What is the product of #"2-butylene"# and #"bromine"#?

1 Answer
anor277
Oct 7, 2017

You get the addition product, #H_3C-CHBrCHBrCH_3#....to a first approx.

Explanation:

#H_3C-CH=CH-CH_3 stackrel(Br_2)rarr H_3C-CHBrCHBrCH_3#.

There is a stereochemical dimension to this reaction in that you will note that the product has TWO potential chiral centres, #C2#, and #C3#.

You will have to consult your organic text, because the mechanism of bromination (and the product mix demand this mechanism!) involve a bromonium ion, and the other bromide attacks the side of the intermediate that is not encumbered by the cyclic, three-membered bromonium ion ring...

Different product mixes result from the cis or trans isomer due to the presumed mechanism.

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