The reaction of N-bromosuccinimide with m-tert- butylisopropylbenzene has been reported in the chemical literature. This reaction yields a single product in 95% yield. Draw the product formed from this starting material,

The reaction of N-bromosuccinimide with m-tert- butylisopropylbenzene has been reported in the chemical literature. This reaction yields a single product in 95% yield. Draw the product formed from this starting material,

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

Chapter21: Benzene And The Concept Of Aromaticity

Section: Chapter Questions

Problem 21.48P: In the chemical synthesis of DNA and RNA, hydroxyl groups are normally converted to triphenylmethyl...

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Question

The reaction of N-bromosuccinimide with m-tert- butylisopropylbenzene has been reported in the chemical literature. This reaction yields a single product in 95% yield. Draw the product formed from this starting material,

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Step 1: Write about the benzylic bromination using NBS

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Step 2: Formation of the bromine radical

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Step 3: Formation of the stable tertiary radical and reaction with bromine radical

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