(c)Although tert-butylamine (CH3)3CNH2is a primary amine, it cannot be prepared by theGabriel method, because it would require an SN2 reaction on a tertiary alkyl halide in the frststep. Elimination occurs instead.(d)The preparation of 2-phenylethylamine by the Gabriel synthesis has been described in thechemical literature.(e)The Gabriel synthesis leads to primary amines; N-methylbenzylamine is a secondary amineand cannot be prepared by this method.(f)Aniline cannot be prepared by the Gabriel method. Aryl halides do not undergo nucleophilicsubstitution under these conditions.
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This note was uploaded on 10/03/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.