Which of the following compounds will give a yellow precipitate with iodine and alkali?
- Acetophenone
- Methyl acetate
- Acetamide
- 2-Hydroxypropane
Answer
(1) Acetophenone, (4) 2-Hydroxypropane
Solution
The yellow precipitate is iodoform (CHI3). The iodoform test is given by compounds containing CH3CO- attached to C or H (methyl ketones, acetaldehyde) and by alcohols with CH3CH(OH)- (which are oxidised to such carbonyl compounds).
(1) Acetophenone, C6H5COCH3 – a methyl ketone ⇒ gives CHI3.
(2) Methyl acetate, CH3COOCH3 – the CH3CO- group is attached to O (ester) ⇒ no iodoform.
(3) Acetamide, CH3CONH2 – CH3CO- attached to N (amide) ⇒ no iodoform.
(4) 2-Hydroxypropane (propan-2-ol), CH3CH(OH)CH3 – oxidised by I2/alkali to acetone ⇒ gives CHI3.
Answer: (1), (4)