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Question

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 nirate. 'B' when treated with an aqueous solution of H2NCONHNH2HCl and sodium acetate gives a product 'C'. Identify the structure of 'C':

A
CH3CH2CH=NNHCONH2
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B
(CH3)2=NNHCONH2
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C
(CH3)2C=NCONHNH2
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D
CH3CH2CH=NCONHNH2
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Solution

The correct option is B CH3CH2CH=NNHCONH2
(i) Aldehydes reduce ammoniacal AgNO3 to silver mirror:
(ii) 1alcohol[O]aldehyde.
(iii) Aldehydes give addition product with ammonia derivative
A(C3H8O) is 1 alcohol, B(C3H6O) is aldehyde.
CH3CH2CH2OH(A)propanolK2Cr2O7−−−−H2S4CH3CH2CHO(B)propanalH2NCONHNH2−−−−−−−−−CH3CH2CH=(C)NNHCONH2

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