Answered: a) Propose a mechanism for the…

a) Propose a mechanism for the decarboxylation of THCA under acidic conditions. Hint: first the "enol" automerizes to the ketone, then decarboxylation occurs. OH THCA OH H3O+ heat OH $5 THC

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Question

THC (tetrahydrocannabinol) is the primary psychoactive component of cannabis. THC is produced from
THCA (tetrahydrocannabinolic acid) when THCA is heated (i.e. when cannabis leaves are smoked or cooked).
a) Propose a mechanism for the decarboxylation of THCA under acidic conditions. Hint: first the "enol"
tautomerizes to the ketone, then decarboxylation occurs.
OH
THCA
OH
H3O+
heat
OH
THC
b) Which part of the mechanism do you think occurs more readily: tautomerization to the ketone or
decarboxylation? Why?

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