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Chemistry Forums for Students => Organic Chemistry Forum => Organic Chemistry Forum for Graduate Students and Professionals => Topic started by: dvirshavit on June 24, 2018, 03:34:57 PM

Title: How to cycloalkene to methyl cycloalkene?
Post by: dvirshavit on June 24, 2018, 03:34:57 PM

I thought about reacting the pie bond with  CH₃Br to get Ch₃ and Br as groups of the Cyclohexene and after that eliminate the Br from the ring with E2 or E1 method.

Could that work?
do you have a better way? 

Thanks!!!

Title: Re: How to cycloalkene to methyl cycloalkene?
Post by: billnotgatez on June 24, 2018, 03:40:24 PM

You have to show your attempts or thoughts at solving the question to receive help.
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http://www.chemicalforums.com/index.php?topic=65859.0 (http://www.chemicalforums.com/index.php?topic=65859.0)

Title: Re: How to cycloalkene to methyl cycloalkene?
Post by: Babcock_Hall on June 24, 2018, 03:46:24 PM

My advice is to work backwards from the product and to use reactions that you have learned in class.

Title: Re: How to cycloalkene to methyl cycloalkene?
Post by: dvirshavit on June 24, 2018, 03:50:47 PM

Quote from: billnotgatez on June 24, 2018, 03:40:24 PM

You have to show your attempts or thoughts at solving the question to receive help.
This is a forum policy.
Click on the link near the top center of the forum page.
Forum Rules: Read This Before Posting.
http://www.chemicalforums.com/index.php?topic=65859.0 (http://www.chemicalforums.com/index.php?topic=65859.0)

sorry - It's my first time here
 :D
I modified.

Title: Re: How to cycloalkene to methyl cycloalkene?
Post by: dvirshavit on June 24, 2018, 03:52:16 PM

Quote from: Babcock_Hall on June 24, 2018, 03:46:24 PM

My advice is to work backwards from the product and to use reactions that you have learned in class.

Thanks for the advice. I tried that and that's what I got (I added in the topic). what do you think about that?

Title: Re: How to cycloalkene to methyl cycloalkene?
Post by: Babcock_Hall on June 24, 2018, 04:14:42 PM

I don't recall ever seeing a pi bond act as a nucleophile against CH₃Br.

Title: Re: How to cycloalkene to methyl cycloalkene?
Post by: Enthalpy on June 25, 2018, 07:28:19 AM

R-X don't add on alkenes like H-X do. It needs many haloatoms on R, and some conditions on the alkene
https://en.wikipedia.org/wiki/Kharasch_addition

Title: Re: How to cycloalkene to methyl cycloalkene?
Post by: Babcock_Hall on June 25, 2018, 09:17:50 AM

@OP, What reactions have you learned that form carbon-carbon bonds?

Title: Re: How to cycloalkene to methyl cycloalkene?
Post by: dvirshavit on June 26, 2018, 07:22:40 AM

Quote from: Enthalpy on June 25, 2018, 07:28:19 AM

R-X don't add on alkenes like H-X do. It needs many haloatoms on R, and some conditions on the alkene
https://en.wikipedia.org/wiki/Kharasch_addition

Thank you

Title: Re: How to cycloalkene to methyl cycloalkene?
Post by: dvirshavit on June 26, 2018, 07:24:10 AM

Quote from: Babcock_Hall on June 25, 2018, 09:17:50 AM

@OP, What reactions have you learned that form carbon-carbon bonds?

Thanks for the help. I've just been told by the teacher that we didn't learn the needed reaction and that I will learn it next year.