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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Please do question 4 for the reaction mechanism

Transcribed Image Text:The document outlines three potential mechanisms for the bromination of trans-cinnamic acid. Each mechanism illustrates a different approach to the reaction, and all are feasible on paper. The task is to analyze each mechanism, determine the stereochemical outcome (syn, anti, or a mix), and draw the expected product.
**Mechanism A:**
- The diagram shows the trans-cinnamic acid molecule with a Br-Br bond approaching it.
- There are no specific stereochemical details or further reaction steps provided in the diagram, suggesting that this is a simplified representation.
**Mechanism B:**
- The trans-cinnamic acid reacts with Br-Br.
- A cyclic bromonium ion intermediate is formed.
- The bromide ion attacks from the side opposite the existing bond, indicating an anti-addition.
- This mechanism highlights the formation of a trans product due to the anti-attack.
**Mechanism C:**
- The first step shows the approach of Br-Br to trans-cinnamic acid, forming a bromonium ion with a positive charge on the bromine.
- The bromide ion subsequently attacks from the side opposite the formed bromonium ion.
- This results in the formation of the anti product, similar to Mechanism B, with the bromine atoms added on opposite sides of the molecule.
In summary, each mechanism details a potential stereochemical pathway for the bromination of trans-cinnamic acid, with Mechanism B and C both resulting in anti-addition due to the bridging bromonium intermediate and subsequent attack by the bromide ion from the opposite side.
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