Ethylene

• Formula: C₂H₄
• Molecular weight: 28.0532
• IUPAC Standard InChI: InChI=1S/C2H4/c1-2/h1-2H2 Copy

  
• IUPAC Standard InChIKey: VGGSQFUCUMXWEO-UHFFFAOYSA-N Copy
• CAS Registry Number: 74-85-1
• 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.
• Isotopologues:
  • (Z)-Ethylene-1,2-d2
• Other names: Ethene; Acetene; Bicarburretted hydrogen; Elayl; Olefiant gas; C2H4; Athylen; Liquid ethyene; UN 1038; UN 1962
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Reaction thermochemistry data (reactions 1 to 50)
  • Vibrational and/or electronic energy levels
  • References
  • Notes
• Other data available:
  • Gas phase thermochemistry data
  • Condensed phase thermochemistry data
  • Phase change data
  • Reaction thermochemistry data: reactions 51 to 54
  • Henry's Law data
  • Gas phase ion energetics data
  • Ion clustering data
  • IR Spectrum
  • Mass spectrum (electron ionization)
  • UV/Visible spectrum
  • Gas Chromatography
  • Fluid Properties
• Data at other public NIST sites:
  • Microwave spectra (on physics lab web site)
  • Electron-Impact Ionization Cross Sections (on physics web site)
  • Gas Phase Kinetics Database
• Options:
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Reaction thermochemistry data

Go To: Top, Vibrational and/or electronic energy levels, References, Notes

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:
B - John E. Bartmess
MS - José A. Martinho Simões
M - Michael M. Meot-Ner (Mautner) and Sharon G. Lias
RCD - Robert C. Dunbar
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.

Reactions 1 to 50

C₂H₃^- +  =

By formula: C₂H₃^- + H⁺ = C₂H₄

C₇H₄CrO₅ (g) = C₅CrO₅ (g) +  (g)

By formula: C₇H₄CrO₅ (g) = C₅CrO₅ (g) + C₂H₄ (g)

 +  = ( • )

By formula: Ag⁺ + C₂H₄ = (Ag⁺ • C₂H₄)

Free energy of reaction

 +  = ( • )

By formula: H₄N⁺ + C₂H₄ = (H₄N⁺ • C₂H₄)

Free energy of reaction

 +  = ( • )

By formula: Co⁺ + C₂H₄ = (Co⁺ • C₂H₄)

Enthalpy of reaction

=  + 

By formula: C₂H₅Cl = C₂H₄ + HCl

 +  = ( • )

By formula: Cr⁺ + C₂H₄ = (Cr⁺ • C₂H₄)

Enthalpy of reaction

 +  = ( • )

By formula: Ni⁺ + C₂H₄ = (Ni⁺ • C₂H₄)

Enthalpy of reaction

 +  = ( • )

By formula: Cu⁺ + C₂H₄ = (Cu⁺ • C₂H₄)

Enthalpy of reaction

 +  = ( • )

By formula: Sc⁺ + C₂H₄ = (Sc⁺ • C₂H₄)

Enthalpy of reaction

 +  = ( • )

By formula: La⁺ + C₂H₄ = (La⁺ • C₂H₄)

Enthalpy of reaction

 +  = ( • )

By formula: Y⁺ + C₂H₄ = (Y⁺ • C₂H₄)

Enthalpy of reaction

 +  = ( • )

By formula: Ti⁺ + C₂H₄ = (Ti⁺ • C₂H₄)

Enthalpy of reaction

 +  = ( • )

By formula: V⁺ + C₂H₄ = (V⁺ • C₂H₄)

Enthalpy of reaction

 +  = ( • )

By formula: Fe⁺ + C₂H₄ = (Fe⁺ • C₂H₄)

Enthalpy of reaction

 +  =

By formula: C₂H₄ + Br₂ = C₂H₄Br₂

 +  =

By formula: C₂H₄ + I₂ = C₂H₄I₂

( • ) +  = ( • 2)

By formula: (Ag⁺ • C₂H₄) + C₂H₄ = (Ag⁺ • 2C₂H₄)

 +  =

By formula: H₂ + C₂H₄ = C₂H₆

=  + 

By formula: C₂H₅Br = HBr + C₂H₄

C₃H₉Si⁺ +  = (C₃H₉Si⁺ • )

By formula: C₃H₉Si⁺ + C₂H₄ = (C₃H₉Si⁺ • C₂H₄)

C₂H₄⁺ +  = (C₂H₄⁺ • )

By formula: C₂H₄⁺ + C₂H₄ = (C₂H₄⁺ • C₂H₄)

C₆H₄FeO₄ (l) = 4 (g) +  (cr) +  (g)

By formula: C₆H₄FeO₄ (l) = 4CO (g) + Fe (cr) + C₂H₄ (g)

=  + 

By formula: C₈H₁₂ = C₆H₈ + C₂H₄

 +  = ( • )

By formula: F^- + C₂H₄ = (F^- • C₂H₄)

Rh⁺ +  = (Rh⁺ • )

By formula: Rh⁺ + C₂H₄ = (Rh⁺ • C₂H₄)

Enthalpy of reaction

C₇H₉Cl₂NPd (solution) +  (l) = (PdCl₂(C₅H₅N)₂) (solution) +  (solution)

By formula: C₇H₉Cl₂NPd (solution) + C₄H₄N₂ (l) = (PdCl₂(C₅H₅N)₂) (solution) + C₂H₄ (solution)

 (solution) +  (solution) = C₁₃H₁₉O₂Rh (solution) + 2 (solution)

By formula: C₉H₁₅O₂Rh (solution) + C₈H₁₂ (solution) = C₁₃H₁₉O₂Rh (solution) + 2C₂H₄ (solution)

 (g) + C₂H₃BrMg (solution) =  (solution) + Br₂Mg (solution)

By formula: HBr (g) + C₂H₃BrMg (solution) = C₂H₄ (solution) + Br₂Mg (solution)

C₆HCrO₆⁺ +  = (C₆HCrO₆⁺ • )

By formula: C₆HCrO₆⁺ + C₂H₄ = (C₆HCrO₆⁺ • C₂H₄)

 +  = ( • )

By formula: Al⁺ + C₂H₄ = (Al⁺ • C₂H₄)

(CAS Reg. No. 25013-41-6 • 4294967295) +  = CAS Reg. No. 25013-41-6

By formula: (CAS Reg. No. 25013-41-6 • 4294967295C₂H₄) + C₂H₄ = CAS Reg. No. 25013-41-6

 +  =  + 

By formula: H₂ + C₂H₃Cl = C₂H₄ + HCl

 +  =

By formula: C₂H₄ + Cl₂ = C₂H₄Cl₂

=  +  + 

By formula: C₂H₄ClI = I + Cl + C₂H₄

(C₂H₄⁺ • ) +  = (C₂H₄⁺ • 2)

By formula: (C₂H₄⁺ • C₂H₄) + C₂H₄ = (C₂H₄⁺ • 2C₂H₄)

C₁₂H₁₄Mo (cr) +  (cr) = C₁₀H₁₀I₂Mo (cr) +  (g)

By formula: C₁₂H₁₄Mo (cr) + I₂ (cr) = C₁₀H₁₀I₂Mo (cr) + C₂H₄ (g)

 (cr) + 2 (g) =  (cr) + 2 (g)

By formula: C₉H₁₅O₂Rh (cr) + 2CO (g) = C₇H₇O₄Rh (cr) + 2C₂H₄ (g)

C₉H₁₅IrO₂ (cr) + 2 (g) = C₇H₇IrO₄ (cr) + 2 (g)

By formula: C₉H₁₅IrO₂ (cr) + 2CO (g) = C₇H₇IrO₄ (cr) + 2C₂H₄ (g)

( • ) +  = ( • 2)

By formula: (Fe⁺ • C₂H₄) + C₂H₄ = (Fe⁺ • 2C₂H₄)

( • ) +  = ( • 2)

By formula: (Cr⁺ • C₂H₄) + C₂H₄ = (Cr⁺ • 2C₂H₄)

( • ) +  = ( • 2)

By formula: (Mn⁺ • C₂H₄) + C₂H₄ = (Mn⁺ • 2C₂H₄)

( • ) +  = ( • 2)

By formula: (V⁺ • C₂H₄) + C₂H₄ = (V⁺ • 2C₂H₄)

( • ) +  = ( • 2)

By formula: (Ni⁺ • C₂H₄) + C₂H₄ = (Ni⁺ • 2C₂H₄)

( • ) +  = ( • 2)

By formula: (Co⁺ • C₂H₄) + C₂H₄ = (Co⁺ • 2C₂H₄)

( • ) +  = ( • 2)

By formula: (Cu⁺ • C₂H₄) + C₂H₄ = (Cu⁺ • 2C₂H₄)

=  + 

By formula: C₇H₁₀ = C₅H₆ + C₂H₄

2 =

By formula: 2C₂H₄ = C₄H₈

=  + 

By formula: C₂H₄I₂ = C₂H₄ + I₂

 +  =

By formula: C₄H₈ + C₂H₄ = C₆H₁₂

Vibrational and/or electronic energy levels

Go To: Top, Reaction thermochemistry 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: Takehiko Shimanouchi

Symmetry:   D_2h     Symmetry Number σ = 4

Source: Shimanouchi, 1972

Notes

References

Go To: Top, Reaction thermochemistry data, Vibrational and/or electronic energy levels, Notes

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

Ervin, Gronert, et al., 1990
Ervin, K.M.; Gronert, S.; Barlow, S.E.; Gilles, M.K.; Harrison, A.G.; Bierbaum, V.M.; DePuy, C.H.; Lin, W.C., Bonds Strengths of Ethylene and Acetylene, J. Am. Chem. Soc., 1990, 112, 15, 5750, https://doi.org/10.1021/ja00171a013 . [all data]

DePuy, Gronert, et al., 1989
DePuy, C.H.; Gronert, S.; Barlow, S.E.; Bierbaum, V.M.; Damrauer, R., The Gas Phase Acidities of the Alkanes, J. Am. Chem. Soc., 1989, 111, 6, 1968, https://doi.org/10.1021/ja00188a003 . [all data]

Peerboom, Rademaker, et al., 1992
Peerboom, R.A.L.; Rademaker, G.J.; Dekoning, L.J.; Nibbering, N.M.M., Stabilization of Cycloalkyl Carbanions in the Gas Phase, Rapid Commun. Mass Spectrom., 1992, 6, 6, 394, https://doi.org/10.1002/rcm.1290060608 . [all data]

Froelicher, Freiser, et al., 1986
Froelicher, S.W.; Freiser, B.S.; Squires, R.R., The C₃H₅^- isomers. Experimental and theoretical studies of the tautomeric propenyl ions and the cyclopropyl anion in the gas phase, J. Am. Chem. Soc., 1986, 108, 2853. [all data]

McNamara, Becher, et al., 1994
McNamara, B.; Becher, D.M.; Towns, M.H.; Grant, E.R., J. Phys. Chem., 1994, 98, 4622. [all data]

Wells, House, et al., 1994
Wells, J.R.; House, P.G.; Weitz, E., J. Phys. Chem., 1994, 98, 8343. [all data]

Guo and Castleman, 1991
Guo, B.C.; Castleman, A.W., The Bonding Strength of Ag+(C2H4) and Ag+(C2H4)2 Complexes, Chem. Phys. Lett., 1991, 181, 1, 16, https://doi.org/10.1016/0009-2614(91)90214-T . [all data]

Deakyne and Meot-Ner (Mautner), 1985
Deakyne, C.A.; Meot-Ner (Mautner), M., Unconventional Ionic Hydrogen Bonds. 2. NH+ pi. Complexes of Onium Ions with Olefins and Benzene Derivatives, J. Am. Chem. Soc., 1985, 107, 2, 474, https://doi.org/10.1021/ja00288a034 . [all data]

Sievers, Jarvis, et al., 1998
Sievers, M.R.; Jarvis, L.M.; Armentrout, P.B., Transition Metal Ethene Bonds: Thermochemistry of M+(C2H4)n (M=Ti-Cu, n=1 and 2) Complexes, J. Am. Chem. Soc., 1998, 120, 8, 1891, https://doi.org/10.1021/ja973834z . [all data]

Armentrout and Kickel, 1994
Armentrout, P.B.; Kickel, B.L., Gas Phase Thermochemistry of Transition Metal Ligand Systems: Reassessment of Values and Periodic Trends, in Organometallic Ion Chemistry, B. S. Freiser, ed, 1994. [all data]

Haynes and Armentrout, 1994
Haynes, C.L.; Armentrout, P.B., Thermochemistry and Structures of CoC3H6+: Metallacyclic and Metal-Alkene Isomers, Organomettalics, 1994, 13, 9, 3480, https://doi.org/10.1021/om00021a022 . [all data]

Levanova, Bushneva, et al., 1979
Levanova, s.V.; Bushneva, I.I.; Rodova, R.M.; Rozhnov, A.M.; Treger, Yu.A.; Aprelkin, A.S., Thermodynamic stability of chloroethanes in dehydrochlorination reactions, J. Appl. Chem. USSR, 1979, 52, 1439-1442. [all data]

