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 and sodium acetate gives a product -C Identify the structure of 'C'.

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 and sodium acetate gives a product -C Identify the structure of 'C'. (A) CH3CH2CH =NNHCONH2 (B)  (C)  (D) CH3CH2OH +NCONHNH2

Tardigrade Admin · Accepted Answer

A is an alcohol and its oxidation product gives Tollen's test, i.e. B must be an aldehyde (CH3CH2CHO). CH3CH2CHO + underset textsemicarbazideH2NHN - CO - NH2 arrow CH3CH2 - CH = N -NH - CONH2

$C H_{3} C H_{2} C H = NN H CON H_{2}$

$C H_{3} C H_{2} O H + NCON H N H_{2}$

$A$ is an alcohol and its oxidation product gives Tollen's test, i.e. $B$ must be an aldehyde $(C H_{3} C H_{2} C H O)$ .
$C H_{3} C H_{2} C H O + semicarbazide H_{2} N H N - CO - N H_{2} \to C H_{3} C H_{2} - C H = N - N H - CON H_{2}$

CH3​CH2​CH=NNHCONH2​

CH3​CH2​OH+NCONHNH2​

A is an alcohol and its oxidation product gives Tollen's test, i.e. B must be an aldehyde (CH3​CH2​CHO). CH3​CH2​CHO+semicarbazideH2​NHN−CO−NH2​​→CH3​CH2​−CH=N−NH−CONH2​

$C H_{3} C H_{2} C H = NN H CON H_{2}$

$C H_{3} C H_{2} O H + NCON H N H_{2}$

$A$ is an alcohol and its oxidation product gives Tollen's test, i.e. $B$ must be an aldehyde $(C H_{3} C H_{2} C H O)$ .
$C H_{3} C H_{2} C H O + semicarbazide H_{2} N H N - CO - N H_{2} \to C H_{3} C H_{2} - C H = N - N H - CON H_{2}$