D157805

N,N′-Dimethylethylenediamine

98%

• Synonym(s): DMEDA, 1,2-Bis(methylamino)ethane
• Linear Formula: CH₃NHCH₂CH₂NHCH₃
• CAS Number: 110-70-3
• Molecular Weight: 88.15
• Beilstein/REAXYS Number: 878142
• EC Number: 203-793-3
• MDL number: MFCD00008290
• UNSPSC Code: 12352100
• PubChem Substance ID: 24893484
• NACRES: NA.22

Properties

• 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

Description

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.

Safety Information

• pictograms: GHS02,GHS05
• signalword: Danger
• hcodes: H226,H314
• pcodes: P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B
• Storage Class: 3 - Flammable liquids
• wgk_germany: 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