Ethylene oxide

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Gas phase 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity Value Units Method Reference Comment
Δfgas-12.58kcal/molReviewChase, 1998Data last reviewed in September, 1965
Δfgas-12.58 ± 0.15kcal/molCmPell and Pilcher, 1965ALS
Δfgas-16.8kcal/molN/AMoureu and Dode, 1937Value computed using ΔfHliquid° value of -95.7±1.3 kj/mol from Moureu and Dode, 1937 and ΔvapH° value of 25.51 kj/mol from missing citation.; DRB
Quantity Value Units Method Reference Comment
Δcgas-312.15 ± 0.14kcal/molCmPell and Pilcher, 1965Corresponding Δfgas = -12.58 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Δcgas-312.55 ± 0.20kcal/molCcbCrog and Hunt, 1942Corresponding Δfgas = -12.18 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
gas,1 bar58.078cal/mol*KReviewChase, 1998Data last reviewed in September, 1965

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
7.94950.Dorofeeva O.V., 1992p=1 bar. Selected values are in good agreement with other statistically calculated values [ Godnev I., 1948, Gunthard H., 1948, Kobe K.A., 1950, Sundaram S., 1963, Ramasamy R., 1978, Chao J., 1986].; GT
7.954100.
8.083150.
8.650200.
10.45273.15
11.24 ± 0.24298.15
11.30300.
14.74400.
17.90500.
20.55600.
22.74700.
24.572800.
26.128900.
27.4591000.
28.6021100.
29.5871200.
30.4401300.
31.1781400.
31.8211500.

Constant pressure heat capacity of gas

Cp,gas (cal/mol*K) Temperature (K) Reference Comment
11.80307.18Kistiakowsky G.B., 1940GT
12.79337.04
13.96371.23

Gas Phase Heat Capacity (Shomate Equation)

Cp° = A + B*t + C*t2 + D*t3 + E/t2
H° − H°298.15= A*t + B*t2/2 + C*t3/3 + D*t4/4 − E/t + F − H
S° = A*ln(t) + B*t + C*t2/2 + D*t3/3 − E/(2*t2) + G
    Cp = heat capacity (cal/mol*K)
    H° = standard enthalpy (kcal/mol)
    S° = standard entropy (cal/mol*K)
    t = temperature (K) / 1000.

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Temperature (K) 298. to 1200.1200. to 6000.
A -5.55880131.39300
B 65.893813.299699
C -45.16561-0.632185
D 12.197300.042022
E 0.092478-7.178870
F -13.16720-37.85361
G 34.1246974.91099
H -12.58010-12.58010
ReferenceChase, 1998Chase, 1998
Comment Data last reviewed in September, 1965 Data last reviewed in September, 1965

Condensed phase 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:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing

Quantity Value Units Method Reference Comment
Δfliquid-22.88 ± 0.30kcal/molCcbMoureu and Dode, 1937Reanalyzed by Cox and Pilcher, 1970, Original value = -22.8 kcal/mol; ALS
Quantity Value Units Method Reference Comment
Δcliquid-301.85 ± 0.30kcal/molCcbMoureu and Dode, 1937Reanalyzed by Cox and Pilcher, 1970, Original value = -302.0 kcal/mol; Corresponding Δfliquid = -22.88 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS
Quantity Value Units Method Reference Comment
liquid35.719cal/mol*KN/AGiauque and Gordon, 1949DH

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
20.77285.Giauque and Gordon, 1949T = 15 to 283 K.; DH

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 by: 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

Ethanol, 2,2'-(dodecylimino)bis- = 1-Dodecanamine + 2Ethylene oxide

By formula: C16H35NO2 = C12H27N + 2C2H4O

Quantity Value Units Method Reference Comment
Δr-240.0 ± 6.5kcal/molEqkBalcerowiak, Jerzykiewicz, et al., 1984solid phase

2-(dodecylamino)ethanol = 1-Dodecanamine + Ethylene oxide

By formula: C14H31NO = C12H27N + C2H4O

Quantity Value Units Method Reference Comment
Δr-28.7 ± 1.1kcal/molEqkBalcerowiak, Jerzykiewicz, et al., 1984liquid phase

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
L - Sharon G. Lias

Data compiled as indicated in comments:
LL - Sharon G. Lias and Joel F. Liebman
LBLHLM - Sharon G. Lias, John E. Bartmess, Joel F. Liebman, John L. Holmes, Rhoda D. Levin, and W. Gary Mallard
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

View reactions leading to C2H4O+ (ion structure unspecified)

