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Q.

A compound (A) with molecular formula C4H10O on oxidation forms compound (B). The compound (B) gives positive iodoform test. Compound (B) on reaction with CH3MgBr followed by hydrolysis gives (C). Identify (A) to (C) and give the sequence of reactions.

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Detailed Solution

Since (B) gives positive iodoform test it must be a methyl ketone. The only methyl ketone with four C-atoms is butanone CH3COCH2CH3.

Butanone will be obtained by oxidation of butan-2-ol. Therefore, compound (A) is butan-2-ol CH3CH(OH)CH2CH3. Butanone on reaction with CH3MgBr followed by hydrolysis gives a 30 alcohol,

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