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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 nitrate. B when treated with an aqueous solution of H2NCONHNH2.HCl and sodium acetate gives a product C.


Identify the structure of C :

A
CH3CH2CH=NNHCONH2
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B
CH3C|CH3=NCONHNH2
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C
CH3C|CH3=NCONHNH3
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D
CH3CH2CH=NCONHNH2
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Solution

The correct option is A CH3CH2CH=NNHCONH2
Reaction of 'B' indicates that B is an aldehyde thus B should be
C2H3CHO or CH3CH2CHO and therefore C should be
CH3CH2CH=NNHCONH2.

CH3CH2CH2OHOCH3CH2[B]CHO
Silvermirrortest
CH3CH2COOH+2Ag

CH3CH2CHO+H2NCONHNH2semicarbazide
CH3CH2CH=semicarbozone[C]NNHCONH2

500712_471055_ans_8975061d0bb247a8996f41446b511a24.png

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