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November 01, 2025, 07:04:13 am

Author Topic: Weird chemistry elimination question help  (Read 669 times)  Share 

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Turtle

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Weird chemistry elimination question help
« on: December 27, 2014, 11:54:28 am »
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Can someone explain to me why the answer looks like this?



I thought that is couldn't look like that - because you have to attack the hydrogen next to the (+) charge created by the bromine group leaving. However, that hydrogen group can't be attacked because it ISN'T ANTI to the bromine group that left.

I am clearly missing something here.
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lzxnl

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Re: Weird chemistry elimination question help
« Reply #1 on: December 28, 2014, 01:09:30 pm »
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Yeah you are. The answers have decided to eliminate Br2, not HBr. As for why it's the major product, I suspect it's because there's less steric hindrance in the given product. If you look at the other possibility, you'll find that one of the methyl or bromine groups will have to be axial and that's not great. However, if you eliminate Br2, you can put the methyl group equatorial.
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