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The term "imine" was coined in 1883 by the German chemist Albert Ladenburg. [6] Usually imines refer to compounds with the general formula R 2 C=NR, as discussed below. [7] In the older literature, imine refers to the aza-analogue of an epoxide. Thus, ethylenimine is the three-membered ring species aziridine C 2 H 4 NH. [8]
General structure of an imine. Schiff bases are imines in which R 3 is an alkyl or aryl group (not a hydrogen). R 1 and R 2 may be hydrogens General structure of an azomethine compound. In organic chemistry, a Schiff base (named after Hugo Schiff) is a compound with the general structure R 1 R 2 C=NR 3 (R 3 = alkyl or aryl, but not hydrogen).
In organic chemistry, an oxime is an organic compound belonging to the imines, with the general formula RR’C=N−OH, where R is an organic side-chain and R' may be hydrogen, forming an aldoxime, or another organic group, forming a ketoxime. O-substituted oximes form a closely related family of compounds.
Ethanimine is an organonitrogen compound classified as an imine. It is formed by reacting acetaldehyde and ammonia, but rapidly polymerizes to acetaldehyde ammonia trimer. It has two tautomers: ethanimine, an imine, and ethenamine or aminoethylene, an amine. Ethanimine has two hydrogens on the carbon, while ethenamine has two on the nitrogen atom.
As the pH increases, the reduction rate slows and instead, the imine intermediate becomes preferential for reduction. [7] For this reason, NaBH 3 CN is an ideal reducing agent for one-pot direct reductive amination reactions that don't isolate the intermediate imine. [2]
Methylene imine is an organic compound with the chemical formula H 2 C=NH. The simplest imine, it is a stable, colorless gas that has been detected throughout the universe. [1] Structural parameters determined by microwave spectroscopy include a C=N bond length of 1.27 Å, an N–H bond length of 1.02 Å and an H−N=C bond angle of 110.5°. [2]
Acetone imine, or 2-propanimine is an organic compound and an imine with the chemical formula (CH 3) 2 CNH. It is a volatile and flammable liquid at room temperature. It is the simplest ketimine. This compound is mainly of academic interest.
If one or both of the nitrogen substituents is a hydrogen atom 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 ...