Quantity Value Units Method Reference Comment
IE (evaluated)10.56 ± 0.01eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)185.0kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity178.1kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
10.15 ± 0.05EIHolmes and Lossing, 1991LL
10.4 ± 0.1PEAue, Webb, et al., 1980LLK
10.4PEAue and Bowers, 1979LLK
10.57EIHolmes, Terlouw, et al., 1976LLK
10.6 ± 0.1PICorderman, LeBreton, et al., 1976LLK
10.560PECorderman, LeBreton, et al., 1976LLK
10.56 ± 0.01PIKrassig, Reinke, et al., 1974LLK
10.57PEBasch, Robin, et al., 1969RDSH
10.566SLowrey and Watanabe, 1958RDSH
10.57 ± 0.01PIWatanabe, 1957RDSH
10.57EIVorob'ev, Furlei, et al., 1989Vertical value; LL
10.57PIPECOJohnson, Powis, et al., 1982Vertical value; LBLHLM
10.57PEBieri, Asbrink, et al., 1982Vertical value; LBLHLM
10.57PEKimura, Katsumata, et al., 1981Vertical value; LLK
10.568PEAue, Webb, et al., 1975Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
CH+22.8 ± 0.4?EIGallegos and Kiser, 1961RDSH
CHO+11.54 ± 0.03CH3PIKrassig, Reinke, et al., 1974LLK
CHO+12.2 ± 0.1CH3EIGallegos and Kiser, 1961RDSH
CH2+14.66 ± 0.09?PIKrassig, Reinke, et al., 1974LLK
CH2+16.5 ± 0.4?EIGallegos and Kiser, 1961RDSH
CH3+13.06 ± 0.05CO+HPIKrassig, Reinke, et al., 1974LLK
CH3+14.3 ± 0.2?EIGallegos and Kiser, 1961RDSH
CH4+11.79 ± 0.03COPIKrassig, Reinke, et al., 1974LLK
CH4+12.3 ± 0.2COEIGallegos and Kiser, 1961RDSH
CO+12.6 ± 0.4CH4EIGallegos and Kiser, 1961RDSH
C2H+24.0 ± 0.3?EIGallegos and Kiser, 1961RDSH
C2H2+15.7 ± 0.3H2O?EIGallegos and Kiser, 1961RDSH
C2H2O+13.07 ± 0.05H2?PIKrassig, Reinke, et al., 1974LLK
C2H2O+14.0 ± 0.32H?EIGallegos and Kiser, 1961RDSH
C2H3+12.92 ± 0.08OHPIKrassig, Reinke, et al., 1974LLK
C2H3+14.3 ± 0.2OHEIGallegos and Kiser, 1961RDSH
C2H3O+11.53 ± 0.05HEIBurgers and Holmes, 1982LBLHLM
C2H3O+11.62 ± 0.05HPIKrassig, Reinke, et al., 1974LLK
C2H3O+12.1 ± 0.2HEIGallegos and Kiser, 1961RDSH

References

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

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

Chase, 1998
Chase, M.W., Jr., NIST-JANAF Themochemical Tables, Fourth Edition, J. Phys. Chem. Ref. Data, Monograph 9, 1998, 1-1951. [all data]

Pell and Pilcher, 1965
Pell, A.S.; Pilcher, G., Measurements of heats of combustion by flame calorimetry. Part 3.-Ethylene oxide, trimethylene oxide, tetrahydrofuran and tetrahydropy, Trans. Faraday Soc., 1965, 61, 71-77. [all data]

Moureu and Dode, 1937
Moureu, H.; Dode, M., Chaleurs de formation de l'oxyde d'ethylene, de l'ethanediol et de quelques homologues, Bull. Soc. Chim. France, 1937, 4, 637-647. [all data]

Crog and Hunt, 1942
Crog, R.S.; Hunt, H., Heats of combustion. II. The heats of combustion of ethyl methyl ketone and ethylene oxide, J. Phys. Chem., 1942, 46, 1162-1163. [all data]

Dorofeeva O.V., 1992
Dorofeeva O.V., Ideal gas thermodynamic properties of oxygen heterocyclic compounds. Part 1. Three-membered, four-membered and five-membered rings, Thermochim. Acta, 1992, 194, 9-46. [all data]

Godnev I., 1948
Godnev I., Thermodynamic functions of ethylene oxide, Zh. Fiz. Khim., 1948, 22, 801-803. [all data]

Gunthard H., 1948
Gunthard H., Thermodynamic properties of ethylene oxide, Helv. Chim. Acta, 1948, 31, 2128-2132. [all data]

Kobe K.A., 1950
Kobe K.A., Thermochemistry for the petrochemical industry. XIII. Some oxygenated hydrocarbons C1 and C2, Petrol. Refiner, 1950, 29 (9), 135-138. [all data]

Sundaram S., 1963
Sundaram S., Thermodynamic functions of some propellants, Z. Phys. Chem. (Frankfurt), 1963, 36, 376-377. [all data]

Ramasamy R., 1978
Ramasamy R., Centrifugal distortion constants and thermodynamic functions of ethylene oxide, ethylene oxide-d4, and ethylene sulfide, Curr. Sci., 1978, 47, 668-669. [all data]

Chao J., 1986
Chao J., Thermodynamic properties of key organic oxygen compounds in the carbon range C1 to C4. Part 2. Ideal gas properties, J. Phys. Chem. Ref. Data, 1986, 15, 1369-1436. [all data]

