Draw the product you expect from the reaction of (R)-2-bromooctane with -CN. Use the wedge/hash bond tools to indicate stereochemistry where it exists. Include H atoms at chiral centers only. If a group is achiral, do not use wedged or hashed bonds on it.

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03-04-2021
Chemistry

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Draw the product you expect from the reaction of (R)-2-bromooctane with -CN. Use the wedge/hash bond tools to indicate stereochemistry where it exists. Include H atoms at chiral centers only. If a group is achiral, do not use wedged or hashed bonds on it.

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pstnonsonjoku pstnonsonjoku · Answer 1 · 2021-04-04T15:36:22-04:00

pstnonsonjoku pstnonsonjoku

04-04-2021

Answer:

See explanation and image attached

Explanation:

The reaction between (R)-2-bromooctane and -CN^- is an SN2 reaction. An SN2 reaction involves a synchronous attack of the nucleophile as the leaving group is departing.

This leads to a five member transition state in which a bond is being broken and another is being made. Since the nucleophile attacks from the backside, SN2 mechanism leads to inversion of configuration as shown in the image attached.

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