Question

Propose a two-step mechanism for the addition of HBr to 1-methylcyclohexene to give 1 -bromo-1-methylcyclohexane.

Name: Propose a two-step mechanism for the addition of HBr to 1-methylcyclohexene to give 1 -bromo-1-methylcyclohexane.
Uploaded: 2022-01-14T00:05:05-08:00
Duration: 1 min 15 s
Channel: Ronald Prasad
Description: Propose a two-step mechanism for the addition of HBr to 1-methylcyclohexene to give 1 -bromo-1-methylcyclohexane.

          Propose a two-step mechanism for the addition of HBr to 1-methylcyclohexene to give 1 -bromo-1-methylcyclohexane.

Added by Francisco M.

Organic Chemistry

Janice Gorzynski Smith 4th Edition

Instant Answer

Solved by Expert Ronald Prasad

01/14/2022

Step 1

When HBr is added, the alkene’s pi electrons attack the proton (H⁺) from HBr. In accordance with Markovnikov’s rule, the proton adds to the less substituted carbon (carbon 2), thereby generating a more stable tertiary carbocation at carbon 1 (the carbon already Show more…

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