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Topic: Haloalkane plus metallic sodium (Wurtz synthesis)  (Read 715 times)

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Offline INeedSerotonin

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Haloalkane plus metallic sodium (Wurtz synthesis)
« on: October 16, 2019, 03:33:48 PM »
Hello

Could you please teach me how to solve this (non-balanced) equation?

2-Bromo-3,4-dimethylpentane + Na ------> NaBr + X

What is "x"?

Answer: 2,3,4,5,6,7-hexamethyl-octane

I have seen some resolution saying that we should use two moles of the alkane and of sodium, but I'm still totally lost here. I know this is the Wurtz synthesis.

Shouldn't this become a decane with four methyl groups? How on Earth can this become an octane ?!?!?!?  :o :-[ :(

Thanks!

Offline AWK

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Re: Haloalkane plus metallic sodium (Wurtz synthesis)
« Reply #1 on: October 16, 2019, 04:31:16 PM »
It is just dimerization.
AWK

Offline Enthalpy

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Re: Haloalkane plus metallic sodium (Wurtz synthesis)
« Reply #2 on: October 17, 2019, 04:19:49 PM »
Because bromine is on position 2. The new link isn't at the ends of the bromo- reactant but between the former positions 2. So you get a hexamethyloctane rather than a tetramethyldecane.

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