Organic Chemistry · Chapter 5: Alcohols

Question

Mesyl and tosyl groups can also serve as protecting groups when we do not want ____ to react.

Answer

Mesyl and tosyl groups can also serve as protecting groups when we do not want alcohols to react.
Mesyl and tosyl groups can also serve as protecting groups when we do not want alcohols to react.
Note: In addition to making hydroxyl groups of alcohols into better leaving groups for nucleophilic substitution reactions, mesyl and tosyl groups can also serve as protecting groups when we do not want alcohols to react.
In Summary: The leaving-group ability of a substituent correlates with the strength of its conjugate acid. Both depend on the ability of the leaving group to accommodate negative charge. In addition to the halides Cl2, Br2, and I2, sulfates and sulfonates (such as methane and 4 methylbenzenesulfonates) are good leaving groups. Good leaving groups are weak bases, the conjugate bases of strong acids.

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