Cyclopentanol
- Formula: C5H10O
- Molecular weight: 86.1323
- IUPAC Standard InChIKey: XCIXKGXIYUWCLL-UHFFFAOYSA-N
- CAS Registry Number: 96-41-3
- 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: Cyclopentyl alcohol; Hydroxycyclopentane; UN 2244
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Condensed phase thermochemistry data
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 as indicated in comments:
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔfH°liquid | -71.80 ± 0.25 | kcal/mol | Cac | Wiberg, Wasserman, et al., 1985 | Trifluoroacetolysis; ALS |
ΔfH°liquid | -71.71 ± 0.41 | kcal/mol | Ccb | Sellers and Sunner, 1962 | Reanalyzed by Cox and Pilcher, 1970, Original value = -71.37 kcal/mol; ALS |
ΔfH°liquid | -71.77 ± 0.04 | kcal/mol | Ccb | Parks, Mosley, et al., 1950 | ALS |
Quantity | Value | Units | Method | Reference | Comment |
ΔcH°liquid | -740.12 ± 0.40 | kcal/mol | Ccb | Sellers and Sunner, 1962 | Reanalyzed by Cox and Pilcher, 1970, Original value = -740.47 ± 0.20 kcal/mol; Corresponding ΔfHºliquid = -71.71 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
ΔcH°liquid | -740.07 ± 0.37 | kcal/mol | Ccb | Parks, Mosley, et al., 1950 | Corresponding ΔfHºliquid = -71.76 kcal/mol (simple calculation by NIST; no Washburn corrections); ALS |
Quantity | Value | Units | Method | Reference | Comment |
S°liquid | 49.31 | cal/mol*K | N/A | Parks, Kennedy, et al., 1956 | Extrapolation below 80 K, 48.79 J/mol*K.; DH |
Constant pressure heat capacity of liquid
Cp,liquid (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
43.396 | 298.15 | Benson and D'Arcy, 1986 | DH |
44.31 | 298. | Conti, Gianni, et al., 1976 | DH |
43.396 | 298.15 | Conti, Gianni, et al., 1976 | DH |
44.011 | 298.15 | Parks, Kennedy, et al., 1956 | T = 80 to 300 K.; DH |
Phase change data
Go To: Top, 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 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.
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
DH - Eugene S. Domalski and Elizabeth D. Hearing
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 413. ± 2. | K | AVG | N/A | Average of 10 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 254.15 | K | N/A | Timmermans, 1952 | Uncertainty assigned by TRC = 1. K; TRC |
Tfus | 253. | K | N/A | White and Bishop, 1940 | Crystal phase 1 phase; Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 255.6 | K | N/A | Kabo, Diky, et al., 1995 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.3 K; TRC |
Ttriple | 256.0 | K | N/A | Wuerflinger and Kreutzenbeck, 1978 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.5 K; TRC |
Ttriple | 257.4 | K | N/A | Parks, Kennedy, et al., 1956, 2 | Crystal phase 1 phase; Uncertainty assigned by TRC = 0.2 K; see 1978 wuekre 0 for phase identification; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 620. ± 1. | K | N/A | Gude and Teja, 1995 | |
Tc | 619.5 | K | N/A | Ambrose and Ghiassee, 1987 | Uncertainty assigned by TRC = 1. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 48. ± 1. | atm | N/A | Gude and Teja, 1995 | |
Pc | 48.36 | atm | N/A | Ambrose and Ghiassee, 1987 | Uncertainty assigned by TRC = 0.987 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 13.7 ± 0.3 | kcal/mol | AVG | N/A | Average of 8 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
12.6 | 361. | A,EB | Ambrose and Ghiassee, 1987, 2 | Based on data from 346. to 437. K.; AC |
13.6 | 294. | N/A | Cabani, Conti, et al., 1975 | Based on data from 279. to 314. K.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
0.368 | 257.4 | Domalski and Hearing, 1996 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
4.369 | 202.8 | Domalski and Hearing, 1996 | CAL |
1.43 | 257.4 |
Enthalpy of phase transition
ΔHtrs (kcal/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
0.8860 | 202.8 | crystaline, II | crystaline, I | Parks, Kennedy, et al., 1956 | DH |
0.3671 | 257.4 | crystaline, I | liquid | Parks, Kennedy, et al., 1956 | DH |
Entropy of phase transition
ΔStrs (cal/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
---|---|---|---|---|---|
4.369 | 202.8 | crystaline, II | crystaline, I | Parks, Kennedy, et al., 1956 | DH |
