Cyclopentane
- Formula: C5H10
- Molecular weight: 70.1329
- IUPAC Standard InChIKey: RGSFGYAAUTVSQA-UHFFFAOYSA-N
- CAS Registry Number: 287-92-3
- 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: Pentamethylene; UN 1146
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Phase change data
Go To: Top, 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
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DRB - Donald R. Burgess, Jr.
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 322.4 ± 0.3 | K | AVG | N/A | Average of 34 out of 39 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 179.2 ± 0.8 | K | AVG | N/A | Average of 26 out of 27 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 179.71 | K | N/A | Douslin and Huffman, 1946 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.05 K; To = 273.16 K; TRC |
Ttriple | 179.71 | K | N/A | Douslin and Huffman, 1946 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.007 K; To = 273.16 K; TRC |
Ttriple | 179.69 | K | N/A | Aston, Finke, et al., 1943 | Uncertainty assigned by TRC = 0.08 K; TRC |
Ttriple | 179.0 | K | N/A | Jacobs and Parks, 1934 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.2 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 511.7 ± 0.2 | K | N/A | Daubert, 1996 | |
Tc | 511.6 | K | N/A | Majer and Svoboda, 1985 | |
Tc | 511.7 | K | N/A | Kudchadker, Alani, et al., 1968 | Uncertainty assigned by TRC = 0.2 K; TRC |
Tc | 511.6 | K | N/A | Ambrose and Grant, 1957 | Uncertainty assigned by TRC = 0.15 K; TRC |
Tc | 511.75 | K | N/A | Kay, 1947 | Uncertainty assigned by TRC = 0.05 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 44.5 ± 0.4 | atm | N/A | Daubert, 1996 | |
Pc | 44.49 | atm | N/A | Kudchadker, Alani, et al., 1968 | Uncertainty assigned by TRC = 0.4000 atm; TRC |
Pc | 43.72 | atm | N/A | Ambrose and Grant, 1957 | Uncertainty assigned by TRC = 0.5000 atm; TRC |
Pc | 44.5500 | atm | N/A | Kay, 1947 | Uncertainty assigned by TRC = 0.0499 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Vc | 0.259 | l/mol | N/A | Daubert, 1996 | |
Quantity | Value | Units | Method | Reference | Comment |
ρc | 3.85 ± 0.04 | mol/l | N/A | Daubert, 1996 | |
ρc | 3.850 | mol/l | N/A | Kudchadker, Alani, et al., 1968 | Uncertainty assigned by TRC = 0.06 mol/l; TRC |
ρc | 3.85 | mol/l | N/A | Kay, 1947 | Uncertainty assigned by TRC = 0.03 mol/l; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 6.9 ± 0.1 | kcal/mol | AVG | N/A | Average of 8 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
6.52 | 322.4 | N/A | Majer and Svoboda, 1985 | |
6.9821 | 298.15 | N/A | Aston, Fink, et al., 1943 | P = 41.10 kPa; DH |
6.98 | 295. | A | Stephenson and Malanowski, 1987 | Based on data from 280. to 331. K.; AC |
6.69 | 337. | A | Stephenson and Malanowski, 1987 | Based on data from 322. to 384. K.; AC |
6.50 | 396. | A | Stephenson and Malanowski, 1987 | Based on data from 381. to 455. K.; AC |
6.57 | 467. | A | Stephenson and Malanowski, 1987 | Based on data from 452. to 511. K.; AC |
6.67 ± 0.02 | 310. | C | McCullough, Pennington, et al., 1959 | AC |
6.52 ± 0.02 | 322. | C | McCullough, Pennington, et al., 1959 | AC |
6.55 | 323. | N/A | Spitzer and Pitzer, 1946 | AC |
6.93 | 304. | MM | Willingham, Taylor, et al., 1945 | Based on data from 289. to 323. K.; AC |
Enthalpy of vaporization
ΔvapH =
A exp(-βTr) (1 − Tr)β
ΔvapH =
Enthalpy of vaporization (at saturation pressure)
(kcal/mol)
Tr = reduced temperature (T / Tc)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A (kcal/mol) | β | Tc (K) | Reference | Comment |
---|---|---|---|---|---|
298. to 323. | 9.952 | 0.2597 | 511.6 | Majer and Svoboda, 1985 |
Entropy of vaporization
ΔvapS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
23.42 | 298.15 | Aston, Fink, et al., 1943 | P; DH |
Antoine Equation Parameters
log10(P) = A − (B / (T + C))
P = vapor pressure (atm)
T = temperature (K)
View plot Requires a JavaScript / HTML 5 canvas capable browser.
