Cyclobutane, methyl-
- Formula: C5H10
- Molecular weight: 70.1329
- IUPAC Standard InChI: InChI=1S/C5H10/c1-5-3-2-4-5/h5H,2-4H2,1H3
- IUPAC Standard InChIKey: BDJAEZRIGNCQBZ-UHFFFAOYSA-N
- CAS Registry Number: 598-61-8
- 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. - Other names: Methylcyclobutane; 1-Methylcyclobutane
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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 |
|---|---|---|---|---|---|
| ΔcH°gas | -801.1 ± 0.32 | kcal/mol | Ccb | Humphrey and Spitzer, 1950 | Corresponding ΔfHºgas = -10.7 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 |
|---|---|---|---|
| 8.630 | 50. | Thermodynamics Research Center, 1997 | p=1 bar.; GT |
| 11.67 | 100. | ||
| 14.35 | 150. | ||
| 16.92 | 200. | ||
| 21.65 | 273.15 | ||
| 23.50 | 298.15 | ||
| 23.64 | 300. | ||
| 31.26 | 400. | ||
| 38.19 | 500. | ||
| 44.05 | 600. | ||
| 48.95 | 700. | ||
| 53.13 | 800. | ||
| 56.72 | 900. | ||
| 59.80 | 1000. | ||
| 62.45 | 1100. | ||
| 64.75 | 1200. | ||
| 66.75 | 1300. | ||
| 68.48 | 1400. | ||
| 69.98 | 1500. | ||
| 72.94 | 1750. | ||
| 75.10 | 2000. | ||
| 76.70 | 2250. | ||
| 77.92 | 2500. | ||
| 78.85 | 2750. | ||
| 79.57 | 3000. |
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
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| Tboil | 312. ± 4. | K | AVG | N/A | Average of 7 values; Individual data points |
Enthalpy of fusion
| ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 1.38 | 138.6 | Acree, 1991 | AC |
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:
LL - Sharon G. Lias and Joel F. Liebman
LLK - Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
View reactions leading to C5H10+ (ion structure unspecified)
Ionization energy determinations
| IE (eV) | Method | Reference | Comment |
|---|---|---|---|
| 9.64 ± 0.05 | EI | Holmes and Lossing, 1991 | LL |
| 9.60 | PE | Bischof, Gleiter, et al., 1974 | LLK |
References
Go To: Top, Gas 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.
Humphrey and Spitzer, 1950
Humphrey, G.I.; Spitzer, R.,
Bond hybridization in the non-tetrahedral carbon atom. The heats of combustion of spiro-pentane and methylcyclobutane,
J. Chem. Phys., 1950, 18, 902. [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]
Acree, 1991
Acree, William E.,
Thermodynamic properties of organic compounds: enthalpy of fusion and melting point temperature compilation,
Thermochimica Acta, 1991, 189, 1, 37-56, https://doi.org/10.1016/0040-6031(91)87098-H
. [all data]
Holmes and Lossing, 1991
Holmes, J.L.; Lossing, F.P.,
Ionization energies of homologous organic compounds and correlation with molecular size,
Org. Mass Spectrom., 1991, 26, 537. [all data]
Bischof, Gleiter, et al., 1974
Bischof, P.; Gleiter, R.; de Meijere, A.; Meyer, L.-U.,
The conjugative interaction between π-orbitals and cyclobutane-orbitals in spiro[3.4]octa-5,7-diene and spiro[3.4]octene-5,
Helv. Chim. Acta, 1974, 57, 1519. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Phase change data, Gas phase ion energetics 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 ΔfusH Enthalpy of fusion - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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