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nitrenes

Synonym: aminylenes

  1. The neutral compound HN: having univalent nitrogen, and its derivatives RN. Aminylenes is a recognized but less widely used synonym. Other names that have been used include aminediyls, imidogens, azenes. They may exist in either a singlet or a triplet electronic state (four spin-paired electrons, or two spin-paired and two with parallel spins, respectively), e.g. CH3N: methylnitrene.
  2. Until the 1960s, nitrenes had a totally different meaning: analogues of nitrones in which the double-bonded oxygen is replaced by double-bonded carbon, thus azomethine ylides.
Source:
PAC, 1995, 67, 1307 (Glossary of class names of organic compounds and reactivity intermediates based on structure (IUPAC Recommendations 1995)) on page 1350
PAC, 1993, 65, 1357 (Revised nomenclature for radicals, ions, radical ions and related species (IUPAC Recommendations 1993)) on page 1357
See also: PAC, 1994, 66, 1077 (Glossary of terms used in physical organic chemistry (IUPAC Recommendations 1994)) on page 1145
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IUPAC. Compendium of Chemical Terminology, 2nd ed. (the "Gold Book"). Compiled by A. D. McNaught and A. Wilkinson. Blackwell Scientific Publications, Oxford (1997). XML on-line corrected version: http://goldbook.iupac.org (2006-) created by M. Nic, J. Jirat, B. Kosata; updates compiled by A. Jenkins. ISBN 0-9678550-9-8. https://doi.org/10.1351/goldbook.
Last update: 2014-02-24; version: 2.3.3.
DOI of this term: https://doi.org/10.1351/goldbook.N04145.
Original PDF version: http://www.iupac.org/goldbook/N04145.pdf. The PDF version is out of date and is provided for reference purposes only. For some entries, the PDF version may be unavailable.
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