The reactions that can be used to prepare benzylamine are (a) Reduction of benzamide with \(\mathrm{H}_{2} / \mathrm{Pd}\). (b) Reduction of benzenecarbonitrile with \(\mathrm{SnCl}_{2} / \mathrm{HCl}\). (c) Reaction of potassium phthalimide with benzylbromide followed by hydrolysis. (d) reaction of benzoyl chloride with ammonia.

Short Answer

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a) Reduction of benzamide with H₂/Pd b) Reduction of benzenecarbonitrile with SnCl₂/HCl, followed by treatment with a base c) Reaction of potassium phthalimide with benzylbromide followed by hydrolysis d) Reaction of benzoyl chloride with ammonia Answer: a, b, and c.

Step by step solution

01

Identify the product in each reaction

First, we should understand what products each of the reactions form. Given reactions are: (a) Benzamide (C6H5CONH2) reduced by \(\mathrm{H}_{2} / \mathrm{Pd}\). (b) Benzenecarbonitrile (C6H5CN) reduced by \(\mathrm{SnCl}_{2} / \mathrm{HCl}\). (c) Reaction of potassium phthalimide (C8H4KNO2) with benzylbromide (C6H5CH2Br) followed by hydrolysis. (d) Reaction of benzoyl chloride (C6H5COCl) with ammonia (NH3).
02

Understand each reaction mechanism

It is essential to understand the reaction mechanism for each reaction to know which one will lead to benzylamine: (a) Benzamide (C6H5CONH2) when reduced by \(\mathrm{H}_{2} / \mathrm{Pd}\), will form benzylamine (C6H5CH2NH2) as the product. (b) Benzenecarbonitrile (C6H5CN) when reduced by \(\mathrm{SnCl}_{2} / \mathrm{HCl}\), will form \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{NH}_{3} \mathrm{Cl}\) (benzylamine hydrochloride) as the product, which can produce benzylamine by treatment with a base. (c) Reaction of potassium phthalimide (C8H4KNO2) with benzylbromide (C6H5CH2Br) followed by hydrolysis will form benzylamine (C6H5CH2NH2) and phthalic acid. (d) Reaction of benzoyl chloride (C6H5COCl) with ammonia (NH3) will form benzamide (C6H5CONH2) and hydrochloride.
03

Determine which reactions prepare benzylamine

Since the goal is to prepare benzylamine, we will consider only those reactions that form benzylamine C6H5CH2NH2. Based on the product formation: (a) Reduction of benzamide with \(\mathrm{H}_{2} / \mathrm{Pd}\) directly forms benzylamine (C6H5CH2NH2). (b) Reduction of benzenecarbonitrile with \(\mathrm{SnCl}_{2} / \mathrm{HCl}\) forms benzylamine hydrochloride. However, benzylamine can be produced by treatment with a base. (c) Reaction of potassium phthalimide with benzylbromide followed by hydrolysis forms benzylamine (C6H5CH2NH2). (d) The reaction of benzoyl chloride with ammonia doesn't lead directly to benzylamine.
04

Conclusion

The reactions that can be used to prepare benzylamine are: (a) Reduction of benzamide with \(\mathrm{H}_{2} / \mathrm{Pd}\). (b) Reduction of benzenecarbonitrile with \(\mathrm{SnCl}_{2} / \mathrm{HCl}\), followed by treatment with a base. (c) Reaction of potassium phthalimide with benzylbromide followed by hydrolysis.

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