Ethylenediamine

Ethylenediamine
Ball and stick model of ethylenediamine	Space-filling model of ethylenediamine
Names
	Preferred IUPAC name Ethane-1,2-diamine
	Other names Edamine, 1,2-Diaminoethane, 'en' when a ligand
Identifiers
CAS Number	107-15-3 ;
3D model (JSmol)	Interactive image;
Abbreviations	en
Beilstein Reference	605263
ChEBI	CHEBI:30347 ;
ChEMBL	ChEMBL816 ;
ChemSpider	13835550 ;
ECHA InfoCard	100.003.154
EC Number	203-468-6;
Gmelin Reference	1098
KEGG	D01114 ;
MeSH	ethylenediamine
PubChem CID	3301;
RTECS number	KH8575000;
UNII	60V9STC53F ;
UN number	1604
CompTox Dashboard (EPA)	DTXSID5021881 ;
	InChI InChI=1S/C2H8N2/c3-1-2-4/h1-4H2 Key: PIICEJLVQHRZGT-UHFFFAOYSA-N ;
	SMILES NCCN;
Properties
Chemical formula	C2H8N2
Molar mass	60.100 g·mol−1
Appearance	Colorless liquid
Odor	Ammoniacal
Density	0.90 g/cm3
Melting point	8 °C (46 °F; 281 K)
Boiling point	116 °C (241 °F; 389 K)
Solubility in water	miscible
log P	−2.057
Vapor pressure	1.3 kPa (at 20 °C)
Henry's law; constant (kH)	5.8 mol Pa−1 kg−1
Magnetic susceptibility (χ)	−46.26×10−6 cm3 mol−1; −76.2×10−6 cm3 mol−1 (HCl salt);
Refractive index (nD)	1.4565
Thermochemistry
Heat capacity (C)	172.59 J K−1 mol−1
Std molar; entropy (S⦵298)	202.42 J K−1 mol−1
Std enthalpy of; formation (ΔfH⦵298)	−63.55 to −62.47 kJ mol−1
Std enthalpy of; combustion (ΔcH⦵298)	−1.8678 to −1.8668 MJ mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H226, H302, H311, H314, H317, H332, H334, H412
Precautionary statements	P101, P102, P260, P273, P280, P305+P351+P338, P308+P313, P405, P501
NFPA 704 (fire diamond)	3 2 0
Flash point	34 °C (93 °F; 307 K)
Autoignition; temperature	385 °C (725 °F; 658 K)
Explosive limits	2.7–16%
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	500 mg/kg (oral, rat); 470 mg/kg (oral, guinea pig); 1160 mg/kg (oral, rat)
	NIOSH (US health exposure limits):
PEL (Permissible)	TWA 10 ppm (25 mg/m3)
REL (Recommended)	TWA 10 ppm (25 mg/m3)
IDLH (Immediate danger)	1000 ppm
Related compounds
Related alkanamines	1,2-Diaminopropane, 1,3-Diaminopropane
Related compounds	Ethylamine, Ethylenedinitramine
	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

Ethylenediamine (abbreviated as en when a ligand) is the organic compound with the formula C₂H₄(NH₂)₂. This colorless liquid with an ammonia-like odor is a basic amine. It is a widely used building block in chemical synthesis, with approximately 500,000 tonnes produced in 1998.^[6] Ethylenediamine is the first member of the so-called polyethylene amines.

^ "32007R0129". European Union. 12 February 2007. Annex II. Retrieved 3 May 2012.
^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 676. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^ ^a ^b ^c ^d ^e ^f ^g Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
^ ^a ^b ^c NIOSH Pocket Guide to Chemical Hazards. "#0269". National Institute for Occupational Safety and Health (NIOSH).
^ "Ethylenediamine". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
^ Eller, Karsten; Henkes, Erhard; Rossbacher, Roland; Höke, Hartmut (2005). "Amines, Aliphatic". Amines, Aliphatic. Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH Verlag. doi:10.1002/14356007.a02_001. ISBN 3-527-30673-0.

[1] "32007R0129". European Union. 12 February 2007. Annex II. Retrieved 3 May 2012.

[2] International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 676. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

[GESTIS-3] ^ ^a ^b ^c ^d ^e ^f ^g Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health

[PGCH-4] NIOSH Pocket Guide to Chemical Hazards. "#0269". National Institute for Occupational Safety and Health (NIOSH).

[5] "Ethylenediamine". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).

[Ullmann-6] Eller, Karsten; Henkes, Erhard; Rossbacher, Roland; Höke, Hartmut (2005). "Amines, Aliphatic". Amines, Aliphatic. Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH Verlag. doi:10.1002/14356007.a02_001. ISBN 3-527-30673-0.

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