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Topic: Reaction of Methylcyclohexane with Lithium?  (Read 2120 times)

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Offline shady6121

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Reaction of Methylcyclohexane with Lithium?
« on: December 18, 2013, 09:25:50 PM »
Would it just be an organometallic reagent with the lithium being attached to the methyl group of the cyclohexane ring? (Would this even be possible since that would make 5 bonds around the methyl group carbon, so would a reaction just not occur?)
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Offline discodermolide

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Re: Reaction of Methylcyclohexane with Lithium?
« Reply #1 on: December 19, 2013, 01:16:27 AM »
Usually such organometallic species are made by a halogen-metal exchange reaction. The carbon metal bond is significantly ionic in character. The whole system being stabilised by the solvent molecules, usually THF.
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Offline shady6121

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Re: Reaction of Methylcyclohexane with Lithium?
« Reply #2 on: December 19, 2013, 02:01:54 AM »
So this would be one of the few cases in which it would be okay for the methyl group of the cyclohexane to have 5 valences?
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Offline discodermolide

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Re: Reaction of Methylcyclohexane with Lithium?
« Reply #3 on: December 19, 2013, 03:30:56 AM »
It does not have a 5 valent carbon atom. See here for a description of methyl lithium, your compound is probably similar.
http://en.wikipedia.org/wiki/Methyllithium
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