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词条 1,2-Dimethylethylenediamine
释义

  1. Reactions

  2. See also

  3. References

{{Chembox
| ImageFile = 1,2-C2H4(NHMe)2.png
| ImageSize =
| ImageAlt =
| IUPACName = N,N′-Dimethylethane-1,2-diamine
| OtherNames = N,N′-Dimethyl-1,2-ethanediamine
|Section1={{Chembox Identifiers
| CASNo = 110-70-3
| PubChem = 8070
| SMILES = CNCCNC
| ChemSpiderID = 7779
| StdInChI = 1S/C4H12N2/c1-5-3-4-6-2/h5-6H,3-4H2,1-2H3
| StdInChIKey = KVKFRMCSXWQSNT-UHFFFAOYSA-N}}
|Section2={{Chembox Properties
| C=4|H=12|N=2
| Appearance = Colorless liquid
| Density =
| MeltingPt =
| BoilingPtC = 120
| Solubility = }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt = }}
}}

1,2-Dimethylethylenediamine (DMEDA) is the organic compound with the formula (CH{{sub|3}}NH){{sub|2}}C{{sub|2}}H{{sub|4}}. It is a colorless liquid with a fishy odor. It features two secondary amine functional groups.

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 + C{{sub|2}}H{{sub|4}}(CH{{sub|3}}NH){{sub|2}} → C{{sub|2}}H{{sub|4}}(CH{{sub|3}}N){{sub|2}}CRR' + H{{sub|2}}O

See also

  • 1,1-Dimethylethylenediamine
  • Dimethylaminopropylamine

References

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. ^{{cite journal|title=A General and Efficient Copper Catalyst for the Amidation of Aryl Halides|last1=Klapars|first1=Artis|last2=Huang|first2=Xiaohua|last3=Buchwald|first3=Stephen L.|journal=Journal of the American Chemical Society|year=2002|volume=124|pages=7421–7428|doi=10.1021/ja0260465}}
3. ^{{cite journal|title=trans-Dichlorobis(N,N'-dimethylethane-1,2-diamine-κ2N,N')nickel(II)|last1=Ariyananda|first1=W. G. Piyal|last2=Norman|first2=Richard E.|journal=Acta Crystallographica Section E|year=2006|volume=62|pages=m2339-m2341|doi=10.1107/S1600536806033770}}
{{DEFAULTSORT:Dimethylethylenediamine, 1, 2-}}

2 : Diamines|Chelating agents

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