Cyclobutene
- Formula: C4H6
- Molecular weight: 54.0904
- IUPAC Standard InChI: InChI=1S/C4H6/c1-2-4-3-1/h1-2H,3-4H2
- IUPAC Standard InChIKey: CFBGXYDUODCMNS-UHFFFAOYSA-N
- CAS Registry Number: 822-35-5
- Chemical structure:
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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 |
|---|---|---|---|---|---|
| ΔfH°gas | 37.5 ± 0.4 | kcal/mol | Cm | Wiberg and Fenoglio, 1968 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°gas | -618.60 ± 0.36 | kcal/mol | Cm | Wiberg and Fenoglio, 1968 | Corresponding ΔfHºgas = 37.45 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of gas
| Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 7.964 | 50. | Dorofeeva O.V., 1986 | Discrepancies between selected values and those calculated earlier [ Danti A., 1957] amount to 1.6-3.5 J/mol*K for S(T) and Cp(T).; GT |
| 8.377 | 100. | ||
| 9.228 | 150. | ||
| 10.68 | 200. | ||
| 14.04 | 273.15 | ||
| 15.39 ± 0.48 | 298.15 | ||
| 15.50 | 300. | ||
| 21.05 | 400. | ||
| 25.961 | 500. | ||
| 30.005 | 600. | ||
| 33.327 | 700. | ||
| 36.099 | 800. | ||
| 38.439 | 900. | ||
| 40.435 | 1000. | ||
| 42.146 | 1100. | ||
| 43.616 | 1200. | ||
| 44.885 | 1300. | ||
| 45.982 | 1400. | ||
| 46.936 | 1500. |
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:
BS - Robert L. Brown and Stephen E. Stein
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 275.2 | K | N/A | Weast and Grasselli, 1989 | BS |
Enthalpy of vaporization
| ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 5.90 | 260. | A | Stephenson and Malanowski, 1987 | Based on data from 206. to 275. K.; AC |
| 5.88 | 260. | N/A | Heisig, 1941 | Based on data from 196. to 275. K. See also Boublik, Fried, et al., 1984.; AC |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
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| Temperature (K) | A | B | C | Reference | Comment |
|---|---|---|---|---|---|
| 196.0 to 275.1 | 4.07688 | 1009.32 | -28.164 | Heisig, 1941 | Coefficents calculated by NIST from author's data. |
References
Go To: Top, Gas phase thermochemistry data, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Wiberg and Fenoglio, 1968
Wiberg, K.B.; Fenoglio, R.A.,
Heats of formation of C4H6 hydrocarbons,
J. Am. Chem. Soc., 1968, 90, 3395-3397. [all data]
Dorofeeva O.V., 1986
Dorofeeva O.V.,
Thermodynamic properties of twenty-one monocyclic hydrocarbons,
J. Phys. Chem. Ref. Data, 1986, 15, 437-464. [all data]
Danti A., 1957
Danti A.,
Thermodynamic functions of cyclobutene,
J. Chem. Phys., 1957, 27, 1227. [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]
Stephenson and Malanowski, 1987
Stephenson, Richard M.; Malanowski, Stanislaw,
Handbook of the Thermodynamics of Organic Compounds, 1987, https://doi.org/10.1007/978-94-009-3173-2
. [all data]
Heisig, 1941
Heisig, G.B.,
The Preparation and the Vapor Pressures of Cyclobutene and Cyclobutane *,
J. Am. Chem. Soc., 1941, 63, 6, 1698-1699, https://doi.org/10.1021/ja01851a055
. [all data]
Boublik, Fried, et al., 1984
Boublik, T.; Fried, V.; Hala, E.,
The Vapour Pressures of Pure Substances: Selected Values of the Temperature Dependence of the Vapour Pressures of Some Pure Substances in the Normal and Low Pressure Region, 2nd ed., Elsevier, New York, 1984, 972. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Tboil Boiling point ΔcH°gas Enthalpy of combustion of gas at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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