Methanediamine

Chemical compound From Wikipedia, the free encyclopedia

Methanediamine is the simplest geminal diamine. Its chemical formula is CH2(NH2)2, and its structure consists of two amino groups on a central carbon atom. Although methanediamine only exists transiently in solution,[2] its hydrochloride salt has been used in chemical synthesis since 1914.[3] The hydrochloride is useful for the synthesis of primary amides from amino acids.[4]

Quick facts Names, Identifiers ...
Methanediamine
Names
Other names
Diaminomethane
Methylenediamine
Identifiers
3D model (JSmol)
1696889
ChEBI
ChEMBL
ChemSpider
EC Number
  • hydrochloride: 260-602-6
163933
UNII
  • InChI=1S/CH6N2/c2-1-3/h1-3H2
    Key: RTWNYYOXLSILQN-UHFFFAOYSA-N
  • hydrochloride: InChI=1S/CH6N2.2ClH/c2-1-3;;/h1-3H2;2*1H
    Key: QCYJCJJCNRIMNG-UHFFFAOYSA-N
  • NCN
  • hydrochloride: C(N)N.Cl.Cl
Properties
CH6N2
Molar mass 46.073 g·mol−1
1.72 D[1]
Related compounds
Related compounds
methylamine
ethylenediamine
aminomethanol
methanediol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Possible relevance to primordial chemistry

Methylamine and ammonia will react to form methanediamine when exposed under energetic electrons, just like conditions similar to cold molecular clouds.[2] Since methanediamine is the simplest molecule to contain the N-C-N moiety, it could be a vital intermediate in the abiogenesis of heterocyclic compounds that contain the N-C-N moiety, such as nucleobases.[2]

References

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