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Question

Complete the following reaction sequence:
C2H5OHPCl5−−(A)KCN−−−(B)H3O+−−−(C)NH3−−(D)heat−−(E)

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Solution

C2H5OHPCl5−−(C2H5Cl)KCN−−−(C2H5CN)
H3O+−−−(C2H5COOH)NH3−−(C2H5COONH4)heat−−(C2H5CONH2)

(A) C2H5Cl (nucleophilic substitution)
(B) C2H5CN (CN is a strong nucleophile than halide and hence, it replaces chloride ion)
(C) C2H5COOH (hydrolysis of cynaide ions to form carboxylic acid)
(D) C2H5COONH4
(E) C2H5CONH2

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