Methylene imine
PinMethanimine
Othernames
  • Formaldimine
  • Azomethine
  • Formaldehyde imine

Methylene imine is an organic compound with the chemical formula H2C\dNH. 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\sN\dC bond angle of 110.5°.[2] Because unhindered imines polymerize or oligomerize when concentrated, methylene imine has not been isolated as a liquid or bulk solid. Attempted synthesis of methylene imine from the reaction of ammonia and formaldehyde produces hexamethylenetetramine.[3]

References

  1. ^ Vuitton, V.; Yelle, R. V.; Anicich, V. G. (2006). "The nitrogen chemistry of Titan's upper atmosphere revealed". Astrophysical Journal. 647: L175-L178. doi:10.1086/507467
  2. ^ Richard Pearson Jr., Frank J. Lovas (1977). "Microwave spectrum and molecular structure of methylenimine (CH2NH)". J. Chem. Phys.. 66: 4149. doi:10.1063/1.434490
  3. ^ Eller, K.; Henkes, E.; Rossbacher, R.; Höke, H. (2000). "Amines, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH Verlag GmbH. doi:10.1002/14356007.a02_001. ISBN 9783527306732.