Tetramethylethylenediamine

This species is derived from ethylenediamine by replacement of the four amine hydrogens with four methyl groups.

[5] In such complexes [Li(tmeda)2]+ behaves like a quaternary ammonium salt, such as [NEt4]+.

sec-Butyllithium/TMEDA is a useful combination in organic synthesis where the n-butyl analogue adds to substrate.

TMEDA is still capable of forming a metal complex with Li in this case as mentioned above.

TEMED is a common reagent in molecular biology laboratories, as a polymerizing agent for polyacrylamide gels in the protein analysis technique SDS-PAGE.

Skeletal formula of tetramethylethylenediamine with some implicit hydrogens shown
Skeletal formula of tetramethylethylenediamine with some implicit hydrogens shown
Ball and stick model of tetramethylethylenediamine
Ball and stick model of tetramethylethylenediamine
NFPA 704 four-colored diamond Health 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroform Flammability 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g. propane Instability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calcium Special hazards (white): no code
TMEDA adduct of lithium bis(trimethylsilyl)amide Notice that the diamine is a bidentate ligand. [ 6 ]
Synthesis of [(TMEDA)Ni( o -tolyl)Cl]