1,2-dimethylethylenediamine

1,2-Dimethylethylenediamine

1,2-Dimethylethylenediamine

Chemical compound

1,2-Dimethylethylenediamine (DMEDA) is the organic compound with the formula (CH3NH)2C2H4. It is a colorless liquid with a fishy odor. It features two secondary amine functional groups.

Quick Facts Names, Identifiers ...

Reactions

DMEDA is used as a chelating diamine for the preparation of metal complexes, some of which function as homogeneous catalysts.[1][2]

The compound is used as a precursor to imidazolidines by condensation with ketones or with aldehydes:

RR'CO + C2H4(CH3NH)2 → C2H4(CH3N)2CRR' + H2O
View down chelate ring-Ni axis in trans-[NiCl2(DMEDA)2] (one DMEDA and chloride ligands omitted for clarity).[3] Color code: green = Ni, violet = N, dark gray = C

See also

References

  1. [1]
    Chan, Timothy R.; Hilgraf, Robert; Sharpless, K. Barry; Fokin, Valery V. "Polytriazoles as copper(I)-stabilizing ligands in catalysis" Organic Letters 2004, volume 6, 2853-2855. doi:10.1021/ol0493094
  2. [2]
    Klapars, Artis; Huang, Xiaohua; Buchwald, Stephen L. (2002). "A General and Efficient Copper Catalyst for the Amidation of Aryl Halides". Journal of the American Chemical Society. 124 (25): 7421–7428. doi:10.1021/ja0260465. PMID 12071751.
  3. [3]
    Ariyananda, W. G. Piyal; Norman, Richard E. (2006). "trans-Dichlorobis(N,N'-dimethylethane-1,2-diamine-κ2N,N')nickel(II)". Acta Crystallographica Section E. 62: m2339–m2341. doi:10.1107/S1600536806033770.
Share this article:

This article uses material from the Wikipedia article 1,2-dimethylethylenediamine, and is written by contributors. Text is available under a CC BY-SA 4.0 International License; additional terms may apply. Images, videos and audio are available under their respective licenses.