a. The regiochemistry in the electrophilic addition reaction shown here does not adhere to the original generalization put forth by Markovnikov. Draw the complete, detailed mechanism for this reaction and explain its regiochemistry. F3C HBr O F3C b. Predict the product, draw the mechanism for the addition of HCl to dihydropyran and explain the regiochemistry observed. HI Br

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter9: Addition Via Cyclic Intermediate
Section: Chapter Questions
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a. The regiochemistry in the electrophilic addition reaction shown here does not adhere to the
original generalization put forth by Markovnikov. Draw the complete, detailed mechanism for
this reaction and explain its regiochemistry.
F3C
HBr
F3C Br
b. Predict the product, draw the mechanism for the addition of HCl to dihydropyran and explain
the regiochemistry observed.
HI
O
Transcribed Image Text:a. The regiochemistry in the electrophilic addition reaction shown here does not adhere to the original generalization put forth by Markovnikov. Draw the complete, detailed mechanism for this reaction and explain its regiochemistry. F3C HBr F3C Br b. Predict the product, draw the mechanism for the addition of HCl to dihydropyran and explain the regiochemistry observed. HI O
c. Predict the product, draw the mechanism for the oxymercuration/reduction shown below and
explain the regiochemistry observed.
1. Hg(OAc)2, H₂O
2. NaBH4
OH O
Transcribed Image Text:c. Predict the product, draw the mechanism for the oxymercuration/reduction shown below and explain the regiochemistry observed. 1. Hg(OAc)2, H₂O 2. NaBH4 OH O
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