explain-why-regardless-of-the-base-utilized-the-following-alkyl-halide-does-not-

Question

Explain why, regardless of the base utilized, the following alkyl halide does not undergo a substitution reaction.

Accepted Answer

It does not undergo the $$S_{N}2 $$reaction because of steric hindrance preventing it from being attacked by a nucleophile. It does not undergo the $$S_{N}1 $$reaction because the multi-ring structure prevents the $$sp^{2}$$ carbon in the carbocation formed from having a 120° bond angle making the carbocation unstable.

Answer

It does not undergo the $$S_{N}1 $$reaction because of steric hindrance preventing it from being attacked by a nucleophile. It does not undergo the $$S_{N}2 $$reaction because the multi-ring structure prevents the $$sp^{2}$$ carbon in the carbocation formed from having a 120° bond angle making the carbocation unstable.

Answer

It does not undergo the $$S_{N}1 $$reaction because of steric hindrance preventing it from being attacked by the leaving group. It does not undergo the $$S_{N}2 $$reaction because the multi-ring structure permits the $$sp^{2}$$ carbon in the carbocation formed having a 120° bond angle making the carbocation unstable.

Answer

It does not undergo the $$S_{N}2 $$reaction because of steric hindrance preventing it from being attacked by an electrophile. It does not undergo the $$S_{N}1 $$reaction because the multi-ring structure prevents the $$sp^{2}$$ carbon in the carbocation formed from having a 180° bond angle making the carbocation stable.