Write the product of the two reactions shown below. In the first step indicate if the product is meso or is formed as a racemic mixture. Indicate whether final structure in the second reaction is cis or trans. Br-Br H LDA, THF solvent

Write the product of the two reactions shown below. In the first step indicate if the product is meso or is formed as a racemic mixture. Indicate whether final structure in the second reaction is cis or trans. Br-Br H LDA, THF solvent

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter17: Nucleophilic Substitution Reactions Of Alkyl Halides

Section: Chapter Questions

Problem 3Q

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Question

Write the product of the two reactions shown below. In the first step indicate if the product
is meso or is formed as a racemic mixture. Indicate whether final structure in the second
reaction is cis or trans.
Ph
Br-Br
H.
LDA,
THF solvent
|

Expert Solution

Step 1

Br₂ adds to an alkene in an anti manner. The reaction proceeds by the formation of bromonium ion. In case of cis alkene, both cis and trans products are formed.

LDA is used to abstract the H⁺ resulting in the formation of alkene.

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