Cyclopentanone
- Formula: C5H8O
- Molecular weight: 84.1164
- IUPAC Standard InChIKey: BGTOWKSIORTVQH-UHFFFAOYSA-N
- CAS Registry Number: 120-92-3
- 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: Adipic ketone; Adipinketon; Dumasin; Ketocyclopentane; Ketopentamethylene; UN 2245; NSC 4122
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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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 403. ± 1. | K | AVG | N/A | Average of 13 values; Individual data points |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 221.7 | K | N/A | Wurflinger and Kreutzenbeck, 1978 | Uncertainty assigned by TRC = 0.3 K; TRC |
Tfus | 220.05 | K | N/A | Sellers and Sunner, 1962 | Uncertainty assigned by TRC = 0.5 K; TRC |
Tfus | 222.6 | K | N/A | Anonymous, 1954 | Uncertainty assigned by TRC = 0.6 K; TRC |
Tfus | 221.85 | K | N/A | Timmermans, 1952 | Uncertainty assigned by TRC = 0.4 K; TRC |
Tfus | 221.85 | K | N/A | Timmermans and Hennaut-Roland, 1937 | Uncertainty assigned by TRC = 0.5 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Ttriple | 221.44 | K | N/A | Shvaro, 1987 | Uncertainty assigned by TRC = 0.02 K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Tc | 624.5 | K | N/A | Ambrose and Ghiassee, 1987 | Uncertainty assigned by TRC = 2. K; TRC |
Quantity | Value | Units | Method | Reference | Comment |
Pc | 45.40 | atm | N/A | Ambrose and Ghiassee, 1987 | Uncertainty assigned by TRC = 0.49 atm; TRC |
Quantity | Value | Units | Method | Reference | Comment |
ΔvapH° | 10.2 ± 0.1 | kcal/mol | AVG | N/A | Average of 6 values; Individual data points |
Enthalpy of vaporization
ΔvapH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
9.92 | 338. | EB | Teodorescu, Barhala, et al., 2006 | Based on data from 323. to 403. K.; AC |
9.70 | 332. | N/A | Ambrose and Ghiassee, 1987, 2 | Based on data from 317. to 427. K.; AC |
10.2 | 308. | A | Stephenson and Malanowski, 1987 | Based on data from 293. to 404. K.; AC |
9.46 | 353. | A,EB | Stephenson and Malanowski, 1987 | Based on data from 338. to 416. K. See also Meyer and Hotz, 1976.; AC |
8.688 | 403.7 | N/A | Majer and Svoboda, 1985 | |
10.4 | 286. | N/A | Benson and Kistiakowsky, 1942 | Based on data from 273. to 299. K.; AC |
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 |
---|---|---|---|---|---|
273.09 to 298.79 | 1.07734 | 376.418 | -168.499 | Benson and Kistiakowsky, 1942 | Coefficents calculated by NIST from author's data. |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Reference | Comment |
---|---|---|---|
2.72 | 221.2 | Gonthier-Vassal and Szwarc, 1998 | AC |
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.
Wurflinger and Kreutzenbeck, 1978
Wurflinger, Alber (see wuerfl a); Kreutzenbeck, J.,
J. Phys. Chem. Solids, 1978, 39, 193. [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]
Anonymous, 1954
Anonymous, R.,
, Am. Pet. Inst. Res. Proj. 45, Tech. Rep. 13, Ohio State Univ., 1954. [all data]
Timmermans, 1952
Timmermans, J.,
Freezing points of organic compounds. VVI New determinations.,
Bull. Soc. Chim. Belg., 1952, 61, 393. [all data]
Timmermans and Hennaut-Roland, 1937
Timmermans, J.; Hennaut-Roland, M.,
Works from International Bureau at Physical-Chemical Standards. VIII. Physical constants of 20 organic compounds,
J. Chim. Phys. Phys.-Chim. Biol., 1937, 34, 693. [all data]
Shvaro, 1987
Shvaro, O.V.,
Thermodynamics of some cyclic and acyclic ketones and alcohols C4-C7, Ph.D. Thesis, Byeloruss. State Univ., Minsk, 1987. [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]
Teodorescu, Barhala, et al., 2006
Teodorescu, Mariana; Barhala, Alexandru; Dragoescu, Dana,
Isothermal (vapour+liquid) equilibria for the binary (cyclopentanone or cyclohexanone with 1,1,2,2-tetrachloroethane) systems at temperatures of (343.15, 353.15, and 363.15)K,
The Journal of Chemical Thermodynamics, 2006, 38, 11, 1432-1437, https://doi.org/10.1016/j.jct.2006.01.010
. [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]
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]
Meyer and Hotz, 1976
Meyer, Edwin F.; Hotz, Carol A.,
Cohesive energies in polar organic liquids. 3. Cyclic ketones,
J. Chem. Eng. Data, 1976, 21, 3, 274-279, https://doi.org/10.1021/je60070a035
. [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]
Benson and Kistiakowsky, 1942
Benson, S.W.; Kistiakowsky, G.B.,
The Photochemical Decomposition of Cyclic Ketones,
J. Am. Chem. Soc., 1942, 64, 1, 80-86, https://doi.org/10.1021/ja01253a021
. [all data]
Gonthier-Vassal and Szwarc, 1998
Gonthier-Vassal, Anne; Szwarc, Henri,
Thermodynamic properties of cycloketones: A DSC study,
Thermochimica Acta, 1998, 320, 1-2, 141-154, https://doi.org/10.1016/S0040-6031(98)00409-2
. [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 ΔfusH Enthalpy 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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