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D157805

Sigma-Aldrich

N,N′-Dimethylethylenediamine

98%

Sinónimos:

DMEDA, 1,2-Bis(methylamino)ethane

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About This Item

Fórmula lineal:
CH3NHCH2CH2NHCH3
Número de CAS:
110-70-3
Peso molecular:
88.15
Beilstein:
878142
Número CE:
203-793-3
Número MDL:
MFCD00008290
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
24893484
NACRES:
NA.22
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Nivel de calidad

200

Ensayo

98%

Formulario

liquid

índice de refracción

n20/D 1.431 (lit.)

bp

119 °C (lit.)

densidad

0.819 g/mL at 20 °C (lit.)

cadena SMILES

CNCCNC

InChI

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

Clave InChI

KVKFRMCSXWQSNT-UHFFFAOYSA-N

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Aplicación

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.[1]
  • Copper-catalyzed tandem reaction of carbodiimide and isocyanoacetate to form benzoimidazo[1,5-α]imidazoles.[2]
  • Aminothiolation of 1,1-dibromoalkene to form N-fused heterocycles.[3]
  • In combination with ferrous chloride, for the N-arylation of NH-sulfoximines with aryl iodides to form N-arylsulfoximines.[4]
  • It can catalyze the direct C-H arylation of unactivated benzene in the presence of potassium tert-butoxide to form the corresponding biaryl.[5]

Pictogramas

FlameCorrosion
GHS02,GHS05

Palabra de señalización

Danger

Frases de peligro

H226,H314

Clasificaciones de peligro

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

Código de clase de almacenamiento

3 - Flammable liquids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

78.8 °F - closed cup

Punto de inflamabilidad (°C)

26 °C - closed cup

Equipo de protección personal

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

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Certificados de análisis (COA)

Lot/Batch Number
0000326658
0000326658
MKCT1247
0000231482
0000231482

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Iron?Catalyzed C N Cross?Coupling of Sulfoximines with Aryl Iodides.
Correa A, et al.
Advanced Synthesis & Catalysis, 350(3), 391-394 (2008)
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)
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)
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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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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