An organic compound of molecular formula $C_{3} H_{6} O$ did not give a silver mirror with Tollens' reagent but give an oxime with hydroxylamine. It may be:

C H_{2} = C H - C H_{2} - O H

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C H_{3} C O C H_{3}

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C H_{3} C H_{2} C H O

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C H_{2} = C H - O C H_{3}

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Solution

The correct option is B $C H_{3} C O C H_{3}$
Aldehydes give silver mirror test with Tollens' reagent while ketones form oximes with hydroxylamine. Hence the compound is a ketone. Alcohol and ethers do not give this test.

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