(S)-CH3CH(N3)CH2CH2CH3 can be synthesized by an SN2 reaction. Draw the structures of the alkyl chloride and nucleophile that will give this compound in highest yield.

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Answer:

See explanation and image attached

Explanation:

Let us recall that the reaction in question is expected to happen by SN2 mechanism. This is because, the reaction occurs at secondary carbon atom and the attacking nucleophile (N3^-) is a good nucleophile.

The reaction occurs via a backside attack of the N3^- ion on (R)-2-chloropentane. This backside attack leads to inversion of configuration at the reaction centre to yield (S)-CH3CH(N3)CH2CH2CH3.

The images of the alkyl halide and nucleophile are shown in the image attached to this answer.

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