Fundamentals of Organic ChemistryChemistryAmines
Which of the following reaction sequences is NOT a suitable synthesis for benzylamine?
Correct answer
0
Step-by-step solution
The target molecule is benzylamine, which has the structure C₆H₅CH₂NH₂ . In option (A), benzyl bromide ( C₆H₅CH₂Br ) reacts with NaCN to undergo nucleophilic substitution, forming benzyl cyanide ( C₆H₅CH₂CN ). Subsequent reduction of benzyl cyanide with LiAlH₄ yields 2-phenylethanamine ( C₆H₅CH₂CH₂NH₂ ), which contains one more carbon atom than benzylamine. Thus, this is not a suitable synthesis. In option (B), benzamide ( C₆H₅CONH₂ ) is reduced by LiAlH₄ to form benzylamine ( C₆H₅CH₂NH₂ ). In option (C), 2-phenyla