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Topic: E2 reaction on dihalides  (Read 2352 times)

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Offline ahhppull

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E2 reaction on dihalides
« on: January 24, 2012, 11:33:57 AM »
3,4-dibromo-2,5-dimethylhexane treated with excess k t-butoxide will form an alkyne and diene

My products are 2,5-dimethyl-3-hexyne and a conjugated diene.  Are my products correct?

Also, which product is formed?  The IR spectra shows bands at 3010,2995,2980,1610,1450,1380 and 1050 cm^-1.  I searched online and it says the alkyne will form, but from the IR spectra, it should be the diene that formed. 
« Last Edit: January 24, 2012, 11:59:13 AM by ahhppull »

Offline ahhppull

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Re: E2 reaction on dihalides
« Reply #1 on: January 24, 2012, 07:40:10 PM »
Would a bulky base like t-butoxide also create an allene instead of a conjugated diene?

Offline orgopete

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Re: E2 reaction on dihalides
« Reply #2 on: January 25, 2012, 08:03:25 PM »
Is this from an experiment? Can you give us some NMR or GC data? How about GC/MS?
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Offline ahhppull

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Re: E2 reaction on dihalides
« Reply #3 on: January 26, 2012, 06:33:10 PM »
Its not an experiment.

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