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Topic: addition of bromine to 4-(1,1-dimethylethyl)cyclohexene  (Read 3772 times)

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lissydoll206

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addition of bromine to 4-(1,1-dimethylethyl)cyclohexene
« on: July 22, 2005, 03:53:34 AM »
Hi-

 I am working on an assignment where I need to draw the alternate chair molecular structure formula conformations for the product formed by the addition of bromine to 4-(1,1-dimethylethyl)cyclohexene.

I have drawn out what i think is the product of the reaction, and the chair conformers. Could somebody please tell me if I have done it right? I thought that I was on the right track, but a friend told me that the product I drew and the chairs that I drew don't match.  They said the product is right, but on the chair conformations, Br 1 and the 1,1 methylethyl are both axial, while Br 2 is equitorial... and then the opposite for the flipped chair.  

Am I right, or is he? and if he is right, is the product formed something different?

Thanks!

Offline Winga

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Re:addition of bromine to 4-(1,1-dimethylethyl)cyclohexene
« Reply #1 on: July 22, 2005, 07:01:57 AM »
The 2 Br atoms should be trans isomeric.

The 2 Br atoms in this 2 chair conformations are cis isomeric.

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