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enamine

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Definitions of enamine in various dictionaries:

noun - an amine containing the double bond linkage -C=C-N-

An amine that contains the double bond linkage #C$C#N#R.

adj - a type of chemical compound [n -S] : AMINIC

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Possible Dictionary Clues
An amine that contains the double bond linkage CCNR.
an amine containing the double bond linkage -CC-N-
Enamine description
An enamine is an unsaturated compound derived by the condensation of an aldehyde or ketone with a secondary amine. Enamines are versatile intermediates.
* The word "enamine" is derived from the affix en-, used as the suffix of alkene, and the root amine. This can be compared with enol, which is a functional group containing both alkene (en-) and alcohol (-ol). Enamines are considered to be nitrogen analogs of enols.If one of the nitrogen substituents is a hydrogen atom, 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 tautomerism 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. Their behavior as carbon-based nucleophiles is explained with reference to the following resonance structures.
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