Scribd Logo
Upload

Welcome to Scribd!

  • Ex 46 - Carbocation Rearrangement Question One

    Uploaded by

    Varokah Var
    38 views2 pages
    The document discusses carbocation rearrangement reactions. It provides examples of substrates that will or will not undergo carbocation rearrangement, with explanations of the type of carbocation (primary, secondary, tertiary). It also asks the reader to provide mechanisms for rearrangement reactions involving bromine-containing and chlorine-containing substrates.

    Original Description:

    Original Title

    ex_46a_-_carbocation_rearrangement

    Copyright

    © © All Rights Reserved

    Available Formats

    PDF, TXT or read online from Scribd

    Did you find this document useful?

    Is this content inappropriate?

    Report this Document
    The document discusses carbocation rearrangement reactions. It provides examples of substrates that will or will not undergo carbocation rearrangement, with explanations of the type of carbocation (primary, secondary, tertiary). It also asks the reader to provide mechanisms for rearrangement reactions involving bromine-containing and chlorine-containing substrates.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Flag for inappropriate content
    38 views2 pages

    Ex 46 - Carbocation Rearrangement Question One

    Uploaded by

    Varokah Var
    The document discusses carbocation rearrangement reactions. It provides examples of substrates that will or will not undergo carbocation rearrangement, with explanations of the type of carbocation (primary, secondary, tertiary). It also asks the reader to provide mechanisms for rearrangement reactions involving bromine-containing and chlorine-containing substrates.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Flag for inappropriate content
    of 2

    Ex 46 - Carbocation Rearrangement

    Question One
    Which of the following substrates will be prone to carbocation rearrangement?

    Cl
    H shift
    Yes
    2° 3°

    Cl
    H shift
    No
    3° 3°

    CH3 shift
    Cl
    Yes

    This is not, strictly speaking, a skeletal rearrangement, but we'll count it.
    Cl

    Yes

    Br

    Yes
    1° 2° benzylic
    Br

    No

    3°

    2° benzylic
    Question Two
    Give a mechanism for each of the following reactions that occur with rearrangment.

    Br

    Br

    Br
    Br

    H2O + H3O+

    HO
    Cl

    O
    H
    H H

    Cl H
    O
    H H O
    H H

    You might also like