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Rank the following compounds in order of increasing rates of their SN2 reactions.
slowest
fastest
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♦ Relevant knowledge
It is believed that the SN2 reacts as a substitution process that occurs when a haloalkane interacts with the nucleophilic attacking groups and the resulting group substitutes the halogen atom on the opposite direction. If there is a large side group attached to the Carbon that the nucleophilic group attacks, reactions speed slows because of the steric hinderance. The steric effect is increased as you increase the amount of the side groups.
This problem is based upon the concept of [katex]{{\rm{S}}_{\rm{N}}}{\rm{2}}[/katex]
A nucleophilic substitution reaction is the replacement of weak nucleophiles by strong nucleophiles. Electrophilic carbon is attached to a weak nucleophile. A strong nucleophile then attacks this carbon to replace the weak nucleophile. The rate of [katex]{{\rm{S}}_{\rm{N}}}{\rm{2}}[/katex]
These compounds can be classified as secondary, primary, and secondary.
Based on [katex]{{\rm{S}}_{\rm{N}}}{\rm{2}}[/katex], the order of reaction rates
[katex]{\rm{Primary}} > {\rm{Secondary}} > {\rm{Vinylic}}[/katex]
Vinylic halide cannot be stabilized. In fact, it is extremely unstable in nature and does not want to get below [katex]{{\rm{S}}_{\rm{N}}}2[/katex]
Ans: