Ethyl Chloride

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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:
B - John E. Bartmess
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
M - 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. 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

Chlorine anion + Ethyl Chloride = (Chlorine anion • Ethyl Chloride)

By formula: Cl- + C2H5Cl = (Cl- • C2H5Cl)

Quantity Value Units Method Reference Comment
Δr51.9 ± 4.2kJ/molTDAsLi, Ross, et al., 1996gas phase; B
Δr61. ± 19.kJ/molIMRBRiveros, Breda, et al., 1973gas phase; Anchored: Larson and McMahon, 1984; B
Quantity Value Units Method Reference Comment
Δr28.5 ± 0.84kJ/molTDAsLi, Ross, et al., 1996gas phase; B

Ethyl Chloride = Ethylene + Hydrogen chloride

By formula: C2H5Cl = C2H4 + HCl

Quantity Value Units Method Reference Comment
Δr92.0kJ/molEqkLevanova, Bushneva, et al., 1979liquid phase; ALS
Δr71.5kJ/molEqkLevanova, Bushneva, et al., 1979gas phase; ALS
Δr72.6 ± 2.1kJ/molEqkHowlett, 1955gas phase; ALS
Δr71.5kJ/molEqkLane, Linnett, et al., 1953gas phase; ALS

(C2H5+ • 2Ethyl Chloride) + Ethyl Chloride = (C2H5+ • 3Ethyl Chloride)

By formula: (C2H5+ • 2C2H5Cl) + C2H5Cl = (C2H5+ • 3C2H5Cl)

Quantity Value Units Method Reference Comment
Δr20.kJ/molHPMSLuczynski and Wincel, 1974gas phase; Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Δr32.J/mol*KHPMSLuczynski and Wincel, 1974gas phase; Entropy change is questionable; M

(C2H5+ • Ethyl Chloride) + Ethyl Chloride = (C2H5+ • 2Ethyl Chloride)

By formula: (C2H5+ • C2H5Cl) + C2H5Cl = (C2H5+ • 2C2H5Cl)

Quantity Value Units Method Reference Comment
Δr22.kJ/molHPMSLuczynski and Wincel, 1974gas phase; Entropy change is questionable; M
Quantity Value Units Method Reference Comment
Δr36.J/mol*KHPMSLuczynski and Wincel, 1974gas phase; Entropy change is questionable; M

Bromine anion + Ethyl Chloride = (Bromine anion • Ethyl Chloride)

By formula: Br- + C2H5Cl = (Br- • C2H5Cl)

Quantity Value Units Method Reference Comment
Δr46.9 ± 4.2kJ/molTDAsLi, Ross, et al., 1996gas phase; B
Quantity Value Units Method Reference Comment
Δr22.4 ± 0.84kJ/molTDAsLi, Ross, et al., 1996gas phase; B

Methyl cation + Ethyl Chloride = (Methyl cation • Ethyl Chloride)

By formula: CH3+ + C2H5Cl = (CH3+ • C2H5Cl)

Quantity Value Units Method Reference Comment
Δr300.kJ/molPHPMSSharma, Meza de Hojer, et al., 1985gas phase; from Et+ + CH3Cl; Cox and Pilcher, 1970, Rosenstock, Buff, et al., 1982; Sen Sharma and Kebarle, 1978; M

C4H9+ + Ethyl Chloride = (C4H9+ • Ethyl Chloride)

By formula: C4H9+ + C2H5Cl = (C4H9+ • C2H5Cl)

Quantity Value Units Method Reference Comment
Δr38.kJ/molPHPMSSharma, Meza de Hojer, et al., 1985gas phase; M
Quantity Value Units Method Reference Comment
Δr68.2J/mol*KPHPMSSharma, Meza de Hojer, et al., 1985gas phase; M

Hydrogen + Ethyl Chloride = Ethane + Hydrogen chloride

By formula: H2 + C2H5Cl = C2H6 + HCl

Quantity Value Units Method Reference Comment
Δr-69.3 ± 0.4kJ/molChydLacher, Emery, et al., 1956gas phase; ALS

References

Go To: Top, Reaction thermochemistry data, Notes

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

Li, Ross, et al., 1996
Li, C.; Ross, P.; Szulejko, J.; McMahon, T.B., High-Pressure Mass Spectrometric Investigations of the Potential Energy Surfaces of Gas-Phase Sn2 Reactions., J. Am. Chem. Soc., 1996, 118, 39, 9360, https://doi.org/10.1021/ja960565o . [all data]

Riveros, Breda, et al., 1973
Riveros, J.M.; Breda, A.C.; Blair, L.K., Formation and relative stability of chloride ion clusters in the gas phase by ICR spectroscopy, J. Am. Chem. Soc., 1973, 95, 4066. [all data]

Larson and McMahon, 1984
Larson, J.W.; McMahon, T.B., Fluoride and chloride affinities of main group oxides, fluorides, oxofluorides, and alkyls. Quantitative scales of lewis acidities from ion cyclotron resonance halide-exchange equilibria, J. Phys. Chem., 1984, 88, 1083. [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]

Luczynski and Wincel, 1974
Luczynski, Z.; Wincel, H., Ion - Molecule Reactions in Ethyl Chloride, Int. J. Mass Spectrom. Ion Phys., 1974, 14, 1, 29, https://doi.org/10.1016/0020-7381(74)80059-8 . [all data]

Sharma, Meza de Hojer, et al., 1985
Sharma, D.M.S.; Meza de Hojer, S.; Kebarle, P., Stabilities of halonium ions from a study of gas-phase equilibria R+ + XR' = (RXR')+, J. Am. Chem. Soc., 1985, 107, 13, 3757, https://doi.org/10.1021/ja00299a002 . [all data]

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

Rosenstock, Buff, et al., 1982
Rosenstock, H.M.; Buff, R.; Ferreira, M.A.A.; Lias, S.G.; Parr, A.C.; Stockbauer, R.L.; Holmes, J.L., Fragmentation mechanism and energetics of some alkyl halide ions, J. Am. Chem. Soc., 1982, 104, 2337. [all data]

Sen Sharma and Kebarle, 1978
Sen Sharma, D.K.; Kebarle, P., Binding Energies and Stabilities of Chloronium Ions from Study of the Gas - Phase Equilibria: R1+ + ClR2 = R1ClR2+, J. Am. Chem. Soc., 1978, 100, 18, 5826, https://doi.org/10.1021/ja00486a039 . [all data]

Lacher, Emery, et al., 1956
Lacher, J.R.; Emery, E.; Bohmfalk, E.; Park, J.D., Reaction heats of organic compounds. IV. A high temperature calorimeter and the hydrogenation of methyl ethyl and vinyl chlorides, J. Phys. Chem., 1956, 60, 492-495. [all data]


Notes

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