Multiple- choice Questions

Section A:

1-. What is the final product when ethanamide, CH3CONH2, is boiled with an excess of
aqueous sodium hydroxide?
A CH3CN
B CH3COH2-NH4+
C CH3CONH-Na+
D CH3NH2
E CH3CO2-Na+

2. When phenylamine is treated with aqueous hydrochloric acid, and the solution is then
evaporated, what is the formula of the product?
A C6H5Cl
B C6H5OH
C C6H5NH3+Cl-
D C6H5NHCl

3. The reduction of a nitrile produced a compound of formula C3H7NH2. Which one of the
following compounds would be produced if the same nitrile was hydrolyzed by heating
with dilute hydrochloric acid?
A CH3CONH2
B CH3CH2NH2
C (CH3)2CHCO2H
D CH3CH2CO2H
E CH3CH2OH

4. When aqueous bromine is added to a solution of phenylamine, the colour of the

bromine disappears. Which one of the following statements explains this observation?
A Phenylamine oxidises Br2 to Br.
B The NH2 of phenylamine is substituted by Br.
 C The NH2 group of phenylamine reacts with Br2.
D Bromine forms a colourless complex with phenylamine.
E Bromine replaces hydrogen in the benzene ring.
N87/P3/26

5. Which one of the following would be used in a school laboratory to convert

into ?

A concentrated aqueous ammonia

B carbon monoxide in the presence of platinum
C iron and concentrated nitric acid
D sulfur dioxide
E tin and concentrated hydrochloric acid
N87/P3/29

6. Some aminoethanoic acid is dissolved in a buffer solution of pH = 9.0. Which one of

the following gives the structure of the two main forms of aminoethanoic acid at this
pH?
+
A NH3CH2CO2H and NH2CH2CO2H
+
B NH3CH2CO2H and +NH3CH2CO2-
+
C NH3CH2CO2H and NH2CH2CO2-
+
D NH3CH2CO2- and NH2CH2CO2-
E NH2CH2CO2H and NH2CH2CO2-

7. Which one of the following statements explains why C6H5NH2 is a weaker base than
CH3NH2?
A C6H5NH2 is sparingly soluble in water.
B The CH3 group is smaller than the C6H5 group.
C The lone pair of electrons on the nitrogen in C6HSNH2 is delocalised over the
benzene ring.
D The benzene ring in C6H5NH2 is electron-releasing.
 E C6H5NH2 is less volatile than CH3NH2.

8. What is the most likely product of reaction between phenylamine and benzoyl chloride?
A

9. The painkiller Phenacetin can be made from compound X.

What could be the reagent?

A CH3COCH3
B CH3COCI
C CH3CONH2
D CH3CO2CH2CH3
E CH3CO2H
10. The amino acid serine has the structure shown below.

What is the zwitterion formed by serine?

A

11. With which of the following reagents do phenylamine and phenol have similar
reactions?
A Br2(aq)
B HCl(aq)
C Na(s)
D NaOH(aq)

12. What is produced when propanenitrile, CH3CH2CN, reacts with hydrogen H2 using a
palladium catalyst as a reducing agent ?
A CH3CONH2
B CH3CH2NH2
C CH3NH2and CH4
D CH3CH2CH2NH2
Section B: Structured and Free-response type Questions

1. Describe and explain what would happen in each of the following experiments. Write
balanced equations for the reactions that occur.
(a) Ethanamide is heated with aqueous sodium hydroxide.
(b) Phenylamine is shaken with an excess of hydrochloric acid

2. (a) Draw the full structural formulae for 1-aminopropane, 2-aminopropane and
trimethylamine.

3. 2-aminopropanoic acid is an amino acid. It has the following formula.

Amino acids are soluble in water since they exist as zwitterions and also form
hydrogen bonds with water molecules.
(a) (i) Draw the zwitterionic form of 2-aminopropanoic acid.

4. Describe the reaction of phenylamine with:

(a) dilute hydrochloric acid,
(b) aqueous bromine,
(c) ethanoyl chloride.
 For each reaction, write a balanced equation and draw the full structural formula
of the product.

5. Ethanamide, CH3CONH2, is hydrolysed by warming with aqueous sodium hydroxide.

(a) Write an equation for this hydrolysis.

6. On hydrolysis, a tripeptide produced the following amino acids in equimolecular

amounts.

(a) In how many different ways can these three amino acids be coupled by peptide
bonds to form a tripeptide?
(b) Draw the structural formula of tripeptide A , B , C .

J91/P3/9

7. (a) Compare the reactions of ethylamine and phenylamine, with particular reference to the
following:
(i) their relative basicities;

(i) Suggest reasons why B is much more soluble in alkaline or acidic solutions than in
neutral water.
(ii) Write a balanced equation for the reaction between B and silver ions in alkaline
solution.
N91/P3/9
8. Substances derived from 4-aminobenzoic acid,

are used in sun-tan oils.

(a) 4-aminobenzoic acid can exist as a zwitterion. Draw the structural formula of this
zwitterion.
(b) 4-aminobenzoic acid is manufactured from the corresponding nitro compound.
(i) Write an equation for this reduction, using the notation |H] to represent hydrogen
from a reducing agent.
J92/P3/5

9. (a) State and explain the relative basicities of ammonia, ethylamine and phenylamine.

(b) Suggest, with reasons, how the basicity of 3-chlorophenylamine, C, might compare with
that of phenylamine.

(b) Two other amino acids are aspartic acid and serine:
 Draw the structural formula of a dipeptide formed from these two amino acids, showing
the ionic form in which it would exist at pH 12.

10. The characteristic odour of rotting fish is due to the presence of simple amines like propylamine.
(a) Suggest reagents and conditions for each stage in the conversion of bromoethane into
propylamine by the following route:

(b) Suggest, with an explanation, whether propylamine is more or less basic than ammonia.

11. Compound A is required for the manufacture of a dyestuff.

(a) Starting from Benzene, describe the reagents and conditions necessary to convert it into A in
three steps. Give the formula of the intermediate compound.