Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB001114
Name: Ethylenediamine
Description: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 500,000,000 kg being produced in 1998.In terms of quantities produced, ethylenediamine is the most significant diamine (aside from diaminohexane, which is a precursor to Nylon 6-6). Related derivatives of ethylenediamine include tetramethylethylenediamine, abbreviated (TMEDA), (CH3)2N-CH2CH2-N(CH3)2 and tetraethylethylenediamine, abbreviated (TEEDA), (C2H5)2N-CH2CH2-N(C2H5)2The bleaching activator tetraacetylethylenediamine is generated from ethylenediamine. The derivative N,N-ethylenebis(stearamide) (EBS) is a commercially significant mold-release agent and a surfactant in gasoline and motor oil."
  • 1,2-Diamino-ethaan
  • 1,2-Diamino-ethano
  • 1,2-Diaminoaethan
  • 1,2-Diaminoethane
  • 1,2-Diaminoethane dihydrochloride
  • 1,2-Ethanediamine
  • 1,2-Ethanediamine, dihydrochloride
  • 1,2-Ethylenediamine
  • 1,4-Butanediamine
  • 1,4-Diaminobutane
  • Aethaldiamin
  • Aethylenediamin
  • b-Aminoethylamine
  • Beta-Aminoethylamine
  • Chlor-ethamine
  • Diaminoethane
  • Dimethylenediamine
  • Dimethylenediamine dihydrochloride
  • Dimethylenediamine diydrochloride
  • Ethane-1,2-diamine
  • Ethanediamine
  • Ethyleendiamine
  • Ethylendiamine
  • Ethylenediamine di HCL
  • Ethylenediamine dihydrochloride
  • Ethylenediamine hydrochloride (van)
  • Ethylenediamine, dihydrochloride
  • Ethylenediammonium chloride
  • Ethylenediammonium dichloride
  • H2NCH2CH2NH2
  • Putrescine
  • Tetramethylenediamine
  • β-Aminoethylamine
Chemical Formula: C2H9N2
Average Molecular Weight: 61.1063
Monoisotopic Molecular Weight: 61.076573298
CAS number: 333-18-6
IUPAC Name:2-aminoethan-1-aminium
Traditional IUPAC Name: 2-aminoethanaminium
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as quaternary ammonium salts. These are compounds containing positively charged polyatomic ion of the structure NR4+, R being an alkyl group or an aryl group.
Kingdom Organic compounds
Super ClassOrganonitrogen compounds
Class Quaternary ammonium salts
Sub ClassNot Available
Direct Parent Quaternary ammonium salts
Alternative Parents
  • Quaternary ammonium salt
  • Hydrocarbon derivative
  • Primary amine
  • Primary aliphatic amine
  • Amine
  • Organic cation
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors Not Available
Physical Properties
State: Liquid
Melting point: 9 ?C
Experimental Properties:
Predicted Properties
Water Solubility130.0 mg/mLALOGPS
pKa (Strongest Basic)9.69ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area53.66 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity29.16 m3·mol-1ChemAxon
Polarizability7.42 Å3ChemAxon
Number of Rings0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-9000000000-4985de1c5392d9cbd49cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ox-9000000000-6fa8e4a5f9a4a9689d32View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-3393ca3f2cf9de78a66fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-9000000000-14ea32757884af230295View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-9000000000-c12a1fd0714f37802d9fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01ox-9000000000-84423b037087f58ff30cView in MoNA
  • Ishii, N., Nakahigashi, K., Baba, T., Robert, M., Soga, T., Kanai, A., Hirasawa, T., Naba, M., Hirai, K., Hoque, A., Ho, P. Y., Kakazu, Y., Sugawara, K., Igarashi, S., Harada, S., Masuda, T., Sugiyama, N., Togashi, T., Hasegawa, M., Takai, Y., Yugi, K., Arakawa, K., Iwata, N., Toya, Y., Nakayama, Y., Nishioka, T., Shimizu, K., Mori, H., Tomita, M. (2007). "Multiple high-throughput analyses monitor the response of E. coli to perturbations." Science 316:593-597. Pubmed: 17379776
  • Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
HMDB IDNot Available
Pubchem Compound ID5063660
Kegg IDC00134
ChemSpider ID4240651
Wikipedia IDNot Available
BioCyc IDCPD-3682
EcoCyc IDCPD-3682