What happens with the cyanide?

Chemistry Level 3

Analyze the following reaction sequence and answer the questions that follow :

C 6 H 5 C O N H 2 C_{6}H_{5}CONH_{2} \hspace{1em} P 2 O 5 / Δ \underrightarrow{P_{2}O_{5}/\Delta} \hspace{1em} ( A ) (A) \hspace{1em} C 2 H 5 O H / H C l \underrightarrow{C_{2}H_{5}OH/HCl} \hspace{1em} ( B ) (B) \hspace{1em} H 2 O / Δ \underrightarrow{H_{2}O/\Delta} \hspace{1em} ( C ) (C) \hspace{1em} L i A l H 4 \underrightarrow{LiAlH_{4}} \hspace{1em} ( E ) (E) + + ( D ) (D) \hspace{1em} P C C \underrightarrow{PCC} \hspace{1em} ( F ) (F) + + ( G ) (G)

Which of the following statements are correct ?

(A) Both F F and G G separately can give rise to disproportionation product on reaction with concentrated N a O H NaOH .

(B) Either of F F and G G can show iodoform test.

(C) Both F F and G G can give rise to a crystalline solid when treated with 2 , 4 D N P 2,4-DNP .

(D) A A on reduction with N a / A l c o h o l Na/Alcohol gives a primary amine.

CD BD ABC ABD ACD ABCD D BCD

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1 solution

Richeek Das
Apr 18, 2019

Well I understand that A A is B e n z o n i t r i l e Benzonitrile but I can't understand what happens in the next step, i.e; the formation of B B .

P.S - I found this in a test and I couldn't solve it. :(

In the presence of HCl , N is protonated , C2H5O(-) attacks C giving ethoxyiminebenzene (don't know IUPAC) . Upon hydrolysis , ester (C6H5COOC2H5) results. Rest is easy!

Toshit Jain - 1 year, 4 months ago

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