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Monday, February 22, 2010

Ethene reacting with Br2 dissolved in ethanol (Poll Question)

In the reaction between Br2 dissolved in ethanol (CH3CH2OH), the mechanism of the reaction can be described by the picture below.


When you review the mechanism of the reaction between ethene and aqueous Br2, you can see that the solvent molecule (H2O) contains an O with 2 pairs of lone pair of electrons. This electron pair is attracted to the carbocation which is an electrophile.

Hence, in the situation of Br2, the similar situation occurs. Ethanol contains O which has 2 pairs of lone pair of electrons. A pair of electron can therefore be attracted to the electrophilic carbon of the carbocation, hence forming of CH2BrCH2OCH2CH3 as the major product.

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Article written by Kwok YL 2010.

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