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411019 Sigma-Aldrich

N,N,N′,N′-Tetramethylethylenediamine

≥99.5%, purified by redistillation

Synonym: 1,2-Bis(dimethylamino)ethane, TEMED, TMEDA

  • CAS Number 110-18-9

  • Linear Formula (CH3)2NCH2CH2N(CH3)2

  • Molecular Weight 116.20

  •  Beilstein/REAXYS Number 1732991

  •  EC Number 203-744-6

  •  MDL number MFCD00008335

  •  PubChem Substance ID 24865721

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, Chemical Reagents, Chemical Synthesis, Development Quantities for Research, Nitrogen Compounds - Organic Building Blocks,
Quality Level   200
assay   ≥99.5%
purified by   redistillation
expl. lim.   9.08 %
refractive index   n20/D 1.4179 (lit.)
bp   120-122 °C (lit.)
mp   −55 °C (lit.)
density   0.775 g/mL at 20 °C (lit.)
SMILES string   CN(C)CCN(C)C
InChI   1S/C6H16N2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H3
InChI key   KWYHDKDOAIKMQN-UHFFFAOYSA-N

Description

General description

N,N,N′,N′-Tetramethylethylenediamine (TMEDA) is a bidentate tertiary amine. It is a Lewis base having good solvating properties. It is useful ligand for organolithium chemistry. Ultrafast molecular structural dynamics of the charge transfer in N,N,N′,N′-tetramethylethylenediamine has been studied by Rydberg fingerprint spectroscopy.

Packaging

1, 2 L in Sure/Seal™

100 mL in Sure/Seal™

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2372 3 / PGII
WGK Germany 
WGK 1
RTECS 
KV7175000
Flash Point(F) 
68.0 °F - closed cup
Flash Point(C) 
20 °C - closed cup

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Meet Synthia - Retrosynthesis Sofware
Protocols & Articles

Protocols

Negishi Reaction in Water at Room Temperature using TPGS-750-M - Procedures, Precautions, Materials

TPGS-750-M, DL-α-Tocopherol methoxypolyethylene glycol succinate, is a designer surfactant composed of a lipophilic α-tocopherol moiety and a hydrophilic PEG-750-M chain, joined by an inexpensive suc...
Keywords: Catalysis, Chromatography, Coupling reactions, Cross couplings, Environmental, Flash chromatography

Procedures for Transition-Metal-Catalyzed Cross-Coupling Reactions

TPGS-750-M, DL-α-Tocopherol methoxypolyethylene glycol succinate, is a designer surfactant composed of a lipophilic α-tocopherol moiety and a hydrophilic PEG-750-M chain, joined by an inexpensive suc...
Keywords: Aminations, Buchwald-Hartwig amination, Catalysis, Chromatography, Coupling reactions, Cross couplings, Environmental, Evaporation, Flash chromatography, Heck Reaction, Ligands, Metathesis, Olefin metathesis

Peer-Reviewed Papers
15

References

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