3. Cinnamic acid (shown) reacts with bromine to give a bromination product. (a) Draw all four possible stereoisomers of this reaction as a Fischer projection. Label each molecule as A, B, C, and D. (b) Identify the pairs of enantiomers (c) Identify the pairs of diastereomers (d) Identify which pair corresponds to addition to trans-cinnamic acid. Briefly explain your reasoning. O OH Br₂ CH₂Cl₂

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
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.78P
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3. Cinnamic acid (shown) reacts with bromine to give a bromination product.
(a) Draw all four possible stereoisomers of this reaction as a Fischer projection. Label each
molecule as A, B, C, and D.
(b) Identify the pairs of enantiomers
(c) Identify the pairs of diastereomers
(d) Identify which pair corresponds to addition to trans-cinnamic acid. Briefly explain your
reasoning.
O
OH
Br₂
CH₂Cl₂
Transcribed Image Text:3. Cinnamic acid (shown) reacts with bromine to give a bromination product. (a) Draw all four possible stereoisomers of this reaction as a Fischer projection. Label each molecule as A, B, C, and D. (b) Identify the pairs of enantiomers (c) Identify the pairs of diastereomers (d) Identify which pair corresponds to addition to trans-cinnamic acid. Briefly explain your reasoning. O OH Br₂ CH₂Cl₂
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