CH3 CH3 MsCI OMs 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 Svl 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 :Cl: CH3:O O: CH3:O O: CH3 HCI Submit Answer Retry Entire Group 8 more group attempts remaining Previous Next

Organic Chemistry: A Guided Inquiry
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ISBN:9780618974122
Author:Andrei Straumanis
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Chapter26: Aldol And Claisen Reactions
Section: Chapter Questions
Problem 26E
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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.

CH3
CH3
MsCI
OMs
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 Svl 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
:Cl:
CH3:O O:
CH3:O O:
CH3
HCI
Submit Answer
Retry Entire Group
8 more group attempts remaining
Previous
Next
Transcribed Image Text:CH3 CH3 MsCI OMs 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 Svl 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 :Cl: CH3:O O: CH3:O O: CH3 HCI Submit Answer Retry Entire Group 8 more group attempts remaining Previous Next
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