Electrophilic addition

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6 Terms

1
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What is an electrophile

These are electron acceptors and they are attracted to areas of high electron density

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What are common examples of electrophiles

HBr

Chlorine and bromine halogens

Sulphuric acid

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The mechanism for addition of halogens to alkenes, using bromine and ethene as an example

Step 1 - The high electron density of the C=C double bond repels electrons in the bromine molecule, polarising the Br-Br bond.

Step 2 - This leads to heterolytic fission of the Br-Br bond, with one bromine atom taking the bonding pair of electrons, creating a positively charged bromine which bonds to one of the carbon atoms.

Step 3 - A positively charged carbocation intermediate forms. The negatively charged bromide ion then bonds to the other carbon atom.

Step 4 - The final product, 1,2-dibromoethane, has a bromine atom bonded to each of the original alkene carbon atoms.


<p><strong>Step 1 -</strong>&nbsp;The high electron density of the C=C double bond repels electrons in the bromine molecule, polarising the Br-Br bond.</p><p><strong>Step 2 -</strong>&nbsp;This leads to heterolytic fission of the Br-Br bond, with one bromine atom taking the bonding pair of electrons, creating a positively charged bromine which bonds to one of the carbon atoms.</p><p><strong>Step 3 -</strong>&nbsp;A positively charged carbocation intermediate forms. The negatively charged bromide ion then bonds to the other carbon atom.</p><p><strong>Step 4 -</strong>&nbsp;The final product, 1,2-dibromoethane, has a bromine atom bonded to each of the original alkene carbon atoms.</p><p><br></p>
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Electrophilic addition using sulphuric acid

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Electrophilic addition using HBr

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