N,N,N',N'-tetramethylethylenediamine
Also known as TMEDA, TEMED
Tetramethylethylenediamine (TMEDA or TEMED) is a chemical compound with the formula (CH3)2NCH2CH2N(CH3)2. This species is derived from ethylenediamine by replacement of the four amine hydrogens with four methyl groups. It is a colorless liquid, although old samples often appear yellow. Its odor is similar to that of rotting fish.
Chemical data
- Formula
- C6H16N2
- Molecular weight
- 116.2 g/mol
- IUPAC name
- N,N,N',N'-tetramethylethane-1,2-diamine
- SMILES
- CN(C)CCN(C)C
- InChIKey
- KWYHDKDOAIKMQN-UHFFFAOYSA-N
- XLogP
- 0.3
- Polar surface area
- 6.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 116.13134851199999
~2 min read
Article
5 sectionsContents
- As a reagent in synthesis
- In molecular biology
- Other uses
- Related compounds
- References
Tetramethylethylenediamine (TMEDA or TEMED) is a chemical compound with the formula (CH3)2NCH2CH2N(CH3)2. This species is derived from ethylenediamine by replacement of the four amine hydrogens with four methyl groups. It is a colorless liquid, although old samples often appear yellow. Its odor is similar to that of rotting fish.
==As a reagent in synthesis== thumb|left|Structure of the TMEDA adduct of LiN(Si(CH3)3)2. Color code: blue = N, lavender = Li, yellow = Si TMEDA is widely employed as a ligand for metal ions. It forms stable complexes with many metal halides, e.g. zinc chloride and copper(I) iodide, giving complexes that are soluble in organic solvents. In such complexes, TMEDA serves as a bidentate ligand.