Methylene imine explained

Methylene imine is an organic compound with the chemical formula . 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 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. The nitrogen chemistry of Titan's upper atmosphere revealed. Vuitton . V. . Yelle . R. V. . Anicich . V. G.. Astrophysical Journal. 2006. 647. L175-L178. 10.1086/507467. free.
  2. Richard Pearson Jr., Frank J. Lovas . Microwave spectrum and molecular structure of methylenimine (CH2NH) . . 1977 . 66 . 4149 . 10.1063/1.434490.
  3. Encyclopedia: Amines, Aliphatic . Ullmann's Encyclopedia of Industrial Chemistry . Wiley-VCH Verlag GmbH . 2000 . 9783527306732 . 10.1002/14356007.a02_001 . Eller . Henkes . Rossbacher . Höke . K. . E. . R. . H..