For the trans isomer of cinnamic acid: o Draw the structure of the trans isomer of cinnamic acid and the structure of the intermediate bromonium ion. Note that the bromonium ion can exist as two enantiomeric forms. You should draw both of these isomeric forms. o Draw the structures of the two dibrominated products which can form when a bromide ion adds to the bromonium ion intermediate. These must be drawn to show the correct stereochemistry. Assign the chiral carbons as R or S.

For the trans isomer of cinnamic acid: o Draw the structure of the trans isomer of cinnamic acid and the structure of the intermediate bromonium ion. Note that the bromonium ion can exist as two enantiomeric forms. You should draw both of these isomeric forms. o Draw the structures of the two dibrominated products which can form when a bromide ion adds to the bromonium ion intermediate. These must be drawn to show the correct stereochemistry. Assign the chiral carbons as R or S.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter13: Substitution

Section: Chapter Questions

Problem 2E

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