Each question in this section has four suggested answers of which ONE OR MORE answers will be correct. Which of the following reactions will give phenyl cyanide as a product? (a) Reaction of benzene diazonium chloride with cuprous cyanide and KCN (b) Heating bromobenzene with alcoholic potassium cyanide (c) Dehydration of benzaldoxime by heating with acetic anhydride (d) Fusing sodium benzene sulphonate with \(\mathrm{NaCN}\)

Short Answer

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a) Benzene diazonium chloride + cuprous cyanide and KCN b) Bromobenzene + alcoholic potassium cyanide c) Benzaldoxime + Acetic anhydride (heating) d) Sodium benzene sulphonate + NaCN (fusing) Answer: Reactions (a), (b), and (d) will produce phenyl cyanide as a product.

Step by step solution

01

Analyze Reaction (a)

Reaction of benzene diazonium chloride with cuprous cyanide and KCN happens via the Sandmeyer reaction. This reaction converts the diazonium group into a cyano group. So, this reaction will give phenyl cyanide as a product.
02

Analyze Reaction (b)

Heating bromobenzene with alcoholic potassium cyanide involves an SN2 (nucleophilic substitution) mechanism, wherein the bromine atom is replaced by a cyano group. So, this reaction will also give phenyl cyanide as a product.
03

Analyze Reaction (c)

Dehydration of benzaldoxime by heating with acetic anhydride is a mechanism to form nitriles via dehydration. However, this reaction will produce benzonitrile and not phenyl cyanide. So, this reaction does not generate the desired product.
04

Analyze Reaction (d)

In this reaction, sodium benzene sulphonate is fused with \(\mathrm{NaCN}\). This process is called the Rosenmund-von Braun reaction, which converts the sulphonate group into a cyano group. So, this reaction will give phenyl cyanide as a product. #Final answer: (a), (b), and (d) will produce phenyl cyanide as a product.

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