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An alcohol (A) C4H(10)O on oxidation wit...

An alcohol (A) `C_4H_(10)O` on oxidation with acidified `K_2Cr_2O_7` gives a carboxylic acid (B) `C_4H_8O_2`. (A) on treatment with conc. `H_2SO_4` produces (C) `C_4H_8`. (C) on treatment with dil. `H_2SO_4` gives (D) `C_4H_(10)O` . The compound (D) is isomeric with compound (A). Compound (D) resist oxidation . What are (A) and (D) respectively ?

A

`CH_3CH_2CH_2CH_2OH and (CH_3)_3OH`

B

`(CH_3)_3COH and CH_3CH_2CH_2CH_2OH `

C

`(CH_3)_2CHCH_2OH and CH_3CHOHC_2H_5`

D

`(CH_3)_2CHCH_2OH and (CH_3)_3COH`

Text Solution

Verified by Experts

The correct Answer is:
D
(a) In the conversion `C_4H_(10)O to C_4H_8O_2`, number of C-atoms remains same .
Therefore A is a `1^(@)` alcohol.
(b) D resists oxidation .
(c) ` A overset("dehydration")to C_4H_8 overset("hydration")to D`
Therefore A is isobutyl alcohol.
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