Howlett, 1955
Howlett, K.E., The use of equilibrium constants to calculate thermodynamic quantities. Part II, J. Chem. Soc., 1955, 1784-17. [all data]

Lane, Linnett, et al., 1953
Lane, M.R.; Linnett, J.W.; Oswin, H.G., A study of the C₂H₄+HCl=C₂H₅Cl and C2H4+Hbr=C2H5Br equilibria, Proc. Roy. Soc. London A, 1953, 216, 361-374. [all data]

Ranashinge and Freiser, 1992
Ranashinge, Y.A.; Freiser, B.S., Gas-Phase Photodissociation of MC2H2+ (M = Sc, Y, La). Determination of D0(M+ - C2H2), Chem. Phys. Let., 1992, 200, 1-2, 135, https://doi.org/10.1016/0009-2614(92)87058-W . [all data]

Conn, Kistiakowsky, et al., 1938
Conn, J.B.; Kistiakowsky, G.B.; Smith, E.A., Heats of organic reactions. VII. Addition of halogens to olefins, J. Am. Chem. Soc., 1938, 60, 2764-2771. [all data]

Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]

Abrams and Davis, 1954
Abrams, A.; Davis, T.W., Use of radioactive iodine to determine equilibrium constants in ethylene-iodine-1,2-diiodoethane systems, J. Am. Chem. Soc., 1954, 76, 5993-59. [all data]

Cutherbertson and Kistiakowsky, 1935
Cutherbertson, G.R.; Kistiakowsky, G.B., The thermal equilibrium between ethylene iodide, ethylene and iodine, J. Chem. Phys., 1935, 3, 631-634. [all data]

Kistiakowsky and Nickle, 1951
Kistiakowsky, G.B.; Nickle, A.G., Ethane-ethylene and propane-propylene equilibria, Faraday Discuss. Chem. Soc., 1951, 10, 175-187. [all data]

Kistiakowsky, Romeyn, et al., 1935
Kistiakowsky, G.B.; Romeyn, H., Jr.; Ruhoff, J.R.; Smith, H.A.; Vaughan, W.E., Heats of organic reactions. I. The apparatus and the heat of hydrogenation of ethylene, J. Am. Chem. Soc., 1935, 57, 65-75. [all data]

Li and Stone, 1989
Li, X.; Stone, J.A., Determination of the beta silicon effect from a mass spectrometric study of the association of trimethylsilylium ion with alkenes, J. Am. Chem. Soc., 1989, 111, 15, 5586, https://doi.org/10.1021/ja00197a013 . [all data]

Ono, Linn, et al., 1984
Ono, Y.; Linn, S.H.; Tzeng, W.-B.; Ng, C.Y., A Study of the Unimolecular Decomposition of the (C2H4)2+ Complex, J. Chem. Phys., 1984, 80, 4, 1482, https://doi.org/10.1063/1.446897 . [all data]

Ceyer, Tiedemann, et al., 1979
Ceyer, S.T.; Tiedemann, P.W.; Ng, C.Y.; Mahan, B.H.; Lee, Y.T., Photoionization of Ethylene Clusters, J. Chem. Phys., 1979, 70, 5, 2138, https://doi.org/10.1063/1.437758 . [all data]

Brown, Connor, et al., 1976
Brown, D.L.S.; Connor, J.A.; Leung, M.L.; Paz-Andrade, M.I.; Skinner, H.A., J. Organometal. Chem., 1976, 110, 79. [all data]

Huybrechts, Rigaux, et al., 1980
Huybrechts, G.; Rigaux, D.; Vankeerberghen, J.; Van Mele, B., Kinetics of the Diels-Alder addition of ethene to cyclohexa-1,3-diene and its reverse reaction in the gas phase, Int. J. Chem. Kinet., 1980, 12, 253-259. [all data]

Van Mele, Boon, et al., 1986
Van Mele, B.; Boon, G.; Huybrechts, G., Gas-phase kinetic and thermochemical data for endo- and exo-5-monosubstituted bicyclo[2.2.2]oct-2-enes, Int. J. Chem. Kinet., 1986, 18, 537-545. [all data]

Sullivan and Beauchamp, 1976
Sullivan, S.A.; Beauchamp, J.L., Competition between proton transfer and elimination in the reactions of strong bases with fluoroethanes in the gas phase. Influence of base strength on reactivity, J. Am. Chem. Soc., 1976, 98, 1160. [all data]

