Isoxazole

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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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein

Quantity Value Units Method Reference Comment
Δfgas19.6 ± 0.1kcal/molCcrSteele, Chirico, et al., 1996 
Δfgas18.78 ± 0.13kcal/molCcbMcCormick and Hamilton, 1978see McCormick, 1977

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
Δfliquid10.70 ± 0.13kcal/molCcrSteele, Chirico, et al., 1996ALS
Δfliquid10.07 ± 0.13kcal/molCcbMcCormick and Hamilton, 1978see McCormick, 1977; ALS
Quantity Value Units Method Reference Comment
Δcliquid-395.327 ± 0.076kcal/molCcrSteele, Chirico, et al., 1996ALS
Δcliquid-394.70 ± 0.12kcal/molCcbMcCormick and Hamilton, 1978see McCormick, 1977; ALS

Constant pressure heat capacity of liquid

Cp,liquid (cal/mol*K) Temperature (K) Reference Comment
25.84298.15Steele, Chirico, et al., 1993DH

Phase change data

Go To: Top, Gas phase thermochemistry data, Condensed phase 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 as indicated in comments:
BS - Robert L. Brown and Stephen E. Stein
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Tboil367.2KN/AAldrich Chemical Company Inc., 1990BS
Tboil368.7KN/AWeast and Grasselli, 1989BS
Quantity Value Units Method Reference Comment
Tc590.KN/ASteele, Chirico, et al., 1996, 2Uncertainty assigned by TRC = 3. K; fitting parameter in Wagner equation for vapor pressure; TRC
Quantity Value Units Method Reference Comment
Pc60.20atmN/ASteele, Chirico, et al., 1996, 2Uncertainty assigned by TRC = 3.95 atm; from extrapolation of obs. vapor pressure to Tc; TRC
Quantity Value Units Method Reference Comment
ρc5.237mol/lN/ASteele, Chirico, et al., 1996, 2Uncertainty assigned by TRC = 0.29 mol/l; TRC
Quantity Value Units Method Reference Comment
Δvap8.901 ± 0.053kcal/molVSteele, Chirico, et al., 1996ALS
Δvap8.89 ± 0.05kcal/molEBSteele, Chirico, et al., 1996Based on data from 314. to 404. K.; AC
Δvap8.71 ± 0.01kcal/molCMcCormick and Hamilton, 1978see McCormick, 1977; ALS
Δvap8.72 ± 0.02kcal/molCMcCormick and Hamilton, 1978AC

In addition to the Thermodynamics Research Center (TRC) data available from this site, much more physical and chemical property data is available from the following TRC products:


Gas phase ion energetics data

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change data, References, Notes

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

Quantity Value Units Method Reference Comment
IE (evaluated)10. ± 0.1eVN/AN/AL
Quantity Value Units Method Reference Comment
Proton affinity (review)202.8kcal/molN/AHunter and Lias, 1998HL
Quantity Value Units Method Reference Comment
Gas basicity195.2kcal/molN/AHunter and Lias, 1998HL

Ionization energy determinations

IE (eV) Method Reference Comment
9.93 ± 0.05EIBouchoux and Hoppilliard, 1981LLK
9.99 ± 0.05PEBaker, Betteridge, et al., 1970RDSH
10.20PEDaamen, Oskam, et al., 1979Vertical value; LLK

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
HCO+13.62?EIBouchoux and Hoppilliard, 1981LLK
CNO+12.24C2H3EIBouchoux and Hoppilliard, 1981LLK
C2H2N+13.34HCOEIBouchoux and Hoppilliard, 1981LLK
C2H3N+11.34 ± 0.05COEIBuschek, Holmes, et al., 1986LBLHLM
C2H3N+11.80COEIBouchoux and Hoppilliard, 1981LLK
C3H2NO+11.24HEIBouchoux and Hoppilliard, 1981LLK

References

Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, Phase change 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.

Steele, Chirico, et al., 1996
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Smith, N.K.; Tasker, I.R., Thermodynamic properties and ideal-gas enthalpies of formation for cyclohexene, phthalan (2,5-dihydrobenzo-3,4-furan), isoxazole, octylamine, dioctylamine, trioctylamine, phenyl isocyanate, and 1,4,5,6-tetrahydropyrimidine, J. Chem. Eng. Data, 1996, 41, 1269-1284. [all data]

McCormick and Hamilton, 1978
McCormick, D.G.; Hamilton, W.S., The enthalpies of combustion and formation of oxazole and isoxazole, J. Chem. Thermodyn., 1978, 10, 275-278. [all data]

McCormick, 1977
McCormick, D.G., The resonance energies of oxazole and isoxazole determined from the enthalpies of combustion and formation (Order No. 7801771), Diss. Abstr. Int. B, 1977, 38, 4271. [all data]

Steele, Chirico, et al., 1993
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Tasker, I.R., Determination of ideal gas enthalpies of formation for key compounds the 1991 project results, DIPPR Project, 1993, 871, NIPER-716. [all data]

Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc., Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]

Weast and Grasselli, 1989
CRC Handbook of Data on Organic Compounds, 2nd Editon, Weast,R.C and Grasselli, J.G., ed(s)., CRC Press, Inc., Boca Raton, FL, 1989, 1. [all data]

Steele, Chirico, et al., 1996, 2
Steele, W.V.; Chirico, R.D.; Knipmeyer, S.E.; Nguyen, A.; Smith, N.K.; Tasker, I.R., Thermodynamic Properties and Ideal-Gas Enthalpies of Formation for Dioctylamine, trioctylamine, Phenyl Isocyanate, and 1,4,5,6-Tetrahydropyrimidine, J. Chem. Eng. Data, 1996, 41, 1269-84. [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]

Bouchoux and Hoppilliard, 1981
Bouchoux, G.; Hoppilliard, Y., Fragmentation mechanisms of isoxazole, Org. Mass Spectrom., 1981, 16, 459. [all data]

Baker, Betteridge, et al., 1970
Baker, A.D.; Betteridge, D.; Kemp, N.R.; Kirby, R.E., Application of photoelectron spectrometry to pesticide analysis. Photoelectron spectra of fivemembered heterocycles and related molecules, Anal. Chem., 1970, 42, 1064. [all data]

Daamen, Oskam, et al., 1979
Daamen, H.; Oskam, A.; Stufkens, D.J.; Waaijers, H.W., Bonding properties of group VIB metal pentacarbonyl azole complexes studied by electronic absorption, photoelectron, 13C NMR and vibrational spectroscopy, Inorg. Chim. Acta, 1979, 34, 253. [all data]

Buschek, Holmes, et al., 1986
Buschek, J.M.; Holmes, J.L.; Lossing, F.P., The mass spectrometric generation of neutral ethynamine HC≡CNH2 and C2H3N isomers., Org. Mass Spectrom., 1986, 21, 729. [all data]


Notes

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