1.43 | 257.4 | crystaline, I | liquid | Parks, Kennedy, et al., 1956 | DH |
References
Go To: Top, Condensed 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, Wasserman, et al., 1985
Wiberg, K.B.; Wasserman, D.J.; Martin, E.J.; Murcko, M.A.,
Enthalpies of hydration of alkenes. 3. Cycloalkenes,
J. Am. Chem. Soc., 1985, 107, 6019-6022. [all data]
Sellers and Sunner, 1962
Sellers, P.; Sunner, S.,
Heats of combustion of cyclic ketones and alcohols,
Acta Chem. Scand., 1962, 16, 46-52. [all data]
Cox and Pilcher, 1970
Cox, J.D.; Pilcher, G.,
Thermochemistry of Organic and Organometallic Compounds, Academic Press, New York, 1970, 1-636. [all data]
Parks, Mosley, et al., 1950
Parks, G.S.; Mosley, J.R.; Peterson, P.V., Jr.,
Heats of combustion and formation of some organic compounds containing oxygen,
J. Chem. Phys., 1950, 18, 152. [all data]
Parks, Kennedy, et al., 1956
Parks, G.S.; Kennedy, W.D.; Gates, R.R.; Mosley, J.R.; Moore, G.E.; Renquist, M.L.,
Thermal data on organic compounds. XXVI. Some heat capacity, entropy and free energy data for seven compounds containing oxygen.,
Not In System, 1956, 78, 56-59. [all data]
Benson and D'Arcy, 1986
Benson, G.C.; D'Arcy, P.J.,
Excess isobaric heat capacities of some binary mixtures: (a C5-alkanol + n-heptane) at 298.15 K,
J. Chem. Thermodynam., 1986, 18, 493-498. [all data]
Conti, Gianni, et al., 1976
Conti, G.; Gianni, P.; Matteoli, E.; Mengheri, M.,
Capacita termiche molari di alcuni composti organici mono- e bifunzionali nel liquido puro e in soluzione acquosa a 25C,
Chim. Ind. (Milan), 1976, 58, 225. [all data]
Timmermans, 1952
Timmermans, J.,
Freezing points of organic compounds. VVI New determinations.,
Bull. Soc. Chim. Belg., 1952, 61, 393. [all data]
White and Bishop, 1940
White, A.H.; Bishop, W.S.,
Dielectric Evidence of Molecular Rotation in the Crystals of Certain Non-aromatic Compounds,
J. Am. Chem. Soc., 1940, 62, 8-16. [all data]
Kabo, Diky, et al., 1995
Kabo, G.Ya.; Diky, V.V.; Kozyro, A.A.; Krasulin, A.P.; Sevruk, V.M.,
Thermodynamic properties, conformational composition, and phase transitions of cyclopentanol,
J. Chem. Thermodyn., 1995, 27, 953-67. [all data]
Wuerflinger and Kreutzenbeck, 1978
Wuerflinger, A.; Kreutzenbeck, J.,
J. Phys. Chem. Solids, 1978, 39, 193. [all data]
Parks, Kennedy, et al., 1956, 2
Parks, G.S.; Kennedy, W.D.; Gates, R.R.; Mosley, J.R.; Moore, G.E.; Renquist, M.L.,
Thermal Data on Organic Compounds XXVI. Some Heat Capacity, Entropy and Free Energy Data for Seven Compounds Containing Oxygen,
J. Am. Chem. Soc., 1956, 78, 56-9. [all data]
Gude and Teja, 1995
Gude, M.; Teja, A.S.,
Vapor-Liquid Critical Properties of Elements and Compounds. 4. Aliphatic Alkanols,
J. Chem. Eng. Data, 1995, 40, 1025-1036. [all data]
Ambrose and Ghiassee, 1987
Ambrose, D.; Ghiassee, N.B.,
Vapor Pressures and Critical Temperatures and Critical Pressures of C5 and C6 Cyclic Alcohols and Ketones,
J. Chem. Thermodyn., 1987, 19, 903. [all data]
Ambrose and Ghiassee, 1987, 2
Ambrose, D.; Ghiassee, N.B.,
Vapour pressures and critical temperatures and critical pressures of C5 and C6 cyclic alcohols and ketones,
The Journal of Chemical Thermodynamics, 1987, 19, 9, 903-909, https://doi.org/10.1016/0021-9614(87)90036-X
. [all data]
Cabani, Conti, et al., 1975
Cabani, Sergio; Conti, G.; Mollica, V.; Lepori, L.,
Thermodynamic study of dilute aqueous solutions of organic compounds. Part 4.---Cyclic and straight chain secondary alcohols,
J. Chem. Soc., Faraday Trans. 1, 1975, 71, 0, 1943, https://doi.org/10.1039/f19757101943
. [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, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,liquid Constant pressure heat capacity of liquid Pc Critical pressure S°liquid Entropy of liquid at standard conditions Tboil Boiling point Tc Critical temperature Tfus Fusion (melting) point Ttriple Triple point temperature ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔcH°liquid Enthalpy of combustion of liquid at standard conditions ΔfH°liquid Enthalpy of formation of liquid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔvapH Enthalpy of vaporization ΔvapH° Enthalpy of vaporization at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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