Question Four (17 ½ marks)

(a) Name the following compounds according to IUPAC system of nomenclature

(6 marks)
O

(i) H (ii)
(iii) Br
O O

O O
(iv) (v) OH
O H
(vi)
Cl O
O

(b) Draw the structures of the following compounds. (3 Marks)

(i) 7-Methylnon-4-one
(ii) 3-Methylhex-3-en-2-one
(iii) 2- Bromobenzenaldehyde

(c) Explain why the boiling point of buan-2-ol is higher than that of butan 2-one
(1 ½ marks)
(d) Draw the structures of compounds A and B . (2 marks)

O O
(i) NaBH4
A
OH CH3CH2OH

O
CH3MgBr
(ii) B
H+
B

(e) Study the reaction scheme below and answer the questions that follow.

O
O 1). LiAlH4
H2O D PCC
C H
O + +
H 2). H3O Process 3
Process 1
Process 2

(i) Draw the structures of compounds C and D (2 marks)

(ii) Name process 1, 2 and 3 (3 mark)