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Chem 120.1 Laboratory Report No. 7

The document is a lab report summarizing the results of an experiment evaluating the solubility of various organic compounds in different solvent systems. Key findings include: 1. Polar compounds like acetic acid, aniline, and glucose dissolved in water while nonpolar compounds like cyclohexane did not. 2. Acids like acetic acid and salicylic acid tested acidic with litmus paper while the amine aniline tested basic. 3. Compounds formed soluble sodium salts in 5% NaOH and 5% NaHCO3 except for nonpolar compounds like cyclohexane and chlorobenzene. 4. Most compounds dissolved in 5% HCl and conc. H2SO

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JM Boyles
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312 views4 pages

Chem 120.1 Laboratory Report No. 7

The document is a lab report summarizing the results of an experiment evaluating the solubility of various organic compounds in different solvent systems. Key findings include: 1. Polar compounds like acetic acid, aniline, and glucose dissolved in water while nonpolar compounds like cyclohexane did not. 2. Acids like acetic acid and salicylic acid tested acidic with litmus paper while the amine aniline tested basic. 3. Compounds formed soluble sodium salts in 5% NaOH and 5% NaHCO3 except for nonpolar compounds like cyclohexane and chlorobenzene. 4. Most compounds dissolved in 5% HCl and conc. H2SO

Uploaded by

JM Boyles
Copyright
© © All Rights Reserved
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CHEM 120.

1 – ORGANIC CHEMISTRY (LABORATORY)


LABORATORY REPORT

Name: Boyles, Juan Miguel D. Offering No.: R081


Lab Schedule: M 7:00-10:00 Date Submitted: 30/11/2021

Exercise No. 7
Solubility Classification

I. OBJECTIVES

1. To evaluate the solubility of different organic compounds using


different solvent systems.
2. To test the acidity or basicity using litmus paper.

II. RESULTS AND OBSERVATION

A.1. Solubility of Organic Compounds in Water

Organic Compounds Soluble or Insoluble


Acetic acid Soluble
Aniline Soluble
Benzoic acid Soluble
Cyclohexane Soluble
Chlorobenzene Soluble
Ethanol Soluble
Formaldehyde Soluble
Glucose Soluble
Salicylic acid Soluble
Phenol Soluble

Inference:

This is a polar solvent for polar substances that dissolves them. If the unknown is water-soluble, several structural
properties can be deduced. Unless it is polyfunctional, it must have a low molar mass and include no more than four to five
carbon atoms. It must have a polar group, such as the hydroxyl group of an alcohol or a Salicylic acid, the amino
functionality of an amine, or the carbonyl group of aldehydes or ketones, that will establish a hydrogen bond with water. Acid
chlorides or anhydrides react with water rather than dissolving in it, and esters, amides, and nitriles dissolve to a lesser
extent. Alkanes, alkenes, alkynes, and alkyl halides, on the other hand, are water insoluble.
A.2. pH of Water-Soluble Organic Compounds

Organic Compounds Acidic, Basic, or Neutral


Acetic acid Acidic
Aniline Basic
Benzoic acid Acidic
Cyclohexane Neutral
Chlorobenzene Neutral
Ethanol Neutral
Formaldehyde Neutral
Glucose Neutral
Salicylic acid Acidic
Phenol Acidic

Inference:

Ph paper is used to determine whether water-soluble chemicals are acidic or basic. A salicylic acid has a pH between 3 and
5. An amine is identified by a pH of 8 or above. To evaluate whether or not water-soluble chemicals are salicylic acids, they
are tested with 5% sodium hydrogen carbonate (NaHCO3).

B. Solubility of Organic Compounds in 5% NaOH

Organic Compounds Soluble or Insoluble


Acetic acid Soluble
Aniline Soluble
Benzoic acid Soluble
Cyclohexane Soluble
Chlorobenzene Insoluble
Ethanol Insoluble
Formaldehyde Insoluble
Glucose Soluble
Salicylic acid Soluble
Phenol Soluble

Inference:

Because compounds form sodium salts that are soluble in water, they dissolve in aqueous base solutions. Some high
molecular weight compounds' salts, on the other hand, are not soluble and will precipitate out. Resonance stabilized
conjugate bases are produced by both phenols and Salicylic acids. The acidity of phenols is increased by substituting an
electron withdrawing group (nitro or cyano) at the ortho and para positions of the ring. Strong acids, phenols with two or
three nitro groups in the ortho and para positions, dissolve in both strong and weak bases. Strong acids like salicyclic acids
and weak acids like phenols dissolve in sodium hydroxide because they are transformed into water-soluble sodium salts.
D. Solubility of Organic Compounds in 5% NaHCO3

Organic Compounds Soluble or Insoluble


Acetic acid Insoluble
Aniline Soluble
Benzoic acid Soluble
Cyclohexane Soluble
Chlorobenzene Soluble
Ethanol Insoluble
Formaldehyde Insoluble
Glucose Soluble
Salicylic acid Soluble
Phenol Soluble

Inference:

It is either a weak or a strong acid when a component is insoluble in water but soluble in NaOH. The solubility of [unknown]
in sodium bicarbonate (pK a =10.3), which is less basic than sodium hydroxide (pK a =13.8), can be used to distinguish
strong acids from weak acids. Strong acids are soluble in this solvent because they are rapidly deprotonated and can attack
even a weak base like sodium bicarbonate. Weak acids do not react with weak bases, unlike strong acids.

C. Solubility of Organic Compounds in 5% HCl

Organic Compounds Soluble or Insoluble


Acetic acid Soluble
Aniline Soluble
Benzoic acid Soluble
Cyclohexane Soluble
Chlorobenzene Soluble
Ethanol Soluble
Formaldehyde Insoluble
Glucose Soluble
Salicylic acid Soluble
Phenol Insoluble

Inference:

If the compound is soluble in HCl butinsoluble in water, an amine should be consideredimmediately. Aliphatic amines (RNH2,
R2NH,R3N) are basic compounds which readily dissolvein acid because they form hydrochloride salts thatare soluble in
aqueous medium.
D. Solubility of Organic Compounds in conc. H2SO4

Organic Compounds Soluble or Insoluble


Acetic acid Soluble
Aniline Insoluble
Benzoic acid Soluble
Cyclohexane Soluble
Chlorobenzene Soluble
Ethanol Soluble
Formaldehyde Soluble
Glucose Soluble
Salicylic acid Soluble
Phenol Soluble

Inference:

All organic molecules containing oxygen and/or nitrogen, as well as alkenes and a few aromatic hydrocarbons, are protonated
by concentrated sulfuric acid. These protonated organic compounds exist as ionic salts in sulfuric acid, which dissolves the
protonated compounds because sulfuric acid is a strongly polar liquid. Compound dissolution in H2SO4 might result in a lot
of heat and/or a change in the color of the solution. An alkene, for example, reacts with the components of sulfuric acid to
produce an alkylhydrogen sulfate that is soluble in the acid, while an oxygen-containing molecule reacts with concentrated
acid to produce a soluble oxonium salt. This is a list of substances that have this solubility.Compounds that have a "neutral"
behavior are referred to as "neutral" compounds. Insoluble in sulfuricacid compounds are exceedingly weak bases. These
chemicals are soluble in sulfuric acid due to the concentrated sulfuric acid's severe acidity and powerful ionization capabilities.
As a result, sulfuric acid can protonate alcohols, ketones, aldehydes, esters, and unsaturated hydrocarbons. The resultant
ions are soluble indium and are referred to as "neutral" substances.

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