Bis(dimethylamino)methane

Bis(dimethylamino)methane

Bis(dimethylamino)methane

Chemical compound

Bis(dimethylamino)methane is the organic compound with the formula [(CH3)2N]2CH2. It is classified as an aminal as well as a ditertiary amine, in fact the simplest. It is a colorless liquid that is widely available. It is prepared by the reaction of dimethylamine and formaldehyde:[1]

2 (CH3)2NH + CH2O → [(CH3)2N]2CH2 + H2O
Quick Facts Names, Identifiers ...

It is used for the dimethylaminomethylation reactions, the reaction being initiated by the addition of a strong, anhydrous acid:[2]

[(CH3)2N]2CH2 + H+ → (CH3)2NCH2+ + (CH3)2NH

References

  1. [1]
    Gaudry, Michel; Jasor, Yves; Khac, Trung Bui (1979). "Regioselective Mannich Condensation with Dimethyl(Methylene)ammonium Trifluoroacetate: 1-(Dimethylamino)-4-methyl-3-pentanone". Org. Synth. 59: 153. doi:10.15227/orgsyn.059.0153.
  2. [2]
    Allen J. Duplantier (2001). "Bis(dimethylamino)methane". EEROS, Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rb143. ISBN 0471936235.
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