Question

A compound A with molecular formula c4h10o oxidation forms compound B gives positive iodoform test and on reaction with CH3MgBr followed by hydrolysis gives C. Identify A,B,C

Answer 1

Answer:

A : butan-2-ol ;

B : butan-2-one ;

C : 2-methyl butan-2-ol

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Answer 2

Answer:

A:butan-2-ol[CH3-CH2-CH(OH)CH3]

B: butan-2-one[CH3-CH2-C(O)CH3]

C: 2-methylbutan-2-ol

Explanation:

Butan-2-ol undergoes oxidation in presence of mild oxidising agents like PCC or Jones reagent to convert to ketone, in this case into butan-2-one.

Butan-2-one gives positive iodoform test, since it has a methyl keto-group

Finally, CH3MgBr acts as a nucleophile and attacks the carbonyl group to give compound C

2-methylbutan-2-ol

Best method to solve this is by approaching backwards through identifying compound B instead of starting off with A

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