Compound X, C8H17Cl, is a chiral product of the radical chlorination of 4-methylheptane. X reacts in SN2 fashion with NaI in acetone to form Z, C8H17I. When the reactant is the R-enantiomer of X, only the R-enantiomer of Z is formed. Draw a structural formula for X; do not show stereochemistry.

Compound X, C8H17Cl, is a chiral product of the radical chlorination of 4-methylheptane. X reacts in SN2 fashion with NaI in acetone to form Z, C8H17I. When the reactant is the R-enantiomer of X, only the R-enantiomer of Z is formed. Draw a structural formula for X; do not show stereochemistry.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry

Section4.SE: Something Extra

Problem 61AP: Ketones react with alcohols to yield products called acetals. Why does the all-cis isomer of...

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Question

Compound X, C₈H₁₇Cl, is a chiral product of the radical chlorination of 4-methylheptane.
X reacts in S_N2 fashion with NaI in acetone to form Z, C₈H₁₇I. When the reactant is the R-enantiomer of X, only the R-enantiomer of Z is formed.
Draw a structural formula for X; do not show stereochemistry.

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