Temperature (K) | A | B | C | Reference | Comment |
---|---|---|---|---|---|
288.86 to 323.18 | 3.99717 | 1119.208 | -42.412 | Williamham, Taylor, et al., 1945 | |
225.90 to 287.39 | 4.24143 | 1235.305 | -30.666 | Aston, Fink, et al., 1943 | Coefficents calculated by NIST from author's data. |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
10.2 | 122. | B | Bondi, 1963 | AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
0.1 | 179.7 | Domalski and Hearing, 1996 | AC |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
1.242 | 121.95 | crystaline, III | crystaline, II | Rahm and Gmelin, 1992 | DH |
0.0863 | 138.22 | crystaline, II | crystaline, I | Rahm and Gmelin, 1992 | DH |
0.147 | 179.21 | crystaline, I | liquid | Rahm and Gmelin, 1992 | DH |
1.1674 | 122.36 | crystaline, III | crystaline, II | Szasz, Morrison, et al., 1947 | DH |
0.08191 | 138.07 | crystaline, II | crystaline, I | Szasz, Morrison, et al., 1947 | Temperature from 43AST/FIN.; DH |
0.1443 | 179.69 | crystaline, I | liquid | Szasz, Morrison, et al., 1947 | Temperature from 43AST/FIN.; DH |
1.1673 | 122.39 | crystaline, III | crystaline, II | Douslin and Huffman, 1946, 2 | DH |
0.082321 | 138.09 | crystaline, II | crystaline, I | Douslin and Huffman, 1946, 2 | DH |
0.14554 | 179.71 | crystaline, I | liquid | Douslin and Huffman, 1946, 2 | DH |
1.165 | 122.39 | crystaline, III | crystaline, II | Aston, Fink, et al., 1943 | DH |
0.08279 | 138.07 | crystaline, II | crystaline, I | Aston, Fink, et al., 1943 | DH |
0.144 | 179.69 | crystaline, I | liquid | Aston, Fink, et al., 1943 | DH |
1.134 | 121.6 | crystaline, III | crystaline, II | Jacobs and Parks, 1934, 2 | DH |
0.08561 | 137.1 | crystaline, II | crystaline, I | Jacobs and Parks, 1934, 2 | DH |
0.1445 | 179.0 | crystaline, I | liquid | Jacobs and Parks, 1934, 2 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
9.541 | 122.36 | crystaline, III | crystaline, II | Szasz, Morrison, et al., 1947 | DH |
0.593 | 138.07 | crystaline, II | crystaline, I | Szasz, Morrison, et al., 1947 | Temperature; DH |
0.803 | 179.69 | crystaline, I | liquid | Szasz, Morrison, et al., 1947 | Temperature; DH |
9.539 | 122.39 | crystaline, III | crystaline, II | Douslin and Huffman, 1946, 2 | DH |
0.595 | 138.09 | crystaline, II | crystaline, I | Douslin and Huffman, 1946, 2 | DH |
0.808 | 179.71 | crystaline, I | liquid | Douslin and Huffman, 1946, 2 | DH |
9.517 | 122.39 | crystaline, III | crystaline, II | Aston, Fink, et al., 1943 | DH |
0.600 | 138.07 | crystaline, II | crystaline, I | Aston, Fink, et al., 1943 | DH |
0.801 | 179.69 | crystaline, I | liquid | Aston, Fink, et al., 1943 | DH |
9.326 | 121.6 | crystaline, III | crystaline, II | Jacobs and Parks, 1934, 2 | DH |
0.624 | 137.1 | crystaline, II | crystaline, I | Jacobs and Parks, 1934, 2 | DH |
0.808 | 179.0 | crystaline, I | liquid | Jacobs and Parks, 1934, 2 | DH |
References
Go To: Top, Phase change data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Douslin and Huffman, 1946
Douslin, D.R.; Huffman, H.M.,
The heat capacities, heats of transition, heats of fusion and entropies of cyclopentane, methylcyclopentane and methylcyclohexane.,
J. Am. Chem. Soc., 1946, 68, 173. [all data]
Aston, Finke, et al., 1943
Aston, J.G.; Finke, H.L.; Schumann, S.C.,
The heat capacity and entropy, heats of transition, fusion and vaporization and the vapor pressures of cyclopentane. Evidence for a non-planar structure,
J. Am. Chem. Soc., 1943, 65, 341. [all data]
Jacobs and Parks, 1934
Jacobs, C.J.; Parks, G.S.,
Thermal data on organic compounds. XIV. Some heat capacity, entropy and free energy data for cyclic substances,
