To use all functions of this page, please activate cookies in your browser.
With an accout for my.chemeurope.com you can always see everything at a glance – and you can configure your own website and individual newsletter.
- My watch list
- My saved searches
- My saved topics
- My newsletter
Halohydrin formation reaction
The halohydrin formation reaction is a chemical reaction in which a halogen is added to an alkene in aqueous solution to form a halohydrin. The reaction is a form of electrophilic addition; it is similar to the halogen addition reaction.
Additional recommended knowledge
The basic chemical equation for this reaction is as follows:
(X represents a halogen, either Cl or Br).
In the first step, the pi bond of the alkene attacks the halogen, forming a carbocation. For the case where bromine is the halogen, the carbocation comprises a three-membered C, C, Br ring; this is known as a bromonium ion.
The addition of water, which provides the hydroxide anion, gives the desired halohydrin with high anti stereoselectivity in order to minimize the repulsion between the halogen and the hydroxide approaching group. Markovnikov's rule applies: the positive charge resides on the more-substituted carbon, hence the hydroxide anion adds here.
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Halohydrin_formation_reaction". A list of authors is available in Wikipedia.|