When compound (A) is treated with Cl-, the result is (B), as shown at the right. You might want to number your carbons. Just sayin'. O When 2-(2-hydroxyhept-6-en-2-yl)phenol (C) is treated with aqueous acid, the result is 6,7-benzo-1,5-dimethyl-8-oxabicyclo[4.3.1]nonane (D), as shown at the right. You might want to number your carbons. Just sayin'. RO (A) Give a detailed, stepwise mechanism that accounts for the formation of (B) from (A). Give a detailed, stepwise mechanism that accounts for the formation of (D) from (C). OTf CH,Ph OH OH (C) RO H₂O N. (B) CH₂CI CH,Ph (D) + OTf

When compound (A) is treated with Cl-, the result is (B), as shown at the right. You might want to number your carbons. Just sayin'. O When 2-(2-hydroxyhept-6-en-2-yl)phenol (C) is treated with aqueous acid, the result is 6,7-benzo-1,5-dimethyl-8-oxabicyclo[4.3.1]nonane (D), as shown at the right. You might want to number your carbons. Just sayin'. RO (A) Give a detailed, stepwise mechanism that accounts for the formation of (B) from (A). Give a detailed, stepwise mechanism that accounts for the formation of (D) from (C). OTf CH,Ph OH OH (C) RO H₂O N. (B) CH₂CI CH,Ph (D) + OTf

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter22: Reactions Of Benzene And Its Derivatives

Section: Chapter Questions

Problem 22.50P: Following is the structure of miconazole, the active antifungal agent in a number of...

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