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Topic: Transforming an Alcohol into an Alkene  (Read 2099 times)

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Offline blondie915

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Transforming an Alcohol into an Alkene
« on: May 08, 2016, 02:42:47 PM »
Show the reagents to make the transformation from
1,2-dimethyl-butanol to 4,5-dimethyl-2-hexene in two steps.
Thank you for any *delete me* See the imagine below in case I didn't name it correctly!

My thoughts: I think I might need a grignard involved somewhere because of the carbons added to the final product. I'm not sure how to approach this problem.

Offline critzz

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Re: Transforming an Alcohol into an Alkene
« Reply #1 on: May 09, 2016, 10:29:56 AM »
How do you convert the hydroxyl group to a good leaving group?

Offline Babcock_Hall

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Re: Transforming an Alcohol into an Alkene
« Reply #2 on: May 09, 2016, 11:40:57 AM »
I don't think you need or even want a Grignard.
EDT
Think about other ways to form carbon-carbon bonds.
« Last Edit: May 09, 2016, 01:22:17 PM by Babcock_Hall »

Offline OCSaviour

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Re: Transforming an Alcohol into an Alkene
« Reply #3 on: May 09, 2016, 03:22:44 PM »
Here's a hint: Use CH3C≡CNa.

Offline Maximus93

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Re: Transforming an Alcohol into an Alkene
« Reply #4 on: May 13, 2016, 01:01:28 AM »
This is my first post so I'm very willing to be corrected but I think the nomenclature you've given is wrong (to be a side point on this question).

It'd be 3-methylbutan-2-ol ----> 4,5-dimethylhex-2-yne

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