Question

Draw the structure of the bromohydrin formed when (Z)-2-hexene reacts with Br2/H2O. -Use the wedge/hash bond...

Draw the structure of the bromohydrin formed when (Z)-2-hexene reacts with Br2/H2O.

-Use the wedge/hash bond tools to indicate stereochemistry.

-Include H atoms at chiral centers only.

-If the reaction produces a racemic mixture, draw both stereoisomers.

Science   Chemistry   
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Answer #1

Hi,

The reaction proceeds through a cyclic bromonium ion intermediate and remember, the addition of OH to the intermediate is anti. So, whatever the isomer is formed, Br and OH end up trans to each other.

The reaction is below. Remember, this reaction can also produce regioisomers and stereoisomers. I am drawing all of them for your convenience. If you need more info, please do not hesitate to ask.

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