Ethylenediamine

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. Ethylenediamine is the first member of the so-called polyethylene amines.

Ethylenediamine
Names
Preferred IUPAC name
Ethane-1,2-diamine
Other names
Edamine, 1,2-Diaminoethane, 'en' when a ligand
Identifiers
3D model (JSmol)
Abbreviations en
605263
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.154
EC Number
  • 203-468-6
1098
KEGG
MeSH ethylenediamine
PubChem CID
RTECS number
  • KH8575000
UNII
UN number 1604
  • InChI=1S/C2H8N2/c3-1-2-4/h1-4H2 Y
    Key: PIICEJLVQHRZGT-UHFFFAOYSA-N Y
SMILES
  • NCCN
Properties
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)
miscible
log P −2.057
Vapor pressure 1.3 kPa (at 20 °C)
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
172.59 J K−1 mol−1
Std molar
entropy (S298)
202.42 J K−1 mol−1
Std enthalpy of
formation fH298)
−63.55 to −62.47 kJ mol−1
−1.8678 to −1.8668 MJ mol−1
Hazards
GHS labelling:
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)
3
2
0
Flash point 34 °C (93 °F; 307 K)
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).
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Infobox references
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