cis-1,2-Cyclohexanediol
- Formula: C6H12O2
- Molecular weight: 116.1583
- IUPAC Standard InChIKey: PFURGBBHAOXLIO-OLQVQODUSA-N
- CAS Registry Number: 1792-81-0
- 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. - Stereoisomers:
- Other names: cis-1,2-Dihydroxycyclohexane; Grandidentol; 1,2-Cyclohexanediol, cis-; 1,2-Cyclohexanediol, (Z)-
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Condensed 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 by: Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
ΔcH°solid | -841.6 | kcal/mol | Ccb | Roth and Muller, 1929 | Corresponding ΔfHºsolid = -132.6 kcal/mol (simple calculation by NIST; no Washburn corrections) |
ΔcH°solid | -840.4 ± 0.1 | kcal/mol | Ccb | Verkade, Coops, et al., 1928 | At 288 °K; Corresponding ΔfHºsolid = -133.8 kcal/mol (simple calculation by NIST; no Washburn corrections) |
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:
TRC - Thermodynamics Research Center, NIST Boulder Laboratories, Chris Muzny director
AC - William E. Acree, Jr., James S. Chickos
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tfus | 371.15 | K | N/A | Milas and Sussman, 1937 | Uncertainty assigned by TRC = 1. K; TRC |
Enthalpy of sublimation
ΔsubH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
10.4 | 304. | ME | Stephenson and Malanowski, 1987 | Based on data from 289. to 320. K. See also Zibberman-Granovskaya, 1940.; AC |
Enthalpy of fusion
ΔfusH (kcal/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
0.79 | 371.6 | N/A | Maria and Eusebio, 2008 | AC |
4.845 | 373.2 | DSC | Zhou, Peng, et al., 2002 | See also Zhou, Zhang, et al., 2003.; AC |
0.793 | 371.6 | N/A | Maria, Costa, et al., 1995 | AC |
Entropy of fusion
ΔfusS (cal/mol*K) | Temperature (K) | Reference | Comment |
---|---|---|---|
13.19 | 360.4 | Maria, Costa, et al., 1995, 2 | CAL |
2.13 | 371.6 |
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.
Roth and Muller, 1929
Roth, W.A.; Muller, Fr.,
Die Zersetzungswarme der Stickstoffwasserstoffsaure,
Ber., 1929, 62, 1188-1194. [all data]
Verkade, Coops, et al., 1928
Verkade, P.E.; Coops, J., Jr.; Maan, Chr.J.,
Calorimetrische Untersuchungen. XV. Thermochemische studien uber cycloparaffine und ihre derivate: 1. Experimentelle daten fur funf- und sechsgliedrige cyclische diole,
Ann., 1928, 467, 217-239. [all data]
Milas and Sussman, 1937
Milas, N.A.; Sussman, S.,
The Hydroxylation of Unsaturated Substances. IV. The Catalytic Hydroxylation of Unsaturated Hydrocarbons,
J. Am. Chem. Soc., 1937, 59, 2345. [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]
Zibberman-Granovskaya, 1940
Zibberman-Granovskaya, A.A.,
Russ. J. Phys. Chem., 1940, 14, 759. [all data]
Maria and Eusebio, 2008
Maria, Teresa M.R.; Eusebio, M. Ermelinda S.,
Molar Heat Capacity of 1,2-Cyclohexanediol Isomers From (173 to 428) K,
J. Chem. Eng. Data, 2008, 53, 6, 1316-1320, https://doi.org/10.1021/je800047t
. [all data]
Zhou, Peng, et al., 2002
Zhou, C.-R.; Peng, G.-S.; Zhang, Y.-D.; Jiang, D.G.; Wang, F.; Li, J.-J.; Shen, X.-Q.,
Gaoxiao Huaxue Gongcheng Xuebao, 2002, 16, 3, 237. [all data]
Zhou, Zhang, et al., 2003
Zhou, C.; Zhang, Y.; Jiang, D.,
Chin. J. Chem. Eng., 2003, 11, 5, 598. [all data]
Maria, Costa, et al., 1995
Maria, Teresa M.R.; Costa, Felisbela S.; Leitão, M. Luísa P.; Redinha, J.S.,
A calorimetric study of phase transitions for some cyclohexanediols,
Thermochimica Acta, 1995, 269-270, 405-413, https://doi.org/10.1016/0040-6031(95)02704-1
. [all data]
Maria, Costa, et al., 1995, 2
Maria, T.M.R.; Costa, F.S.; Leitao, M.L.P.; Redinha, J.S.,
A calorimetric study of phase transitions for some cyclohexanediols,
Thermochim. Acta, 1995, 269-270, 405, https://doi.org/10.1016/0040-6031(95)02704-1
. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Tfus Fusion (melting) point ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfusH Enthalpy of fusion ΔfusS Entropy of fusion ΔsubH Enthalpy of sublimation - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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