1,3-Cyclopentadiene
- Formula: C5H6
- Molecular weight: 66.1011
- IUPAC Standard InChI: InChI=1S/C5H6/c1-2-4-5-3-1/h1-4H,5H2
- IUPAC Standard InChIKey: ZSWFCLXCOIISFI-UHFFFAOYSA-N
- CAS Registry Number: 542-92-7
- Chemical structure:
This structure is also available as a 2d Mol file or as a computed 3d SD file
View 3d structure (requires JavaScript / HTML 5) - Other names: Cyclopentadiene; Pentole; Pyropentylene; R-Pentine
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Gas phase thermochemistry data
Go To: Top, Condensed phase thermochemistry data, IR Spectrum, 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:
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 | 33.2 | kcal/mol | Chyd | Roth, Adamczak, et al., 1991 | ALS |
| ΔfH°gas | 31.89 | kcal/mol | Eqk | Furuyama, Golden, et al., 1970 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°gas | -707. ± 7. | kcal/mol | Ccb | Wassermann, 1935 | Corresponding ΔfHºgas = 32. kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°gas | 65.600 | cal/mol*K | N/A | Furuyama S., 1970 | This a second law entropy value was obtained from study of gas-phase equilibrium. The value of S(298.2 K)=270.3(4.2) J/mol*K was obtained from other equilibrium study [ Grant C.J., 1969].; GT |
Constant pressure heat capacity of gas
| Cp,gas (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 7.957 | 50. | Dorofeeva O.V., 1986 | Recommended S(T) values differ from other statistically calculated values [ Turnbull A.G., 1967, Furuyama S., 1970] up to 2.6 J/mol*K. Discrepancies in Cp(T) values amount to 1.3-4.3 J/mol*K. There is an excellent agreement between selected values of S(T) and Cp(T) and those obtained by ab initio calculation [ Karni M., 1991].; GT |
| 8.375 | 100. | ||
| 9.637 | 150. | ||
| 11.84 | 200. | ||
| 16.32 | 273.15 | ||
| 18.01 ± 0.48 | 298.15 | ||
| 18.14 | 300. | ||
| 24.689 | 400. | ||
| 30.222 | 500. | ||
| 34.663 | 600. | ||
| 38.250 | 700. | ||
| 41.207 | 800. | ||
| 43.683 | 900. | ||
| 45.782 | 1000. | ||
| 47.572 | 1100. | ||
| 49.109 | 1200. | ||
| 50.430 | 1300. | ||
| 51.570 | 1400. | ||
| 52.562 | 1500. |
Condensed phase thermochemistry data
Go To: Top, Gas phase thermochemistry data, IR Spectrum, 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: Eugene S. Domalski and Elizabeth D. Hearing
| Quantity | Value | Units | Method | Reference | Comment |
|---|---|---|---|---|---|
| S°liquid | 43.67 | cal/mol*K | N/A | Lebedev and Lityagov, 1977 |
Constant pressure heat capacity of liquid
| Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 27.56 | 298.15 | Lebedev and Lityagov, 1977 | T = 14 to 330 K. |
IR Spectrum
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry 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: Coblentz Society, Inc.
Condensed Phase Spectrum
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Notice: Except where noted, spectra from this collection were measured on dispersive instruments, often in carefully selected solvents, and hence may differ in detail from measurements on FTIR instruments or in other chemical environments. More information on the manner in which spectra in this collection were collected can be found here.
Notice: Concentration information is not available for this spectrum and, therefore, molar absorptivity values cannot be derived.
Additional Data
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| Owner | COBLENTZ SOCIETY Collection (C) 2018 copyright by the U.S. Secretary of Commerce on behalf of the United States of America. All rights reserved. |
|---|---|
| Origin | WYANDOTTE CHEMICALS CORP., WYANDOTTE, MICHIGAN, USA |
| Source reference | COBLENTZ NO. 2691 |
| Date | Not specified, most likely prior to 1970 |
| Name(s) | 1,3-cyclopentadiene |
| State | LIQUID |
| Instrument | Not specified, most likely a prism, grating, or hybrid spectrometer. |
| Path length | 0.003 CM |
| Resolution | 4 |
| Sampling procedure | TRANSMISSION |
| Data processing | DIGITIZED BY NIST FROM HARD COPY |
| Boiling point | 41 C |
References
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, IR Spectrum, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Roth, Adamczak, et al., 1991
Roth, W.R.; Adamczak, O.; Breuckmann, R.; Lennartz, H.-W.; Boese, R.,
Die Berechnung von Resonanzenergien; das MM2ERW-Kraftfeld,
Chem. Ber., 1991, 124, 2499-2521. [all data]
Furuyama, Golden, et al., 1970
Furuyama, S.; Golden, D.M.; Benson, S.W.,
Thermochemistry of cyclopentene and cyclopentadiene from studies of gas-phase equilibria,
J. Chem. Thermodyn., 1970, 2, 161-169. [all data]
Wassermann, 1935
Wassermann, A.,
The mechanism of additions to double bonds. Part I. Thermochemistry and kinetics of a diene synthesis,
J. Chem. Soc., 1935, 828-838. [all data]
Furuyama S., 1970
Furuyama S.,
Thermochemistry of cyclopentene and cyclopentadiene from studies of gas-phase equilibria,
J. Chem. Thermodyn., 1970, 2, 161-169. [all data]
Grant C.J., 1969
Grant C.J.,
Reversibility in the gas-phase decomposition of cyclopentene. The entropy of cyclopentadiene,
J. Chem. Soc. Chem. Comm., 1969, 667-668. [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]
Turnbull A.G., 1967
Turnbull A.G.,
Thermochemistry of biscyclopentadienyl metal compounds,
Austral. J. Chem., 1967, 20, 2059-2067. [all data]
Karni M., 1991
Karni M.,
Ab initio calculations and ideal gas thermodynamic functions of cyclopentadiene and cyclopentadiene derivatives,
J. Phys. Chem. Ref. Data, 1991, 20, 665-683. [all data]
Lebedev and Lityagov, 1977
Lebedev, B.V.; Lityagov, V.Ya.,
Thermodynamics of polypentenamer synthesis reactions,
Vysokomol. Soedin., 1977, B19, 558-560. [all data]
Notes
Go To: Top, Gas phase thermochemistry data, Condensed phase thermochemistry data, IR Spectrum, References
- Symbols used in this document:
Cp,gas Constant pressure heat capacity of gas Cp,liquid Constant pressure heat capacity of liquid S°gas Entropy of gas at standard conditions S°liquid Entropy of liquid at standard conditions ΔcH°gas Enthalpy of combustion of gas at standard conditions ΔfH°gas Enthalpy of formation of gas at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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