The iodoform test is positive for compounds containing a methyl ketone group (−COCH3) or a secondary alcohol with a methyl group on the \alpha carbon (−CH(OH)CH3).
- Ethanal (CH3CHO) contains the CH3−C=O group. It gives a positive test.
- Ethanol (CH3CH2OH) contains the CH3−CH(OH)− group. It oxidizes to ethanal and gives a positive test.
- 2-Pentanone (CH3−CO−CH2−CH2−CH3) contains the methyl ketone group (CH3−C=O). It gives a positive test.
- 3-Pentanone (CH3−CH2−CO−CH2−CH3) contains ethyl groups attached to the carbonyl carbon, not a methyl group. Therefore, it does not undergo the haloform reaction to produce iodoform.
Thus, 3-Pentanone is the compound that does not give an iodoform test.