
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Alcohols react with sulfonyl chlorides to form sulfonate esters. Only the O-H bond of the alcohol is broken in the reaction, and so no inversion of configuration occurs. The resulting sulfonate esters are reactive in SN1 and SN2 reactions since the sulfonate group is a very weak base and is therefore a good leaving group.
Draw curved arrows to show the movement of electrons in this step of the mechanism.

Transcribed Image Text:CH3
CH3
MsCI
OMs
occurs. The resulting sulfonate esters are reactive in Syi and SN2 reactions since the sulfonate group is a very weak base and is therefore a good leaving group
Draw curved arrows to show the movement of electrons in this step of the mechanism.
Arrow-pushing Instructions
Alcohols react with sulfonyl chlorides to form sulfonate esters. Only the O-H bond of the alcohol is broken in the reaction, and so no inversion of configuration
CH3 :0
0:
CH3
:CI:
CH3
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