Ethylenediamine

• Formula: C₂H₈N₂
• Molecular weight: 60.0983
• IUPAC Standard InChI: InChI=1S/C2H8N2/c3-1-2-4/h1-4H2 Copy

  
• IUPAC Standard InChIKey: PIICEJLVQHRZGT-UHFFFAOYSA-N Copy
• CAS Registry Number: 107-15-3
• Chemical structure:
  This structure is also available as a 2d Mol file or as a computed 3d SD file
  The 3d structure may be viewed using Java or Javascript.
• Other names: 1,2-Ethanediamine; β-Aminoethylamine; Dimethylenediamine; Ethane-1,2-diamine; 1,2-Diaminoethane; 1,2-Ethylenediamine; H2NCH2CH2NH2; Aethaldiamin; Aethylenediamin; 1,2-Diaminoaethan; 1,2-Diamino-ethaan; 1,2-Diamino-ethano; Ethyleendiamine; Ethylendiamine; NCI-C60402; UN 1604
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Reaction thermochemistry data
  • Gas phase ion energetics data
  • Ion clustering data
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Henry's Law data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
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Reaction thermochemistry data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled as indicated in comments:
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. A general reaction search form is also available. Future versions of this site may rely on reaction search pages in place of the enumerated reaction displays seen below.

Individual Reactions

( • 2) +  = ( • 3)

By formula: (K⁺ • 2C₂H₈N₂) + C₂H₈N₂ = (K⁺ • 3C₂H₈N₂)

Bond type: Polydentate bonding in non-hydrogen-bonded positive ions

( • ) +  = ( • 2)

By formula: (K⁺ • C₂H₈N₂) + C₂H₈N₂ = (K⁺ • 2C₂H₈N₂)

Bond type: Polydentate bonding in non-hydrogen-bonded positive ions

(C₂H₉N⁺ • 2) +  = (C₂H₉N⁺ • 3)

By formula: (C₂H₉N⁺ • 2C₂H₈N₂) + C₂H₈N₂ = (C₂H₉N⁺ • 3C₂H₈N₂)

 +  = ( • )

By formula: K⁺ + C₂H₈N₂ = (K⁺ • C₂H₈N₂)

Bond type: Polydentate bonding in non-hydrogen-bonded positive ions

 +  =

By formula: C₂H₈N₂ + C₂H₅N = C₄H₁₃N₃

Gas phase ion energetics data

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Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data evaluated as indicated in comments:
HL - Edward P. Hunter and Sharon G. Lias

Data compiled as indicated in comments:
MM - Michael M. Meot-Ner (Mautner)
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard

Proton affinity at 298K

Ionization energy determinations

Appearance energy determinations

Ion clustering data

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, References, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Data compiled by: Michael M. Meot-Ner (Mautner) and Sharon G. Lias

Note: Please consider using the reaction search for this species. This page allows searching of all reactions involving this species. Searches may be limited to ion clustering reactions. A general reaction search form is also available.

Clustering reactions

(C₂H₉N⁺ • 2) +  = (C₂H₉N⁺ • 3)

By formula: (C₂H₉N⁺ • 2C₂H₈N₂) + C₂H₈N₂ = (C₂H₉N⁺ • 3C₂H₈N₂)

 +  = ( • )

By formula: K⁺ + C₂H₈N₂ = (K⁺ • C₂H₈N₂)

Bond type: Polydentate bonding in non-hydrogen-bonded positive ions

( • ) +  = ( • 2)

By formula: (K⁺ • C₂H₈N₂) + C₂H₈N₂ = (K⁺ • 2C₂H₈N₂)

Bond type: Polydentate bonding in non-hydrogen-bonded positive ions

( • 2) +  = ( • 3)

By formula: (K⁺ • 2C₂H₈N₂) + C₂H₈N₂ = (K⁺ • 3C₂H₈N₂)

Bond type: Polydentate bonding in non-hydrogen-bonded positive ions

References

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, Notes

Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.

Davidson and Kebarle, 1976
Davidson, W.R.; Kebarle, P., Binding Energies and Stabilities of Potassium Ion Complexes with Ethylene Diamine and Dimethoxyethane (Glyme) from Measurements of the Complexing Equilibria in the Gas Phase, Can. J. Chem., 1976, 54, 16, 2594, https://doi.org/10.1139/v76-368 . [all data]

Wincel and Herman, 1973
Wincel, H.; Herman, J.A., Photoionization Study of Clustering Reactions in Diamines: Ethane-1,2-diamine, Propane-1,2-diamine and Propane-1,3-diamine, J. Chem. Soc. Faraday Trans., 1973, 69, 1797, https://doi.org/10.1039/f19736901797 . [all data]

Dalin, Bobylev, et al., 1988
Dalin, A.R.; Bobylev, V.A.; Suslikov, V.F.; Kamskaya, O.I.; Tereshchenko, G.F., Nucleophilic cleavage and the formation of saturated heterocycles. VII. Kinetic and thermochemical study of reactions of aziridine with ethylene amines, J. Gen. Chem. USSR, 1988, 58, 1868-1871. [all data]

Hunter and Lias, 1998
Hunter, E.P.; Lias, S.G., Evaluated Gas Phase Basicities and Proton Affinities of Molecules: An Update, J. Phys. Chem. Ref. Data, 1998, 27, 3, 413-656, https://doi.org/10.1063/1.556018 . [all data]

Hahn and Wesdemiotis, 2003
Hahn, I.S.; Wesdemiotis, C., Protonation Thermochemistry of beta-Alanine. An Evaluation of Proton Affinities and Entropies Determined by the Extended Kinetic Method, Int. J. Mass Spectrometry, 2003, 222, 465. [all data]

Wang, Chu, et al., 1999
Wang, Z.; Chu, I.K.; Rodriquez, C.F.; Hopkinson, A.C.; Siu, K.W.M., α,ω-Diaminoalkanes as models for bases that dicoordinate the proton: An evaluation of the kinetic method for estimating their proton affinities, J. Phys. Chem. A., 1999, 103, 8700. [all data]

Kimura, Katsumata, et al., 1981
Kimura, K.; Katsumata, S.; Achiba, Y.; Yamazaki, T.; Iwata, S., Ionization energies, Ab initio assignments, and valence electronic structure for 200 molecules in Handbook of HeI Photoelectron Spectra of Fundamental Organic Compounds, Japan Scientific Soc. Press, Tokyo, 1981. [all data]

Burkey, Castelhano, et al., 1983
Burkey, T.J.; Castelhano, A.L.; Griller, D.; Lossing, F.P., Heats of formation and ionization potentials of some α-aminoalkyl radicals, J. Am. Chem. Soc., 1983, 105, 4701. [all data]

Notes

Go To: Top, Reaction thermochemistry data, Gas phase ion energetics data, Ion clustering data, References

• Symbols used in this document:
  

  AE	Appearance energy
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions

• Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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