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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: carol_carol on November 01, 2009, 08:55:03 PM

Title: synthesis from methylenecyclopentane to methylcyclopentene
Post by: carol_carol 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.

Title: Re: synthesis from methylenecyclopentane to methylcyclopentene
Post by: macman104 on November 03, 2009, 07:04:30 PM

What ways do you know to make double bonds?

Title: Re: synthesis from methylenecyclopentane to methylcyclopentene
Post by: carol_carol 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.

Title: Re: synthesis from methylenecyclopentane to methylcyclopentene
Post by: macman104 on November 04, 2009, 06:05:53 PM

Yup!