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Topic: synthesis from methylenecyclopentane to methylcyclopentene  (Read 3813 times)

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Offline carol_carol

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synthesis from methylenecyclopentane to methylcyclopentene
« on: November 01, 2009, 08:55:03 PM »
What are the steps and reagents required to go from methylenecyclopentane to methylcyclopentene?
I know that they're isomers but I don't know any form of synthesis that will get from one to the other.

Offline macman104

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Re: synthesis from methylenecyclopentane to methylcyclopentene
« Reply #1 on: November 03, 2009, 07:04:30 PM »
What ways do you know to make double bonds?

Offline carol_carol

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Re: synthesis from methylenecyclopentane to methylcyclopentene
« Reply #2 on: November 04, 2009, 03:11:21 PM »
I think I get it now. I just add some hydrogen-halide to the methylenecyclopentane, where according to Markovnikov's rule, the halide will go on the carbon with the most substituents. Then I use KOH in the presence of alcohol, and because of Zaitsev's rule, the double-bond will be formed in the ring.

Offline macman104

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Re: synthesis from methylenecyclopentane to methylcyclopentene
« Reply #3 on: November 04, 2009, 06:05:53 PM »
Yup!

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