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Merck
CN

D157805

N,N′-Dimethylethylenediamine

98%

Synonym(s):

DMEDA, 1,2-Bis(methylamino)ethane

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About This Item

Linear Formula:
CH3NHCH2CH2NHCH3
CAS Number:
Molecular Weight:
88.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-793-3
Beilstein/REAXYS Number:
878142
MDL number:
Assay:
98%
Form:
liquid
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Quality Level

assay

98%

form

liquid

refractive index

n20/D 1.431 (lit.)

bp

119 °C (lit.)

density

0.819 g/mL at 20 °C (lit.)

SMILES string

CNCCNC

InChI

1S/C4H12N2/c1-5-3-4-6-2/h5-6H,3-4H2,1-2H3

InChI key

KVKFRMCSXWQSNT-UHFFFAOYSA-N

Application

N,N′-Dimethylethylenediamine can be used as a ligand in the following processes:
  • Copper-catalyzed cyanations of aryl bromides using potassium hexacyanoferrate(II) to form the corresponding benzonitriles.
  • Copper-catalyzed tandem reaction of carbodiimide and isocyanoacetate to form benzoimidazo[1,5-α]imidazoles.
  • Aminothiolation of 1,1-dibromoalkene to form N-fused heterocycles.
  • In combination with ferrous chloride, for the N-arylation of NH-sulfoximines with aryl iodides to form N-arylsulfoximines.
  • It can catalyze the direct C-H arylation of unactivated benzene in the presence of potassium tert-butoxide to form the corresponding biaryl.



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pictograms

FlameCorrosion

signalword

Danger

hcodes

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

78.8 °F - closed cup

flash_point_c

26 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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Articles

Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.

Buchwald phosphine ligands for C-C, C-N, and C-O bond formation.


Kim A Lennox et al.
Oligonucleotides, 16(1), 26-42 (2006-04-06)
A wide variety of modified oligonucleotides have been tested as antisense agents. Each chemical modification produces a distinct profile of potency, toxicity, and specificity. Novel cationic phosphoramidate-modified antisense oligonucleotides have been developed recently that have unique and interesting properties. We
Ghotas Evindar et al.
The Journal of organic chemistry, 71(5), 1802-1808 (2006-02-25)
A general method for the formation of benzoxazoles via a copper-catalyzed cyclization of ortho-haloanilides is reported. This approach complements the more commonly used strategies for benzoxazole formation which require 2-aminophenols as substrates. The reaction involves an intramolecular C-O cross-coupling of
J T Hwang et al.
Nucleic acids research, 27(19), 3805-3810 (1999-09-11)
The formal C1'-oxidation product, 2-deoxyribonolactone, is formed as a result of DNA damage induced via a variety of agents, including gamma-radiolysis and the enediyne antitumor antibiotics. This alkaline labile lesion may also be an intermediate during DNA damage induced by



Global Trade Item Number

SKUGTIN
D157805-100G04061836830564
D157805-500G04061833502822
D157805-5G04061833560198
D157805-25G04061833560181