J. Am. Chem. Soc., 1934, 56, 1513-17. [all data]
Daubert, 1996
Daubert, T.E.,
Vapor-Liquid Critical Properties of Elements and Compounds. 5. Branched Alkanes and Cycloalkanes,
J. Chem. Eng. Data, 1996, 41, 365-372. [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]
Kudchadker, Alani, et al., 1968
Kudchadker, A.P.; Alani, G.H.; Zwolinski, B.J.,
The Critical Constants of Organic Substances,
Chem. Rev., 1968, 68, 659. [all data]
Ambrose and Grant, 1957
Ambrose, D.; Grant, D.G.,
The Critical Temperatures of Some Hydrocarbons and Pyridine Bases,
Trans. Faraday Soc., 1957, 53, 771. [all data]
Kay, 1947
Kay, W.B.,
Vapor Pressures and Saturated Liquid and Vapor DEensities of Cyclopentane, Methylcyclopentane, Ethylcyclopentane, and Methylcyclohexane,
J. Am. Chem. Soc., 1947, 69, 1273-7. [all data]
Aston, Fink, et al., 1943
Aston, J.G.; Fink, H.L.; Schumann, S.C.,
The heat capacity and entropy, heats of transition, fusion and vaporization and the vapor pressures of cyclopentane. Evidence for a non-planar structure,
J. Am. Chem. Soc., 1943, 65, 341-346. [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]
McCullough, Pennington, et al., 1959
McCullough, J.P.; Pennington, R.E.; Smith, J.C.; Hossenlopp, I.A.; Waddington, G.,
Thermodynamics of cyclopentane, methylcyclopentane and 1,cis-3-dimethylcyclopentane: Verification of the concept of pseudorotation,
J. Am. Chem. Soc., 1959, 81, 5880-5883. [all data]
Spitzer and Pitzer, 1946
Spitzer, Ralph; Pitzer, Kenneth S.,
The Heat Capacity of Gaseous Cyclopentane, Cyclohexane and Methylcyclohexane,
J. Am. Chem. Soc., 1946, 68, 12, 2537-2538, https://doi.org/10.1021/ja01216a032
. [all data]
Willingham, Taylor, et al., 1945
Willingham, C.B.; Taylor, W.J.; Pignocco, J.M.; Rossini, F.D.,
Vapor pressures and boiling points of some paraffin, alkylcyclopentane, alkylcyclohexane, and alkylbenzene hydrocarbons,
J. RES. NATL. BUR. STAN., 1945, 35, 3, 219-17, https://doi.org/10.6028/jres.035.009
. [all data]
Williamham, Taylor, et al., 1945
Williamham, C.B.; Taylor, W.J.; Pignocco, J.M.; Rossini, F.D.,
Vapor Pressures and Boiling Points of Some Paraffin, Alkylcyclopentane, Alkylcyclohexane, and Alkylbenzene Hydrocarbons,
J. Res. Natl. Bur. Stand. (U.S.), 1945, 35, 3, 219-244, https://doi.org/10.6028/jres.035.009
. [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]
Rahm and Gmelin, 1992
Rahm, U.; Gmelin, E.,
Low temperature microcalorimetry by differential scanning,
J. Therm. Anal., 1992, 38(3), 335-344. [all data]
Szasz, Morrison, et al., 1947
Szasz, G.J.; Morrison, J.A.; Pace, E.L.; Aston, J.G.,
Thermal properties of cyclopentane and its use as a standard substance in low temperature thermal measurements,
J. Chem. Phys., 1947, 15, 562-564. [all data]
Douslin and Huffman, 1946, 2
Douslin, D.R.; Huffman, H.M.,
The heat capacities, heats of transition, heats of fusion and entropies of cyclopentane, methylcyclopentane and methylcylohexane,
J. Am. Chem. Soc., 1946, 68, 173-176. [all data]
Jacobs and Parks, 1934, 2
Jacobs, C.J.; Parks, G.S.,
Thermal data on organic compounds. XIV. Some heat capacity, entropy and free energy data for cyclic substances,
J. Am. Chem. Soc., 1934, 56, 1513-1517. [all data]
Notes
Go To: Top, Phase change data, References
- Symbols used in this document:
Pc Critical pressure Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature Vc Critical volume ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions ΔvapS Entropy of vaporization ρc Critical density - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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