Compound 'A' (molecular formula `C_(3)H_(8)O`) is treated with acidified potassium dichromate to form a product 'B' (molecular formula `C_(3)H_(6)O`)'B' forms a shining silver mirror on warming with ammoniacal silver nitrate 'B' when treated with an aqueous solution of `H_(2)NCONHNH_(2)` and sodium acetate gives a product 'C'. Identify the structure of 'C'

Options

A. `CH_3CH_2CH=N NHCONH_2`
B. `(CH_3)_2C=N NHCONH_2`
C. `(CH_3)_2C= NCONHNH_2`
D. `CH_3CH_2CH=NCONHNH_2`

Answer

A

Explanation

(i)Aldehydes reduce ammoniacal `AgNO_3` to silver mirror .
(ii)`1^@` alcohol `overset"[O]"to ` aldehyde.
(iii)Aldehydes give addition product with ammonia derivative .
`therefore A (C_3H_8O)` is `1^@` alcohol, `B (C_3H_6O)` is aldehyde.
`underset"Propanol"undersetA(CH_3CH_2CH_2OH) underset(H_2SO_4)overset(K_2Cr_2O_7)to underset"Propanal"undersetB(CH_3CH_2CHO) overset(H_2NCONHNH_2)to CH_3CH_2CH undersetC=N NHCONH_2`