dichlorocarbene
Sign in to saveDichlorocarbene is the reactive intermediate with chemical formula CCl2. Although this chemical species has not been isolated, it is a common intermediate in organic chemistry, being generated from chloroform. This bent diamagnetic molecule rapidly inserts into other bonds.
Article
13 sectionsContents
- Preparation
- Other reagents and routes
- Reactions
- With alkenes
- With phenols
- With amines
- History
- Related reactions
- Chlorocarbene
- See also
- Explanatory notes
- References
- External links
Dichlorocarbene is the reactive intermediate with chemical formula CCl2. Although this chemical species has not been isolated, it is a common intermediate in organic chemistry, being generated from chloroform. This bent diamagnetic molecule rapidly inserts into other bonds.
==Preparation== Dichlorocarbene is most commonly generated by reaction of chloroform and a base such as potassium tert-butoxide or aqueous sodium hydroxide. A phase transfer catalyst, for instance benzyltriethylammonium bromide, facilitates the migration of the hydroxide in the organic phase. HCCl3 + NaOH → CCl2 + NaCl + H2O