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Organic Chemistry 1 Final - Part 2 of 3
SAMPLE
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12. Alcohols, Ethers, Epoxides and Thiols / Leaving Group Conversions - SOCl2 and PBr3 / Problem 27
Problem 27

The following coordinate diagram for the nucleophilic displacement of hydroxide shows that the reaction is unfavorable. Draw a curve demonstrating that the substitution reaction is favorable when tosylate is used.


Coordinate diagram showing unfavorable nucleophilic displacement of hydroxide.

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