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oxaziridine
EntityQ2377382· pop 16· linked from 23 articles

oxaziridine

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Also known as Oxaziranes

thumb|right|class=skin-invert-image|A generic oxaziridine derivative.

Wikidata facts

Mass
45.021464
Show 3 more facts
canonical SMILES
C1NO1
chemical formula
CH₃NO
Commons category
Oxaziridine
Sources (4)

via Wikidata · CC0

~11 min read

Encyclopedic overview

17 sections
Contents
  • History
  • Structure and reactivity
  • Hydrazine production
  • Oxygen transfer
  • α-Hydroxylation of enolates
  • Epoxidation of alkenes
  • Hydroxylation of unactivated hydrocarbons
  • Nitrogen transfer
  • Amination of ''N''-nucleophiles
  • ''N''-acylamidation
  • Rearrangements
  • Cycloadditions with heterocumulenes
  • Synthesis
  • N-H, N-alkyl, N-aryloxaziridines
  • ''N''-sulfonyloxaziridines
  • Perfluorinated oxaziridines
  • References

thumb|right|class=skin-invert-image|A generic oxaziridine derivative.

An oxaziridine is an organic molecule that features a three-membered heterocycle containing oxygen, nitrogen, and carbon. In their largest industrial application, oxaziridines are intermediates in the production of hydrazine. Oxaziridine derivatives are also used as specialized organic chemistry reagents for a variety of enantioselective oxidations and aminations. Oxaziridines also serve as precursors to nitrones and participate in [3+2] cycloadditions with various heterocumulenes to form substituted five-membered heterocycles.

Excerpted from Wikipedia’s “oxaziridine” article, available under the CC BY-SA 4.0 licence.

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