2,4,6-Cycloheptatrien-1-one, 2-hydroxy-

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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
Δfgas-37.2 ± 0.3kcal/molCcbHubbard, Katz, et al., 1952 
Δfgas-37.1kcal/molCcbCook, Gibb, et al., 1951 

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

Quantity Value Units Method Reference Comment
Δfsolid-57.30 ± 0.61kcal/molCcbTanaka and Watase, 1956Reanalyzed by Cox and Pilcher, 1970, Original value = -57. kcal/mol
Δfsolid-57.2 ± 0.2kcal/molCcbHubbard, Katz, et al., 1952 
Δfsolid-57.1kcal/molCcbCook, Gibb, et al., 1951 
Quantity Value Units Method Reference Comment
Δcsolid-808.3 ± 0.5kcal/molCcbJackson, Hung, et al., 1971Corresponding Δfsolid = -55.0 kcal/mol (simple calculation by NIST; no Washburn corrections)
Δcsolid-806.kcal/molCcbTanaka and Watase, 1956Corresponding Δfsolid = -57. kcal/mol (simple calculation by NIST; no Washburn corrections)
Δcsolid-806.08kcal/molCcbHubbard, Katz, et al., 1952Corresponding Δfsolid = -57.22 kcal/mol (simple calculation by NIST; no Washburn corrections)
Δcsolid-806.2 ± 0.9kcal/molCcbCook, Gibb, et al., 1951Corresponding Δfsolid = -57.1 kcal/mol (simple calculation by NIST; no Washburn corrections)

Phase change 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
AC - William E. Acree, Jr., James S. Chickos

Quantity Value Units Method Reference Comment
Δsub20.0 ± 0.2kcal/molVHubbard, Katz, et al., 1952ALS
Δsub20.0 ± 0.2kcal/molN/ACook, Gibb, et al., 1951, 2See also Cox and Pilcher, 1970, 2.; AC
Δsub20.0 ± 0.2kcal/molECook, Gibb, et al., 1951ALS

Enthalpy of sublimation

ΔsubH (kcal/mol) Temperature (K) Method Reference Comment
20.1 ± 0.1297.0 ± 0.5VJackson, Hung, et al., 1971ALS
20.1 ± 0.1273. to 333.MEJackson, Hung, et al., 1971AC

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 compiled as indicated in comments:
RDSH - Henry M. Rosenstock, Keith Draxl, Bruce W. Steiner, and John T. Herron

Ionization energy determinations

IE (eV) Method Reference Comment
9.86 ± 0.02EIHigasi, Nozoe, et al., 1957RDSH

Appearance energy determinations

Ion AE (eV) Other Products MethodReferenceComment
C6H6O+10.8COEIWilliams, Cooks, et al., 1968RDSH

IR Spectrum

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Gas Phase Spectrum

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IR spectrum
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Additional Data

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Owner NIST Standard Reference Data Program
Collection (C) 2018 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin Sadtler Research Labs Under US-EPA Contract
State gas

This IR spectrum is from the NIST/EPA Gas-Phase Infrared Database .


Mass spectrum (electron ionization)

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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: NIST Mass Spectrometry Data Center, William E. Wallace, director

Spectrum

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Mass spectrum
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Additional Data

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Due to licensing restrictions, this spectrum cannot be downloaded.

Owner NIST Mass Spectrometry Data Center
Collection (C) 2014 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin CARL DJERASSI DEPT OF CHEM STANFORD UNIV STANFORD CALIF 94305
NIST MS number 51191

All mass spectra in this site (plus many more) are available from the NIST/EPA/NIH Mass Spectral Library. Please see the following for information about the library and its accompanying search program.


UV/Visible spectrum

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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: Victor Talrose, Alexander N. Yermakov, Alexy A. Usov, Antonina A. Goncharova, Axlexander N. Leskin, Natalia A. Messineva, Natalia V. Trusova, Margarita V. Efimkina

Spectrum

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UVVis spectrum
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Additional Data

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Source Aulin-Erdtman and Forbes, 1967
Owner INEP CP RAS, NIST OSRD
Collection (C) 2007 copyright by the U.S. Secretary of Commerce
on behalf of the United States of America. All rights reserved.
Origin INSTITUTE OF ENERGY PROBLEMS OF CHEMICAL PHYSICS, RAS
Source reference RAS UV No. 19840
Instrument Beckman DU
Melting point 49-49.5

References

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

Hubbard, Katz, et al., 1952
Hubbard, W.N.; Katz, C.; Guthrie, G.B., Jr.; Waddington, G., The heat of combustion and resonance energy of tropolone, J. Am. Chem. Soc., 1952, 74, 4456-44. [all data]

Cook, Gibb, et al., 1951
Cook, J.W.; Gibb, A.R.; Raphael, R.A.; Somerville, A.R., Tropolones. Part I. The preparation and general characteristics of tropolone, J. Chem. Soc., 1951, 503-511. [all data]

Tanaka and Watase, 1956
Tanaka, T.; Watase, T., Resonance energies of tropolone and hinokitiol, Tech. Rpt., Osaka Univ., 1956, 6, 367-371. [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]

Jackson, Hung, et al., 1971
Jackson, W.; Hung, T.S.; Hopkins, H.P., Jr., Delocalization energies of troponoids from bomb calorimetric and vapour pressure measurements, J. Chem. Thermodyn., 1971, 3, 347-353. [all data]

Cook, Gibb, et al., 1951, 2
Cook, J.W.; Gibb, A.R.; Raphael, R.A.; Somerville, A.R., 107. Tropolones. Part I. The preparation and general characteristics of tropolone, J. Chem. Soc., 1951, 503, https://doi.org/10.1039/jr9510000503 . [all data]

Cox and Pilcher, 1970, 2
Cox, J.D.; Pilcher, G., Thermochemistry of Organic and Organometallic Compounds, Academic Press Inc., London, 1970, 643. [all data]

Higasi, Nozoe, et al., 1957
Higasi, K.; Nozoe, T.; Omura, I., Ionization potentials of some organic molecules. IV. Troponoid compounds, Bull. Chem. Soc. Japan, 1957, 30, 408. [all data]

Williams, Cooks, et al., 1968
Williams, D.H.; Cooks, R.G.; Howe, I., Studies in mass spectrometry. XXXI. A comparison of reaction rates in common ions generated via fragmentation and direct ionization, J. Am. Chem. Soc., 1968, 90, 6759. [all data]

Aulin-Erdtman and Forbes, 1967
Aulin-Erdtman, G.; Forbes, E.J., UV atlas of organic compounds, 1967, 3, F3/3. [all data]


Notes

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