Tetramethylethylenediamine

Tetramethylethylenediamine
Names
	Preferred IUPAC name N,N,N′,N′-Tetramethylethane-1,2-diamine
Identifiers
CAS Number	110-18-9 ;
3D model (JSmol)	Interactive image;
Abbreviations	TMEDA, TEMED
Beilstein Reference	1732991
ChEBI	CHEBI:32850 ;
ChemSpider	7746 ;
ECHA InfoCard	100.003.405
EC Number	203-744-6;
Gmelin Reference	2707
MeSH	N,N,N',N'-tetramethylethylenediamine
PubChem CID	8037;
RTECS number	KV7175000;
UNII	K90JUB7941 ;
UN number	2372
CompTox Dashboard (EPA)	DTXSID5026122 ;
	InChI InChI=1S/C6H16N2/c1-7(2)5-6-8(3)4/h5-6H2,1-4H3 Key: KWYHDKDOAIKMQN-UHFFFAOYSA-N ;
	SMILES CN(C)CCN(C)C;
Properties
Chemical formula	C6H16N2
Molar mass	116.208 g·mol−1
Appearance	Colorless liquid
Odor	Fishy, ammoniacal
Density	0.7765 g mL−1 (at 20 °C)
Melting point	−58.6 °C; −73.6 °F; 214.5 K
Boiling point	121.1 °C; 249.9 °F; 394.2 K
Solubility in water	Miscible
Acidity (pKa)	8.97
Basicity (pKb)	5.85
Refractive index (nD)	1.4179 (20 °C)
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H225, H302, H314, H332
Precautionary statements	P210, P280, P305+P351+P338, P310
NFPA 704 (fire diamond)	2 4 1
Flash point	20 °C (68 °F; 293 K)
Explosive limits	0.98–9.08%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	5.39 g kg−1 (dermal, rabbit); 268 mg kg−1 (oral, rat);
Related compounds
Related amines	Triethylenetetramine
Related compounds	Tetraacetylethylenediamine; Ethylenediaminetetraacetic acid; Ethambutol;
Supplementary data page
	Tetramethylethylenediamine (data page)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox 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.