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Home/ Questions/31. Rank the following compounds in order of increasing rates of their SN2 reactions. Rank the...
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Asked: April 13, 20222022-04-13T09:01:13+00:00 2022-04-13T09:01:13+00:00In: Chemistry

31. Rank the following compounds in order of increasing rates of their SN2 reactions. Rank the…

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31.%20Rank%20the%20following%20compounds%20in%20order%20of%20increasing%20rates%20of%20their%20SN2%20reactions.%20Rank%20the...

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.

compoundsranksn2
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    Charlotte Davies
    2022-04-13T09:27:22+00:00Added an answer on April 13, 2022 at 9:27 am
    Concepts and Reason

    This problem is based upon the concept of [katex]{{\rm{S}}_{\rm{N}}}{\rm{2}}[/katex]

    Fundamentals

    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.

    Br-CH2
Br
Br
Vinylic
Primary
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:

    Slowest
Br
Br
Br CH2
ҫHz
Fastest

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