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Drawing Isomers of cyclopentane?

  1. Feb 14, 2013 #1
    1. The problem statement, all variables and given/known data

    Draw the products of the mono-chlorination reaction of methylcyclopentane. Indicate the minor and major products.

    2. Relevant equations

    3. The attempt at a solution

    I've tried looking up examples of how to do this problem but can't seem to find any. From what I understand it's an isomer drawing question. I've uploaded a few pictures just so you guys can see if I'm on the right track or not.


    What's it mean by minor or major products? If the major products are the most stable, wouldn't the chlorine want to bind to a substituent? Maybe one of the CH3's hydrogens?

    Would appreciate any help
  2. jcsd
  3. Feb 15, 2013 #2
    What's the intermediate formed when mono-chlorination is carried out?
  4. Feb 18, 2013 #3
    You need to work through the mechanism at all the unique sites (there may be certain symmetries which make carbons equivalent) and ask which intermediates would be the most stable hence leading to more of that product.
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