Why is br2 an electrophile

Sign up to join this community. The best answers are voted up and rise to the top. Stack Overflow for Teams — Collaborate and share knowledge with a private group. Create a free Team What is Teams? Learn more. In the presence of an electron-rich species, why is Br2 the stronger electrophile than water? Asked 3 years, 9 months ago. Active 3 years, 9 months ago. Post by stelang » Sat Feb 27, am. Laurence Lavelle Skip to content. Quick links. Email Link. We also use third-party cookies that help us analyze and understand how you use this website.

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Keep life simple! The reaction starts off just the same as in the simplified version, with the pi bond electrons moving towards the slightly positive bromine atom. But this time, the left-hand bromine atom becomes attached to both carbon atoms, with the positive charge being found on the bromine rather than on one of the carbons. It can't be attacked by its original bromide ion because approach from that side is hindered by the positive bromine atom.

It doesn't matter which of the carbon atoms on either end of the original double bond the bromide ion attacks - the end result would be just the same. Note: Once again, you can't really draw this mechanism tidily in one line because of the need to move the bromide ion. Look at the same reactions involving unsymmetrical alkenes. The electrophilic addition of bromine to ethene The structure of ethene The structure of ethene is shown in the diagram on the right. Use the BACK button on your browser to return to this page.

The simplified version of the mechanism. The electrons from the pi bond move down towards the slightly positive bromine atom. The overall mechanism is therefore The more accurate version of the mechanism. The electrophilic addition of bromine to cyclohexene The simplified version of the mechanism.