(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.
This is the end of the preview. Sign up
access the rest of the document.