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Aminomethyl group

In organic chemistry, an aminomethyl group is a monovalent functional group with formula −CH2−NH2. It can be described as a methyl group substituted by an amino group −NH2.

Usually aminomethyl groups feature tertiary amines. Often they are obtained by alkylation with Eschenmoser's salt, a source of [CH2=N(CH3)2]+.

A cobalt(III) complex of aminomethyl is known in the form [Co(bipyridine)2(CH2NH2)](ClO4)2.[1]

Aminomethyl is the first member of a series of 1-aminoalkyl groups of the form −(CH2−)nNH2.[2]

Aminomethyl is used in the standard (IUPAC) names of some compounds,[3] such as 4-(aminomethyl) benzoic acid.

References

  1. ^ Poznyak, A. L.; Pavlovski, V. I.; Chuklanova, E. B.; Polynova, T. N.; Porai-Koshits, M. A. (1982). "New Type of Organocobalt Complexes Structure of η2-aminomethylenebis(2,2?-bipyridyl) Cobalt(III)". Monatshefte fuer Chemie. 113 (5): 561–564. doi:10.1007/BF00800262. S2CID 100791401.
  2. ^ Erwin Von Angerer, Norbert Knebel, Mario Kager, and Bernhard Ganss (1990): "1-(aminoalkyl)-2-phenylindoles as novel pure estrogen antagonists". Journal of Medicinal Chemistry, volume 33, issue 9, pages 2635–2640. doi:10.1021/jm00171a045
  3. ^ Ursula Bünzli-Trepp (2007): Systematic Nomenclature of Organic, Organometallic and Coordination Chemistry: Chemical-Abstracts Guidelines with IUPAC Recommendations and Many Trivial Names. EPFL Press, 636 pages. ISBN 9781420046151


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