTRY-SOME BASIC PRINCIPLES AND TECHNIQUES

·; - ; ;,team distillation of toluene, the ~ resst; ; (a) thiourea - - ;b) diphenyl sulphide
d
roluene 111 vapour 1s
(c) phenylhydrazin. e (d) benzam i _e . C H
f ouild contammg ,
(a) equal to pressure o · barometer
. 73. 0-30 g of an orga111c_comp_ Id o.44 g CO and
(b) Jess than pressure ot barometer and O on combust10n yie s . 2 60
(c) equal t~ vapour pressure of toluene in sim le 0· 18 g H 0. ff one mole of compound we1~hs '
p 2 und 1s
dl.stillat1on then molecular formula of the compo ·
•
(d) more than the .vapour pressure of to! uene 111 (b) C2H402
. d' . (a) C3H80
sunple 1st1 11 at1on. .
(c) CH 20 (d) C4H60
65 . An organic substance from its aqueous solution can 74. In Duma's method for estimation of nitrogen,_
be separated by . d e 40 mL of
0.25 g of an organic compoun gav
(b) steam distillation nd 7~5
(a) distillation nitrogen collected at 300 K temperature a
· at 300 K rs
(c) solvent extraction (d) fractional distillation. mm pressure. ff the aqueous ten.S1011
·t ogen in· th e
66. The separation of the constituents of a mixture by 25 mm, the percentage o f ni r
column chromatography depends upon their compound is
(a) different solubilities (a) 16-76 (b) 15-76
l b) different boi)jng points (c) 17-36 (d) 18·20
th
(r) different refracti ve indices 75. In Kjeldahl 's method, the nitrogen present in e
(d) differential adsorpr ion. organic compound is converted into
(a) gaseous ammonia (b) ammonium sulphate
6i . P:1per chromatograph y has following mobile and
stationary phases respecti vely (c) ammonium phosphate
(b) solid, solid (d) ammonium nitrate.
(a ) liquid, solid
(d) liquid, liquid
76. In Kjeldahl's method for estimation of nitrogen
(c) gas, liquid
present in a soil sample, ammonia evolved from
V. Qualitative and Quantitative Analysis 0-75 g of sample neutralized 10 mL of 1 M HzS04.
The percentage of nitrogen in the soil is
68. An organic compound which produces a bluish (a) 37.33 (b) 45.33
green coloured flame on heating in presence of (c) 35.33 (d) 43.33
copper is
77. The ammonia evolved from the treatment of
(a) chlorobenzene (b) benzaldehyde
0-30 g of an organic compound for the estimation
(c) aniline (d) benzoic acid of nitrogen was passed in 100 mL of 0· l M
69. In the Lassaigne's test for the detection of nitrogen sulphuric acid. The excess of acid required 20 mL
in the organic compound, the appearance of blue of 0-5 M sodium hydroxide solution for complete
coloured compound is neutralization. The organic compound is
(a) ferric fenicyanide (b) ferrous ferricyanide (a) acetamide (b) benzanude
(c) fen-ic ferrocyanide (d) ferrous ferrocyanide (c) urea (d) thiourea
70. The Lassaigne's extract is boiled with cone. HN0 3 78. In Carius method of estimation of haloge ns.
while testing for halogens. By doing so it 250 mg of an organic compound gave 141 mg of
(a) decomp oses Na2S and NaCN, if formed AgBr. The percentage of bromine in the compound
is
(b) helps in the precipitation of AgCI
(at. mass Ag= 108 : Br= 80)
(c) increases the solubility product of AgCI
(a) 48 (b) 60
(d) increases the concentration of NO 3 ions (c) 24 (d) 36
71. Which of the followin g compounds will not give 79. In the estimati on of sulphur by Carius method,
Lassaigne ·s test for nitrogen ? 0-480 g of an organi c compound gives 0-699 g of
(a) NH2NH 2 (b) C6H5NHNH 2 barium sulphate. The percenta ge of sulphur in thi s
(c) PhN = NPh (d) NH 2CONH 2 compound is (atomi c masses : Ba = 137, S = 32
andO= 16)
72. Which of the fo llowing compounds gives blood (b ) 15%
(a) 20%
r~d coloura tion when its Lassa igne 's extrac t is
(c) 35% (J) 30%
treated wi th alkali and ferri c chloride ?