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Define the Mechanism of the Radical Addition of HBr to an Alkene ?

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

Define the Mechanism of the Radical Addition of HBr to an Alkene ?

Definition Definition Organic compounds that contain at least one double bond between carbon-carbon atoms. The general molecular formula for alkenes with one double bond is C n H 2n .

Expert Solution

Step 1

The mechanism of addition of HBr to alkenes involves the formation of a more stable carbocation which is attacked by the Br-ion in the second step. Electron releasing groups in the aromatic ring can stabilize the carbocation through resonance while the electron withdrawing substituents will destabilize it. Hence those compounds with an electron releasing substituent on them will react faster than those with electro withdrawing substituent.

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