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Cyclobutanone

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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
GT - Glushko Thermocenter, Russian Academy of Sciences, Moscow

Quantity Value Units Method Reference Comment
Deltafgas-91.6kJ/molCcbRocek and Radkowsky, 1973ALS
Deltafgas-101. ± 1.kJ/molCcbWolf, 1972ALS

Constant pressure heat capacity of gas

Cp,gas (J/mol*K) Temperature (K) Reference Comment
38.5350.Thermodynamics Research Center, 1997p=1 bar. Selected entropies and heat capacities are different from statistical values calculated by [ Andreevskii D.N., 1976] within 1.7-4.5 J/mol*K for S(T) and 3.8-6.4 J/mol*K for Cp(T).; GT
40.51100.
45.50150.
53.12200.
68.36273.15
74.31298.15
74.76300.
99.19400.
121.32500.
139.91600.
155.34700.
168.19800.
178.96900.
188.011000.
195.661100.
202.131200.
207.61300.
212.31400.
216.31500.

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
Deltafliquid-131.kJ/molCcbRocek and Radkowsky, 1973 
Deltafliquid-139.5 ± 1.2kJ/molCcbWolf, 1972 
Quantity Value Units Method Reference Comment
Deltacliquid-2300.7 ± 0.63kJ/molCcbRocek and Radkowsky, 1973Corresponding «DELTA»fliquid = -130.8 kJ/mol (simple calculation by NIST; no Washburn corrections)
Deltacliquid-2292.1 ± 1.2kJ/molCcbWolf, 1972Corresponding «DELTA»fliquid = -139.47 kJ/mol (simple calculation by NIST; no Washburn corrections)

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

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

C4H5O- + Hydrogen cation = Cyclobutanone

By formula: C4H5O- + H+ = C4H6O

Quantity Value Units Method Reference Comment
Deltar1536. ± 17.kJ/molG+TSBrickhouse and Squires, 1988gas phase; Between Me2C=NOH, EtCHO; B
Quantity Value Units Method Reference Comment
Deltar1502. ± 17.kJ/molIMRBBrickhouse and Squires, 1988gas phase; Between Me2C=NOH, EtCHO; B

Cyclobutanone + Hydrogen = Cyclobutanol

By formula: C4H6O + H2 = C4H8O

Quantity Value Units Method Reference Comment
Deltar-67.91 ± 0.75kJ/molChydWiberg, Crocker, et al., 1991liquid phase; ALS
Deltar-53. ± 1.kJ/molChydWiberg, Crocker, et al., 1991gas phase; ALS

1,1-Dimethoxybutane + Water = Cyclobutanone + 2Methyl Alcohol

By formula: C6H12O2 + H2O = C4H6O + 2CH4O

Quantity Value Units Method Reference Comment
Deltar25.4 ± 0.3kJ/molCmWiberg, Morgan, et al., 1994liquid phase; ALS

Cyclobutanone + 2Methyl Alcohol = 1,1-Dimethoxybutane + Water

By formula: C4H6O + 2CH4O = C6H12O2 + H2O

Quantity Value Units Method Reference Comment
Deltar-52.7 ± 1.7kJ/molCmWiberg, Morgan, et al., 1994gas phase; ALS

References

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

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

Rocek and Radkowsky, 1973
Rocek, J.; Radkowsky, A.E., Mechanism of the chromic acid oxidation of cyclobutanol, J. Am. Chem. Soc., 1973, 95, 7123-7132. [all data]

Wolf, 1972
Wolf, G., Thermochemische Untersuchungen an cyclischen Ketonen, Helv. Chim. Acta, 1972, 55, 1446-1459. [all data]

Thermodynamics Research Center, 1997
Thermodynamics Research Center, Selected Values of Properties of Chemical Compounds., Thermodynamics Research Center, Texas A&M University, College Station, Texas, 1997. [all data]

Andreevskii D.N., 1976
Andreevskii D.N., Thermodynamic properties of C4-C6 cyclic ketones, Zh. Prikl. Khim., 1976, 49, 1819-1823. [all data]

Brickhouse and Squires, 1988
Brickhouse, M.D.; Squires, R.R., Gas Phase Bronsted vs. Lewis Acid-Base Reactions of 6,6-Dimethylfulvene. A Sensitive Probe of the Electronic Structures of Organic Anions, J. Am. Chem. Soc., 1988, 110, 9, 2706, https://doi.org/10.1021/ja00217a002 . [all data]

Wiberg, Crocker, et al., 1991
Wiberg, K.B.; Crocker, L.S.; Morgan, K.M., Thermochemical studies of carbonyl compounds. 5. Enthalpies of reduction of carbonyl groups, J. Am. Chem. Soc., 1991, 113, 3447-3450. [all data]

Wiberg, Morgan, et al., 1994
Wiberg, K.B.; Morgan, K.M.; Maltz, H., Thermochemistry of carbonyl reactions. 6. A study of hydration equilibria, J. Am. Chem. Soc., 1994, 116, 11067-11077. [all data]


Notes

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