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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:
110-70-3
Molecular Weight:
88.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24893484
EC Number:
203-793-3
Beilstein/REAXYS Number:
878142
MDL number:
MFCD00008290
Assay:
98%
Form:
liquid

Key Documents

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Quality Level

200

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

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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.

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

hcodes

H226,H314

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ6485
0000480135
0000480135
MKCX8652
MKCX6556

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An environmentally benign procedure for the Cu-catalyzed cyanation of aryl bromides.
Schareina T, et al.
Tetrahedron Letters, 46(15), 2585-2588 (2005)
Organocatalysis in cross-coupling: DMEDA-catalyzed direct C? H arylation of unactivated benzene.
Liu W, et al.
Journal of the American Chemical Society, 132(47), 16737-16740 (2010)
Copper-catalyzed synthesis of N-fused heterocycles through regioselective 1, 2-aminothiolation of 1, 1-dibromoalkenes.
Xu H, et al.
Organic Letters, 12(16), 3704-3707 (2010)
Iron?Catalyzed C N Cross?Coupling of Sulfoximines with Aryl Iodides.
Correa A, et al.
Advanced Synthesis & Catalysis, 350(3), 391-394 (2008)
A Szent-Györgyi
Physiological chemistry and physics, 12(2), 99-110 (1980-01-01)
Most inanimate systems are build of closed-shell molecules in which electrons lack excitability and mobility. These electrons can be rendered reactive and mobile by taking out some of them, desaturating the system electronically. Single electrons can be taken out of
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Global Trade Item Number

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

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