Sample Exam Questions

Question 1

Indicate the hybridisation of the carbon and nitrogen atoms in the diamine P.

Answer 1

Nitrogen atoms: sp³

Carbon atoms: sp²

Question 2

Compound T is a precursor in the synthesis of the asthma drug salbutamol. Give the molecular formula of compound T.

Answer 2

C₁₁H₁₂O₄

Question 3

The structure of methyl-4-aminobenzoate (E) is given below. Give the molecular formula of compound E. Name the functional groups indicated by the boxes ‘a’ and ‘b’.

Answer 3

C₈H₉NO₂

Functional Group ‘a’ = amine

Functional Group ‘b’ = ester

Question 4

The structure of the antihistamine Zyrtec is given below.

What is the name of the functional group in Box A?

What is the name of the functional group in Box B?

What is the name of the functional group in Box C?

Answer 4

A: Amine (tertiary)

B: Ether

C: Carboxylic acid

Question 5

Complete the following table. Make sure you give the name of the starting material where indicated.

Answer 5

Name: 1-methylcyclohexene

Question 6

The structure of (-)-linalool, a commonly occurring natural product is shown below. Is it possible to obtain Z and E isomers of (-)-linalool? Give a reason for your answer.

Answer 6

No. One end of each double bond has two identical groups (methyl or hydrogen) attached to it.

Question 7

Complete the folllowing table.

Answer 7

Question 8

Complete the following table.

Answer 8

Question 9

Complete the following table.

Answer 9

Question 10

Complete the following table. Make sure you indicate any relevant stereochemistry.

Answer 10

Question 11

Complete the following table.

Answer 11

Question 12

Complete the following table.

Answer 12

Question 13

A mixture of concentrated nitric and sulfuric acids generates the nitronium ion, NO₂⁺. Benzene will react with such a mixture to give nitrobenzene. What 3-part name is given to the mechanism of this nitration reaction?

Answer 13

Electrophilic Aromatic Substitution