Cyclobutane
- Formula: C4H8
- Molecular weight: 56.1063
- IUPAC Standard InChIKey: PMPVIKIVABFJJI-UHFFFAOYSA-N
- CAS Registry Number: 287-23-0
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
The 3d structure may be viewed using Java or Javascript. - Isotopologues:
- Other names: Tetramethylene; UN 2601
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Phase change data
Go To: Top, Mass spectrum (electron ionization), 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
DH - Eugene S. Domalski and Elizabeth D. Hearing
AC - William E. Acree, Jr., James S. Chickos
CAL - James S. Chickos, William E. Acree, Jr., Joel F. Liebman, Students of Chem 202 (Introduction to the Literature of Chemistry), University of Missouri -- St. Louis
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 284. ± 5. | K | AVG | N/A | Average of 9 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 183.0 | K | N/A | Kaarsemaker and Coops, 1952 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 193. | K | N/A | Willstatter and Bruce, 1907 | Uncertainty assigned by TRC = 3. K; TRC |
Tfus | 273.14 | K | N/A | Willstatter and Bruce, 1907 | Uncertainty assigned by TRC = 3. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 182.4 ± 0.6 | K | AVG | N/A | Average of 12 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 5.717 | kcal/mol | N/A | Majer and Svoboda, 1985 | |
ΔvapH° | 5.54 | kcal/mol | V | Kaarsemaker and Coops, 1952 | ALS |
ΔvapH° | 5.56 ± 0.1 | kcal/mol | V | Coops and Kaarsemaker, 1950 | ALS |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
5.7811 | 285.66 | N/A | Rathjens and Gwinn, 1953 | P = 101.325 kPa; DH |
5.782 | 285.7 | N/A | Majer and Svoboda, 1985 | |
6.02 | 272. | A | Stephenson and Malanowski, 1987 | Based on data from 198. to 287. K.; AC |
1.382 | 559. | C | Rathjens and Gwinn, 1953, 2 | ALS |
6.02 | 270. | N/A | Rathjens and Gwinn, 1953 | Based on data from 217. to 285. K. See also Boublik, Fried, et al., 1984.; AC |
Entropy of vaporization
ΔvapS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
20.24 | 285.66 | Rathjens and Gwinn, 1953 | P; DH |
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 |
---|---|---|---|---|---|
213.22 to 285.34 | 4.06572 | 1038.009 | -30.334 | Rathjens and Gwinn, 1953 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
8.70 | 145. | B | Bondi, 1963 | AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
0.261 | 182.4 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
9.362 | 145.7 | Domalski and Hearing, 1996 | CAL |
1.42 | 182.4 |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
1.364 | 145.7 | crystaline, II | crystaline, I | Rathjens and Gwinn, 1953 | Transition over about 120 to 145.7 K. Values represent excess over extrapolated Cp curves.; DH |
0.2600 | 182.42 | crystaline, I | liquid | Rathjens and Gwinn, 1953 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
9.362 | 145.7 | crystaline, II | crystaline, I | Rathjens and Gwinn, 1953 | Transition; DH |
1.42 | 182.42 | crystaline, I | liquid | Rathjens and Gwinn, 1953 | DH |
Mass spectrum (electron ionization)
Go To: Top, 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 compiled by: NIST Mass Spectrometry Data Center, William E. Wallace, director
Spectrum
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Additional Data
View image of digitized spectrum (can be printed in landscape orientation).
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. |
---|---|
NIST MS number | 107 |
References
Go To: Top, Phase change data, Mass spectrum (electron ionization), Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Kaarsemaker and Coops, 1952
Kaarsemaker, S.; Coops, J.,
Thermal quantities of some cycloparaffins. Part III. Results of measurements,
Rec. Trav. Chim. Pays/Bas, 1952, 71, 261. [all data]
Willstatter and Bruce, 1907
Willstatter, R.; Bruce, J.,
Chem. Ber., 1907, 40, 3979. [all data]
Majer and Svoboda, 1985
Majer, V.; Svoboda, V.,
Enthalpies of Vaporization of Organic Compounds: A Critical Review and Data Compilation, Blackwell Scientific Publications, Oxford, 1985, 300. [all data]
Coops and Kaarsemaker, 1950
Coops, J.; Kaarsemaker, SJ.,
Heat of combustion of cyclobutane,
Recl. Trav. Chim. Pays-Bas, 1950, 69, 1364. [all data]
Rathjens and Gwinn, 1953
Rathjens, G.W., Jr.; Gwinn, W.D.,
Heat capacities and entropy of cyclobutane,
J. Am. Chem. Soc., 1953, 75, 5629-5633. [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]
Rathjens and Gwinn, 1953, 2
Rathjens, G.W., Jr.; Gwinn, W.D.,
Heat capacities and entropy of cyclobutane,
J. Am. Chem. Soc., 1953, 75, 5629-56. [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]
Bondi, 1963
Bondi, A.,
Heat of Siblimation of Molecular Crystals: A Catalog of Molecular Structure Increments.,
J. Chem. Eng. Data, 1963, 8, 3, 371-381, https://doi.org/10.1021/je60018a027
. [all data]
Domalski and Hearing, 1996
Domalski, Eugene S.; Hearing, Elizabeth D.,
Heat Capacities and Entropies of Organic Compounds in the Condensed Phase. Volume III,
J. Phys. Chem. Ref. Data, 1996, 25, 1, 1, https://doi.org/10.1063/1.555985
. [all data]
Notes
Go To: Top, Phase change data, Mass spectrum (electron ionization), References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ΔvapS Entropy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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