n.
An amine that contains the double bond linkage -=@bond1=-C-=@bond2=-C-=@bond1=-N-=@bond1=-R.
[en-, chemically unsaturated (from -ENE) + -AMINE.]
enamine
| Dictionary: en·a·mine |
| 5min Related Video: enamine |
| Chemistry Dictionary: enamine |
A type of compound with the general formula R1R2C=C(R3)–NR4R5, where R is a hydrocarbon group or hydrogen. Enamines can be produced by condensation of an aldehyde or ketone with a secondary amine.
| WordNet: enamine |
Note: click on a word meaning below to see its connections and related words.
The noun has one meaning:
Meaning #1:
an amine containing the double bond linkage -C=C-N-
| Wikipedia: Enamine |
This article is about a class of chemical compounds. For the chemical company, see Enamine Ltd.
An enamine is an unsaturated compound derived by the reaction of an aldehyde or ketone with a secondary amine followed by loss of H2O.
The word "enamine" is derived from the prefix en-, used as the suffix of alkene, and the root amine. Compare with enol, which is a molecule containing both alkene (en-) and alcohol (-ol).
If one of the nitrogen substituents is H, it is the tautomeric form of an imine. This usually will rearrange to the imine; however there are several exceptions (such as aniline). The enamine-imine tautormerism may be considered analogous to the keto-enol tautomerism. In both cases, a hydrogen atom switches its location between the heteroatom (oxygen or nitrogen) and the second carbon atom.
Enamines are both good nucleophiles and good bases.
See also
This entry is from Wikipedia, the leading user-contributed encyclopedia. It may not have been reviewed by professional editors (see full disclaimer)
Learn More
 | Indole (organic chemistry) |
| Stork enamine alkylation |
| Tautomer |
Post a question - any question - to the WikiAnswers community:
Copyrights:
 |
 | Dictionary. The American Heritage® Dictionary of the English Language, Fourth Edition Copyright © 2007, 2000 by Houghton Mifflin Company. Updated in 2009. Published by Houghton Mifflin Company. All rights reserved. Read more |
 |
| Chemistry Dictionary. A Dictionary of Chemistry. Sixth Edition. Copyright © Market House Books Ltd, 2008. All rights reserved. Read more |
 |
| WordNet. WordNet 1.7.1 Copyright © 2001 by Princeton University. All rights reserved. Read more |
 |
| Wikipedia. This article is licensed under the Creative Commons Attribution/Share-Alike License. It uses material from the Wikipedia article "Enamine". Read more |
