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Question

On oxidation with acidified K2Cr2O7, a compound gives a ketone which contains same number of carbon atoms as in initial compound. The compound is:

A
aldehyde
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B
10 alcohol
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C
20 alcohol
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D
both 10 and 20 alcohols
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Solution

The correct option is A 20 alcohol
K2Cr2O7 being a strong oxidizing agent gives complete oxidation product (carboxylic acid) but with secondary alcohols, it gives only ketones. (It should be noted that only under extreme conditions of oxidation the reagent is capable of breaking CC bond). The no. of carbons are the same in both 2o alcohol and ketone.
Option C is correct.

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