Ethylenediamine

Ethylenediamine
Skeletal formula of ethylenediamine
Ball and stick model of ethylenediamine
Ball and stick model of ethylenediamine
Space-filling model of ethylenediamine
Space-filling model of ethylenediamine
Names
Preferred IUPAC name
Ethane-1,2-diamine[2]
Other names
Edamine,[1] 1,2-Diaminoethane, 'en' when a ligand
Identifiers
3D model (JSmol)
Abbreviations en
605263
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.154 Edit this at Wikidata
EC Number
  • 203-468-6
1098
KEGG
MeSH ethylenediamine
RTECS number
  • KH8575000
UNII
UN number 1604
  • InChI=1S/C2H8N2/c3-1-2-4/h1-4H2 checkY
    Key: PIICEJLVQHRZGT-UHFFFAOYSA-N checkY
  • NCCN
Properties
C2H8N2
Molar mass 60.100 g·mol−1
Appearance Colorless liquid[3]
Odor Ammoniacal[3]
Density 0.90 g/cm3[3]
Melting point 8 °C (46 °F; 281 K)[3]
Boiling point 116 °C (241 °F; 389 K)[3]
miscible
log P −2.057
Vapor pressure 1.3 kPa (at 20 °C)
5.8 mol Pa−1 kg−1
  • −46.26×10−6 cm3 mol−1
  • −76.2×10−6 cm3 mol−1 (HCl salt)
1.4565
Thermochemistry
172.59 J K−1 mol−1
202.42 J K−1 mol−1
−63.55 to −62.47 kJ mol−1
−1.8678 to −1.8668 MJ mol−1
Hazards
GHS labelling:
GHS02: Flammable GHS06: Toxic GHS05: Corrosive GHS08: Health hazard
Danger
H226, H302, H311, H314, H317, H332, H334, H412
P101, P102, P260, P273, P280, P305+P351+P338, P308+P313, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
2
0
Flash point 34 °C (93 °F; 307 K)[3]
385 °C (725 °F; 658 K)[3]
Explosive limits 2.7–16%
Lethal dose or concentration (LD, LC):
500 mg/kg (oral, rat)
470 mg/kg (oral, guinea pig)
1160 mg/kg (oral, rat)[5]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 10 ppm (25 mg/m3)[4]
REL (Recommended)
 TWA 10 ppm (25 mg/m3)[4]
IDLH (Immediate danger)
 1000 ppm[4]
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).
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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.

  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.
  3. ^ a b c d e f g Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  4. ^ a b c 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).
  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.