Roy and McMahon, 1985
Roy, M.; McMahon, T.B., The Anomalous Gas Phase Acidity of Ethyl Fluoride. An ab initio Investigation of the Importance of Hydrogen Bonding between Fluoride and sp2 and sp C-H Bonds., Can. J. Chem., 1985, 63, 3, 708, https://doi.org/10.1139/v85-117 . [all data]

Chen and Armetrout, 1995
Chen, Y.M.; Armetrout, P.B., Activation of C2H6, C3H8, and c-C3H6 by Gas-Phase Rh+ and the Thermochemistry of Rh-Ligand Complexes, J. Am. Chem. Soc., 1995, 117, 36, 9291, https://doi.org/10.1021/ja00141a022 . [all data]

Partenheimer and Durham, 1974
Partenheimer, W.; Durham, B., J. Am. Chem. Soc., 1974, 96, 3800. [all data]

Jesse, Cordfunke, et al., 1979
Jesse, A.C.; Cordfunke, E.H.P.; Ouweltjes, W., Thermochim. Acta, 1979, 30, 293. [all data]

Holm, 1981
Holm, T., J. Chem. Soc., Perkin Trans. II, 1981, 464.. [all data]

Hop and McMahon, 1991
Hop, C.E.C.A.; McMahon, T.B., High Pressure Mass Spectrometric Observation of Metal Carbonyl Alkyl Adduct Ions of Novel Structure, Inorg. Chem., 1991, 30, 13, 2828, https://doi.org/10.1021/ic00013a025 . [all data]

Stockigt, Schwarz, et al., 1996
Stockigt, D.; Schwarz, J.; Schwarz, H., Theoretical and Experimental Studies on the Bond Dissociation Energies of Al(methane)+, Al(acetylene)+, Al(ethene)+, and Al(ethane)+, J. Phys. Chem., 1996, 100, 21, 8786, https://doi.org/10.1021/jp960060k . [all data]

Lacher, Kianpour, et al., 1956
Lacher, J.R.; Kianpour, A.; Oetting, F.; Park, J.D., Reaction calorimetry. The hydrogenation of organic fluorides and chlorides, Trans. Faraday Soc., 1956, 52, 1500-1508. [all data]

Minton, Felder, et al., 1984
Minton, T.K.; Felder, P.; Brudzynski, R.J.; Lee, Y.T., Photodissociation of 1,2-chloroiodoethane at 248 and 266 nm: The enthalpy of formation of CH₂ClCH₂I, J. Chem. Phys., 1984, 81, 1759-1769. [all data]

Calhorda, Carrondo, et al., 1991
Calhorda, M.J.; Carrondo, M.A.A.F.C.T.; Dias, A.R.; Galvão, A.M.; Garcia, M.H.; Martins, A.M.; Minas da Piedade, M.E.; Pinheiro, C.I.; Romão, C.C.; Martinho Simões, J.A.; Veiros, L.F., Organometallics, 1991, 10, 483. [all data]

Jesse, Baks, et al., 1978
Jesse, A.C.; Baks, A.; Stufkens, D.J.; Vrieze, K., Inorg. Chim. Acta, 1978, 29, 177. [all data]

Walsh and Wells, 1976
Walsh, R.; Wells, J.M., The enthalpy of formation and thermodynamic functions of bicyclo[2,2,1]hept-2-ene, J. Chem. Thermodyn., 1976, 8, 55-60. [all data]

Quick, Knecht, et al., 1972
Quick, L.M.; Knecht, D.A.; Back, M.H., Kinetics of the formation of cyclobutane from ethylene, Int. J. Chem. Kinet., 1972, 4, 61-68. [all data]

Benson and Amano, 1962
Benson, S.W.; Amano, A., Thermodynamics of iodine addition to ethylene, propylene, and cyclopropane, J. Chem. Phys., 1962, 36, 3464-3471. [all data]

Scacchi and Back, 1977
Scacchi, G.; Back, M.H., The cycloaddition of ethylene to butene-2. II. Energy relations, Int. J. Chem. Kinet., 1977, 9, 525-534. [all data]

Shimanouchi, 1972
Shimanouchi, T., Tables of Molecular Vibrational Frequencies Consolidated Volume I, National Bureau of Standards, 1972, 1-160. [all data]

Notes

Go To: Top, Reaction thermochemistry data, Vibrational and/or electronic energy levels, References

• Symbols used in this document:
  

  T	Temperature
  ΔrG°	Free energy of reaction at standard conditions
  ΔrH°	Enthalpy of reaction at standard conditions
  ΔrS°	Entropy of reaction at standard conditions

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