Reactions of Alkyl Halides:
Substitution Reactions
For each of the substitution reactions on the left, predict the major organic product. Pay particular attention to the regiochemistry and stereochemistry of the reaction.Click the mouse on the reactant molecule to view the answer;
click on the reagent to briefly review the reaction.
Aniline (aminobenzene) will undergo an SN2 reaction with alkyl tosylates (p-toluenesulfonate esters) to give the corresponding alkyl-aryl amine. In this reaction, the mechanism is likely to be SN1 since the alkyl tosylate is tertiary and will form a stable carbocation.
A primary amine will undergo an SN2 reaction with one equivalent of a secondary alkyl halide to give the corresponding secondary amine. This reaction will work best with primary alkyl halides.
The tricyclic alkoxide shown will undergo an SN2 reaction with a primary alkyl halide to give the corresponding ether.
Aniline (aminobenzene) will undergo an SN2 reaction with alkyl tosylates (p-toluenesulfonate esters) to give the corresponding alkyl-aryl amine. In this reaction, the mechanism is likely to be SN1 since the alkyl tosylate is tertiary and will form a stable carbocation.
A primary amine will undergo an SN2 reaction with one equivalent of a secondary alkyl halide to give the corresponding secondary amine. This reaction will work best with primary alkyl halides.
The tricyclic alkoxide shown will undergo an SN2 reaction with a primary alkyl halide to give the corresponding ether.
