Drawing Isomers of cyclopentane?

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    Drawing Isomers
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SUMMARY

The discussion focuses on the mono-chlorination reaction of methylcyclopentane, specifically identifying the major and minor products resulting from this reaction. Participants emphasize the importance of stability in determining product distribution, noting that chlorine tends to bond with the most stable substituent, often a hydrogen atom on a CH3 group. The conversation also highlights the need to analyze the reaction mechanism and the formation of intermediates to predict product outcomes accurately.

PREREQUISITES
  • Understanding of organic chemistry reaction mechanisms
  • Familiarity with chlorination reactions
  • Knowledge of isomer stability and product distribution
  • Ability to identify unique carbon sites in cyclic compounds
NEXT STEPS
  • Study the mechanism of free radical chlorination in organic compounds
  • Learn about the stability of carbocation intermediates in chlorination reactions
  • Research the concept of regioselectivity in substitution reactions
  • Explore the differences between major and minor products in organic synthesis
USEFUL FOR

Chemistry students, organic chemists, and anyone interested in understanding chlorination reactions and isomer stability in cyclic compounds.

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Homework Statement



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


Homework Equations





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.

http://i.imgur.com/edtFRpl.png

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
 
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What's the intermediate formed when mono-chlorination is carried out?
 
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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