Clarence C.

Pardias

2013-02355

Chem 31.1

ANSWERS TO QUESTIONS (SOLUBILITY OF ORGANIC COMPOUNDS)

1. For solutes that are dissolved because of intermolecular attractions with the
solvent, state the intermolecular forces of attraction involved.
Acetone- its primary IMFA is dipole-dipole forces and it happens when polar
molecules are attracted to one another.
Ethanol- its hydroxyl group is able to take part in hydrogen bonding.
Sucrose- the IMFA present is dipole-dipole forces because of its polarity.

2. For solutes that are dissolved because of reaction with the solvent, write the
balanced equation involved.
Benzoic Acid

C7 H 6 O2+ NaOH C7 H 5 O2 Na+ H 2 O

Phenol

C6 H 6 O+ NaOH C6 H 5 ONa+ H 2 O
Aniline

++Cl
C6 H 5 NH 2 + HCl C 6 H 5 NH 3
Benzyl alcohol

++ H SO 4

C7 H 8 O+ H 2 SO 4 C 7 H 9 O
Benzaldehyde

C7 H 6 O+ H 2 SO4 C 7 H 8 O+SO 4
3. On the basis of solubility behavior, determine the best solvent to differentiate
the following pairs of compounds:
a. CH3COOH and CH3(CH2)5COOH - water
b. CH3CH2OCH2CH3 and CH3CH2OH - water

c. Toluene and benzaldehyde concentrated H2SO4

d. Tert-butyl chloride and tert-butanol water

Reference:
McMurry, J. (2010). Foundations of Organic Chemistry. 7th Edition. 2011. Cengage Learning Asia Pte. Ltd. Singapore.