14 An introduction to organic chemistry

Question 1

Ibuprofen and paracetamol are pain-relief drugs.

Ibuprofen and paracetamol both contain the aryl (benzene) functional group. Name the other functional groups present in each molecule. [2]

Answer 1

ibuprofen: carboxylic acid / carboxyl paracetamol: phenol and amide

Question 2

State what is meant by the term chiral centre.

Ref: 9701/41/O/N/16

Answer 2

(chiral centre is a) carbon OR atom that has four different groups /atoms / species attached to it

Question 3

Draw the two stereoisomers of ibuprofen.

Answer 3

Question 4

Draw the structures of the organic products when ibuprofen and paracetamol react separately with LiAlH4

Answer 4

Question 5

Answer 5

Question 6

What are the functional groups present in this compound?

Answer 6

1. Alkene, 2. Benzene, 3. Chloro, 4. Nitrile

Question 7

Complete this table for reactions involving compound P.

Answer 7

1. Electrophilic addition 2. Oxidation 3. Hydrolysis 4. Reduction and Hydrogenation

Question 8

State the reagents and their conditions for this reaction partway for the synthesis of Benzocaine.

Answer 8

1. Sn + conc HCl
2. CH3COCl
3. Heat with acidified KMnO4
4. aqueous HCl and heat
5. ethanol and concentrated sulphuric acid.

Question 9

What are the reactions and conditions needed to oxidize a ch3 side chain on a benzene ring to COOH?

Answer 9

Hot concentrated KMnO4