Question

When 1-bromo-2,2-dimethylcyclopentane is heated in ethanol, an alkene (with rearrangement) is produced. (In your notebook, write a stepwise mechanism for the production of this rearranged alkene and give the IUPAC name of the alkene.)

Name: when 1 bromo 2 2 dimethylcyclopentane is heated in ethanol an alkene with rearrangement is produced in your notebook write stepwise mechanism for the production of this rearranged alkene and 07092
Uploaded: 2021-12-27T17:03:28-08:00
Duration: 4 min 25 s
Channel: Manish Bahal
Description: when 1 bromo 2 2 dimethylcyclopentane is heated in ethanol an alkene with rearrangement is produced in your notebook write stepwise mechanism for the production of this rearranged alkene and 07092

          When 1-bromo-2,2-dimethylcyclopentane is heated in ethanol, an alkene (with rearrangement) is produced. (In your notebook, write a stepwise mechanism for the production of this rearranged alkene and give the IUPAC name of the alkene.)

Added by Christine W.

Chemistry: Structure and Properties

Nivaldo Tro 2nd Edition

Instant Answer

Solved by Expert Manish Bahal

12/27/2021

Step 1

When 1-bromo-2,2-dimethylcyclopentane is heated in ethanol, the bromine atom leaves, generating a carbocation at the 1-position of the cyclopentane ring. This is a typical S_N1 reaction mechanism. \[ \text{1-bromo-2,2-dimethylcyclopentane} \rightarrow Show more…

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When 1-bromo-2,2-dimethylcyclopentane is heated in ethanol, an alkene (with rearrangement) is produced. (In your notebook, write a stepwise mechanism for the production of this rearranged alkene and give the IUPAC name of the alkene.)