Home > Community > How do you predict the product of 1-butene when subjected to an addition reaction with hydrogen bromide (Hbr)?
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Mawerere Swaliki

How do you predict the product of 1-butene when subjected to an addition reaction with hydrogen bromide (Hbr)?

Biniam Berhane  Follow

Of the two possible addition products, 1-bromobutane and 2-bromobutane, Markovnikov’s Rule predicts that the most abundant product will be the one where the bromide atom adds to the carbon atom with the smaller number of hydrogen atoms.

But if you can perform the reaction in a way that favors the forming of free radicals, as for example in the presence of benzoyl peroxide or hydrogen peroxide, then you can enforce an anti-Markovnikov path which leads to the bromide atom being mostly added to the carbon atom with the greater number of hydrogen atoms.

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Darren Bord  Follow

There would be some product molecules called 2-bromohexane and some called 3-bromohexane. Since both of these molecules possess chiral centers, there would also be a large number of enantiomers and diastereomers. I will leave it up to the readers to find all these isomers.

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