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Aziridine is an organic compound consisting of the three-membered heterocycle C 2 H 5 N. [5] [6] It is a colorless, toxic, volatile liquid that is of significant practical interest. [7] Aziridine was discovered in 1888 by the chemist Siegmund Gabriel. [8] Its derivatives, also referred to as aziridines, are of broader interest in medicinal ...
Mitomycin C, an aziridine, is used as a chemotherapeutic agent by virtue of its antitumour activity. [1]In organic chemistry, aziridines are organic compounds containing the aziridine functional group (chemical structure (R−) 4 C 2 N−R), a three-membered heterocycle with one amine (>NR) and two methylene bridges (>CR 2).
This group typically excludes compounds in which either benzene is fused to another ring (bicyclic, tricyclic, polycyclic) [1] or includes a heteroatom, or where the methane connects to three or four benzenes. Ball-and-stick model of the benzhydryl radical. The benzhydryl radical can be abbreviated Ph 2 CH• or Bzh. [2]
The Payne rearrangement is the isomerization, under basic conditions, of 2,3-epoxy alcohols to isomeric 1,2-epoxy alcohols with inversion of configuration. Aza- and thia-Payne rearrangements of aziridines and thiiraniums, respectively, are also known. [1]
For example, (C 6 H 5)(CH 3) 2 C + is referred to as a "benzylic" carbocation. The benzyl free radical has the formula C 6 H 5 CH 2 •. The benzyl cation or phenylcarbenium ion is the carbocation with formula C 6 H 5 CH + 2; the benzyl anion or phenylmethanide ion is the carbanion with the formula C 6 H 5 CH − 2.
2H-Azirine is most often obtained by the thermolysis of vinyl azides. [2] During this reaction, a nitrene is formed as an intermediate. Alternatively, they can be obtained by oxidation of the corresponding aziridine. Azirine can be generated during photolysis of isoxazole. [3]
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Polyethylenimine (PEI) or polyaziridine is a polymer with repeating units composed of the amine group and two carbon aliphatic CH 2 CH 2 spacers. Linear polyethyleneimines contain all secondary amines, in contrast to branched PEIs which contain primary, secondary and tertiary amino groups. Totally branched, dendrimeric forms were also reported. [1]