cis-cyclohexane-1,2-dicarboxylic anhydride
- Formula: C8H10O3
- Molecular weight: 154.1632
- IUPAC Standard InChI: InChI=1S/C8H10O3/c9-7-5-3-1-2-4-6(5)8(10)11-7/h5-6H,1-4H2/t5-,6+
- IUPAC Standard InChIKey: MUTGBJKUEZFXGO-OLQVQODUSA-N
- CAS Registry Number: 13149-00-3
- 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. - Stereoisomers:
- Other names: cis-1,2-Cyclohexanedicarboxylic anhydride
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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 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°solid | -819.6 ± 2.3 | kJ/mol | Ccb | Nurullaev, Mekhtiev, et al., 1984 | Heat of combustion is not reported; ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -3914.8 ± 0.4 | kJ/mol | Ccb | van Maurik, 1950 | Corresponding ΔfHºsolid = -662.4 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| S°solid,1 bar | 202.4 | J/mol*K | N/A | Geidarov, Nurullaev, et al., 1983 | DH |
Constant pressure heat capacity of solid
| Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 207.4 | 298.15 | Geidarov, Nurullaev, et al., 1983 | T = 12 to 330 K.; DH |
Phase change 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 as indicated in comments:
AC - William E. Acree, Jr., James S. Chickos
ALS - Hussein Y. Afeefy, Joel F. Liebman, and Stephen E. Stein
DH - Eugene S. Domalski and Elizabeth D. Hearing
Enthalpy of vaporization
| ΔvapH (kJ/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 48.8 ± 0.1 | 325. to 525. | Nurullaev, Mekhtiev, et al., 1984, 2 | AC |
Enthalpy of sublimation
| ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
|---|---|---|---|---|
| 48.8 ± 0.1 | 325. | V | Nurullaev, Mekhtiev, et al., 1984 | Heat of combustion is not reported; ALS |
Enthalpy of fusion
| ΔfusH (kJ/mol) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 0.85 | 310.5 | Geidarov, Nurullaev, et al., 1983, 2 | AC |
Enthalpy of phase transition
| ΔHtrs (kJ/mol) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
|---|---|---|---|---|---|
| 5.594 | 304. | crystaline, III | crystaline, II | Geidarov, Nurullaev, et al., 1983 | Conformational transition.; DH |
| 0.845 | 310.5 | crystaline, II | crystaline, I | Geidarov, Nurullaev, et al., 1983 | Conformational transition.; DH |
Entropy of phase transition
| ΔStrs (J/mol*K) | Temperature (K) | Initial Phase | Final Phase | Reference | Comment |
|---|---|---|---|---|---|
| 18.41 | 304. | crystaline, III | crystaline, II | Geidarov, Nurullaev, et al., 1983 | Conformational; DH |
| 2.72 | 310.5 | crystaline, II | crystaline, I | Geidarov, Nurullaev, et al., 1983 | Conformational; 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.
Nurullaev, Mekhtiev, et al., 1984
Nurullaev, G.G.; Mekhtiev, S.A.; Karasharli, K.A.; Musaeva, N.F.; Salakhov, M.S.,
Heats of combustion, formation, and evaporation of cyclic 1,2-dicarboxylic acids,
Azerb. Khim. Zh., 1984, 132-135. [all data]
van Maurik, 1950
van Maurik, D.,
Verbrandingswarmte van Cyclohexaanmonocarbonzuur en de Cyclohexaandicarbonzuren, Thesis, Amsterdam, 1950, 1-74. [all data]
Geidarov, Nurullaev, et al., 1983
Geidarov, Kh.I.; Nurullaev, G.G.; Salakhov, M.S.; Guseinov, Z.; Karasharli, K.A.,
Study of the true heat capacity of cis-cyclohexane-1,2-dicarboxylic acid anhydride in the 12-330 K range,
Azerb. Khim. Zhur., 1983, (6), 120-123. [all data]
Nurullaev, Mekhtiev, et al., 1984, 2
Nurullaev, G.G.; Mekhtiev, S.A.; Karasharli, K.A.; Musaeva, N.F.; Salakhov, M.S.,
Azerb. Khim. Zh., 1984, 132. [all data]
Geidarov, Nurullaev, et al., 1983, 2
Geidarov, Kh.I.; Nurullaev, G.G.; Salakhov, M.S.; Guseinov, Z.; Karasharli, K.A.,
Azerb. Khim. Zh., 1983, 120. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, Phase change data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid S°solid,1 bar Entropy of solid at standard conditions (1 bar) ΔHtrs Enthalpy of phase transition ΔStrs Entropy of phase transition ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation ΔvapH Enthalpy of vaporization - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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