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

Pushing Electrons

4th Edition

ISBN:9781133951889

Author:Weeks, Daniel P.

Publisher:Weeks, Daniel P.

Chapter6: Valence Electrons (redux)

Section: Chapter Questions

Problem 5EQ

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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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