Aldehydes Ketones Question 102
Question: Compound -A- (molecular formula $ C_3H_8O) $ is treated with acidified potassium dichromate to form a product -B- (molecular formula $ C_3H_6O). $ -B- forms a shining silver mirror on warming with ammoniacal silver nitrate. -B- when treated with an aqueous solution of $ H_2NCONHNH_2.HCl $ and sodium acetate gives a product -C-. Identify the structure of -C-
[IIT-JEE (Screening) 2002]
Options:
A) $ CH_3CH_2CH=NNHCONH_2 $
B) $ CH_3-CH=\underset{CH_3}{\mathop{\underset{|}{\mathop{NNH}}}}CONH_2 $
C) $ CH_3CH=\underset{CH_3}{\mathop{\underset{|}{\mathop{NCO}}}}NHNH_2 $
D) $ CH_3CH_2CH-NCONHNH_2 $
Show Answer
Answer:
Correct Answer: A
Solution:
$ \underset{\text{(A)}}{\mathop{CH_3-CH_2-CH_2OH}}\xrightarrow{[O]}\underset{\text{(B)}}{\mathop{CH_3-CH_2-CHO}} $
$ CH_3-CH_2-\overset{H}{\mathop{\overset{|}{\mathop{C}}}}=O+H_2NNHCONH_2\xrightarrow{HCl} $
$ CH_3CH_2CH=N-NHCONH_2 $
BETA
