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Question

An excess of compound 'A' (molecular formula C3H8O) is treated with acidified potassium dichromate to form a product 'B' (molecular formula C3H6O). 'B' forms a shining silver mirror on warming with ammoniacal silver nitrate. 'B' when treated with an aqueous solution of H2NCONHNH2, HCl and sodium acetate, it gives a product 'C'. Identify the structure of 'C'

A
CH3CH2CH=NHNHCONH2
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B
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C
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D
CH3CH2CH=NCONHNH2
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Solution

The correct option is A CH3CH2CH=NHNHCONH2
A is an alcohol which on oxidation gives aldehyde or ketone (B). Because product (B) give silver mirror test so, it must be an aldehyde.


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