Kistiakowsky G.B., 1940
Kistiakowsky G.B., Gaseous heat capacities. III, J. Chem. Phys., 1940, 8, 618-622. [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]

Giauque and Gordon, 1949
Giauque, W.F.; Gordon, J., The entropy of ethylene oxide. Heat capacity from 14 to 285K. Vapor pressure. Heats of fusion and vaporization, J. Am. Chem. Soc., 1949, 71, 2176-2181. [all data]

Balcerowiak, Jerzykiewicz, et al., 1984
Balcerowiak, W.; Jerzykiewicz, W.; Szewczyk, H., Differential thermal analysis using closed pans. The ethoxylation of n-dodecylamine, Tenside Deterg., 1984, 21, 10-11. [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]

Holmes and Lossing, 1991
Holmes, J.L.; Lossing, F.P., Ionization energies of homologous organic compounds and correlation with molecular size, Org. Mass Spectrom., 1991, 26, 537. [all data]

Aue, Webb, et al., 1980
Aue, D.H.; Webb, H.M.; Davidson, W.R.; Vidal, M.; Bowers, M.T.; Goldwhite, H.; Vertal, L.E.; Douglas, J.E.; Kollman, P.A.; Kenyon, G.L., Proton affinities photoelectron spectra of three-membered-ring J. Heterocycl. Chem., J. Am. Chem. Soc., 1980, 102, 5151. [all data]

Aue and Bowers, 1979
Aue, D.H.; Bowers, M.T., Chapter 9. Stabilities of positive ions from equilibrium gas phase basicity measurements in Ions Chemistry,, ed. M.T. Bowers, 1979. [all data]

Holmes, Terlouw, et al., 1976
Holmes, J.L.; Terlouw, J.K.; Lossing, F.P., The thermochemistry of C2H4O+ ions, J. Phys. Chem., 1976, 80, 2860. [all data]

Corderman, LeBreton, et al., 1976
Corderman, R.R.; LeBreton, P.R.; Buttrill, S.E., Jr.; Williamson, A.D.; Beauchamp, J.L., Photoionization and ion cyclotron resonance studies of the ion chemistry of ethylene oxide, J. Chem. Phys., 1976, 65, 4929. [all data]

Krassig, Reinke, et al., 1974
Krassig, R.; Reinke, D.; Baumgartel, H., Photo-reaktionen kleiner organischer molekule II. Die photoionenspektren der Isomeren propylen-cyclopropan und acetaldehyd-athylenoxyd, Ber. Bunsen-Ges. Phys. Chem., 1974, 78, 425. [all data]

Basch, Robin, et al., 1969
Basch, H.; Robin, M.B.; Kuebler, N.A.; Baker, C.; Turner, D.W., Optical and photoelectron spectra of small rings. III. The saturated three-membered rings, J. Chem. Phys., 1969, 51, 52. [all data]

Lowrey and Watanabe, 1958
Lowrey, A., III; Watanabe, K., Absorption and ionization coefficients of ethylene oxide, J. Chem. Phys., 1958, 28, 208. [all data]

Watanabe, 1957
Watanabe, K., Ionization potentials of some molecules, J. Chem. Phys., 1957, 26, 542. [all data]

Vorob'ev, Furlei, et al., 1989
Vorob'ev, A.S.; Furlei, I.I.; Sultanov, A.S.; Khvostenko, V.I.; Leplyanin, G.V.; Derzhinskii, A.R.; Tolstikov, G.A., Mass spectrometry of reasonance capture of electrons and photoelectron spectroscopy of molecules of ethylene oxide, ethylene sulfide, and their derivatives, Bull. Acad. Sci. USSR, Div. Chem. Sci., 1989, 1388. [all data]

Johnson, Powis, et al., 1982
Johnson, K.; Powis, I.; Danby, C.J., A photoelectron-photoion coincidence study of acetaldehyde and ethylene oxide molecular ions, Chem. Phys., 1982, 70, 329. [all data]

Bieri, Asbrink, et al., 1982
Bieri, G.; Asbrink, L.; Von Niessen, W., 30.4-nm He(II) photoelectron spectra of organic molecules, J. Electron Spectrosc. Relat. Phenom., 1982, 27, 129. [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]

Aue, Webb, et al., 1975
Aue, D.H.; Webb, H.M.; Bowers, M.T., Proton affinities, ionization potentials, and hydrogen affinities of nitrogen and oxygen bases. Hybridization effects, J. Am. Chem. Soc., 1975, 97, 4137. [all data]

Gallegos and Kiser, 1961
Gallegos, E.J.; Kiser, R.W., Electron impact spectroscopy of ethylene oxide and propylene oxide, J. Am. Chem. Soc., 1961, 83, 773. [all data]

Burgers and Holmes, 1982
Burgers, P.C.; Holmes, J.L., Metastable ion studies. XIII. The measurement of appearance energies of metastable peaks, Org. Mass Spectrom., 1982, 17, 123. [all data]


Notes

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