Ethylenediamine

Title: Ethylenediamine
CAS Registry Number: 107-15-3
CAS Name: 1,2-Ethanediamine
Additional Names: 1,2-diaminoethane
Molecular Formula: C2H8N2
Molecular Weight: 60.10
Percent Composition: C 39.97%, H 13.42%, N 46.61%
Line Formula: H2NCH2CH2NH2
Literature References: Manuf from ethylene dichloride and ammonia: Faith, Keyes & Clark's Industrial Chemicals, F. A. Lowenheim, M. K. Moran, Eds. (Wiley-Interscience, New York, 4th ed., 1975) pp 385-388. Toxicity: H. F. Smyth et al., J. Ind. Hyg. Toxicol. 23, 259 (1941).
Properties: Colorless, clear, thick liq; ammonia odor. d425 0.898. bp 116-117°. mp 8.5°. nD26 1.4540. Flash pt, closed cup: 110°F (43°C). Volatile with steam. Freely sol in water forming a hydrate, also in alcohol; slightly sol in ether; sol in benzene unless insufficiently dried: S. G. Boas-Traube et al., Nature 162, 960 (1948). Note: Strongly alkaline and may readily absorb CO2 from air to form a nonvolatile carbonate. Protect against undue exposure to the atmosphere. LD50 orally in rats: 1.16 g/kg (Smyth).
Melting point: mp 8.5°
Boiling point: bp 116-117°
Flash point: Flash pt, closed cup: 110°F (43°C)
Index of refraction: nD26 1.4540
Density: d425 0.898
Toxicity data: LD50 orally in rats: 1.16 g/kg (Smyth)
Derivative Type: Monohydrate
Properties: mp 10°; bp 118°.
Melting point: mp 10°
Boiling point: bp 118°
Derivative Type: Dihydrochloride
Molecular Formula: C2H8N2.2HCl
Molecular Weight: 133.02
Percent Composition: C 18.06%, H 7.58%, N 21.06%, Cl 53.30%
Properties: Crystals. Sublimes without melting. Freely sol in water. Practically insol in alcohol. Aq soln is practically neutral.
CAUTION: Potential symptoms of overexposure to ethylenediamine are irritation of nose, respiratory system; sensitization dermatitis; asthma; liver and kidney damage. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 136.
Use: Solvent for casein, albumin, shellac, and sulfur; emulsifier; stabilizing rubber latex; as inhibitor in antifreeze solns; in textile lubricants. Pharmaceutic aid (aminophylline injection stabilizer).
Therap-Cat-Vet: Dihydrochloride has been used as a urinary acidifier.
Ethylenimine Ethylestrenol Ethylhexyl Triazone Ethylidene Chloride Ethylidene Diacetate

Ethylenediamine
Skeletal formula of ethylenediamine
Ball and stick model of ethylenediamine Space-filling model of ethylenediamine
Sample of ethylenediamine in a jar
Identifiers
Abbreviations en
CAS number 107-15-3 YesY
PubChem 3301
ChemSpider 13835550 YesY
UNII 60V9STC53F YesY
EC number 203-468-6
UN number 1604
KEGG D01114 YesY
MeSH ethylenediamine
ChEBI CHEBI:30347 YesY
ChEMBL CHEMBL816 YesY
RTECS number KH8575000
Beilstein Reference 605263
Gmelin Reference 1098
Jmol-3D images Image 1
Properties
Molecular formula C2H8N2
Molar mass 60.10 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])
log P −2.057
Vapor pressure 1.3 kPa (at 20 °C)
kH 5.8 mol Pa−1 kg−1
Refractive index (nD) 1.4565
Thermochemistry
Specific
heat capacity C
172.59 J K−1 mol−1
Std molar
entropy So298
202.42 J K−1 mol−1
Std enthalpy of
formation ΔfHo298
−63.55–−62.47 kJ mol−1
Std enthalpy of
combustion ΔcHo298
−1.8678–−1.8668 MJ mol−1
Hazards
GHS pictograms The flame pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The corrosion pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The exclamation-mark pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS) The health hazard pictogram in the Globally Harmonized System of Classification and Labelling of Chemicals (GHS)
GHS signal word DANGER
GHS hazard statements H226, H302, H312, H314, H317, H334
GHS precautionary statements P261, P280, P305+351+338, P310
EU Index 612-006-00-6
EU classification Corrosive C
R-phrases R10, R21/22, R34, R42/43
S-phrases (S1/2), S26, S36/37/39, S45
NFPA 704
NFPA 704.svg
3
3
0
Flash point 34 °C (93 °F)[3]
Autoignition temperature 385 °C (725 °F)[3]
Explosive limits 2.7–16%
LD50 1.2 g kg−1 (oral, rat)
Related compounds
Related alkanamines 1,2-Diaminopropane, 1,3-Diaminopropane
Related compounds ethylamine
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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 strongly basic amine. It is a widely used building block in chemical synthesis, with approximately 500000000 kg being produced in 1998.[4] Ethylenediamine readily reacts with moisture in humid air to produce a corrosive, toxic and irritating mist, to which even short exposures can cause serious damage to health (see safety).