Aldehydes And Ketones - Iodoform Test
Four organic liquids are tested with iodine and sodium hydroxide, and only some give a yellow precipitate, so which compound gives a positive iodoform test?
Select the correct option:
Solution
Propan-2-ol
The iodoform test gives a yellow precipitate of triiodomethane only for compounds that contain a CH3CO group or can be oxidised by the reagent to such a group, namely methyl ketones and alcohols of the form CH3CH(OH)R. The alkaline iodine first oxidises a suitable secondary alcohol to a methyl ketone, then iodinates and cleaves it to give iodoform. Propan-2-ol is CH3CH(OH)CH3, which oxidises to propanone bearing the required acetyl methyl group, so it gives a positive test and is the answer. Propan-1-ol oxidises to propanal and then propanoic acid, neither of which has the CH3CO unit, so it is negative. Methanol cannot form a methyl ketone or acetaldehyde framework and tests negative. Diethyl ether is unreactive toward this reagent and gives no precipitate. This diagnostic reaction is described in NCERT and is a standard JEE practical-identification question. As a plausibility check, only structures carrying or yielding a CH3CO or CH3CH(OH) fragment respond, which singles out propan-2-ol.
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About This Question
- Subject
- chemistry
- Chapter
- organic compounds containing oxygen
- Topic
- aldehydes and ketones - iodoform test
- Difficulty
- Easy
- Year
- 2025
Solution
Correct Answer:
Propan-2-ol
The iodoform test gives a yellow precipitate of triiodomethane only for compounds that contain a CH3CO group or can be oxidised by the reagent to such a group, namely methyl ketones and alcohols of the form CH3CH(OH)R. The alkaline iodine first oxidises a suitable secondary alcohol to a methyl ketone, then iodinates and cleaves it to give iodoform. Propan-2-ol is CH3CH(OH)CH3, which oxidises to propanone bearing the required acetyl methyl group, so it gives a positive test and is the answer. Propan-1-ol oxidises to propanal and then propanoic acid, neither of which has the CH3CO unit, so it is negative. Methanol cannot form a methyl ketone or acetaldehyde framework and tests negative. Diethyl ether is unreactive toward this reagent and gives no precipitate. This diagnostic reaction is described in NCERT and is a standard JEE practical-identification question. As a plausibility check, only structures carrying or yielding a CH3CO or CH3CH(OH) fragment respond, which singles out propan-2-ol.
This easy difficulty chemistry question is from the chapter organic compounds containing oxygen, covering the topic of aldehydes and ketones - iodoform test. It appeared in the 2025 exam.
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