3-Cyclobutene-1,2-dione, 3,4-dihydroxy-
- Formula: C4H2O4
- Molecular weight: 114.0563
- IUPAC Standard InChI: InChI=1S/C4H2O4/c5-1-2(6)4(8)3(1)7/h5-6H
- IUPAC Standard InChIKey: PWEBUXCTKOWPCW-UHFFFAOYSA-N
- CAS Registry Number: 2892-51-5
- 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: Squaric acid; Cyclobutenedione, dihydroxy-; Quadratic acid; 1,2-Dihydroxycyclobutene-3,4-dione; 1,2-Diketo-3,4-dihydroxycyclobutene; 3,4-Dihydroxy-3-cyclobutene-1,2-dione; 1,2-Dihydroxy cyclobutenedione; 1,2-Dihydroxy-3,4-cyclobutenedione; Cyclobutene-1,2-dione, 3,4-dihydroxy-; 3,4-Dihydroxy-cyclobutene-1,2-dione; NSC 125692
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Condensed phase thermochemistry 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:
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 | -598.2 ± 0.4 | kJ/mol | Ccb | Sellers, 1971 | ALS |
| Quantity | Value | Units | Method | Reference | Comment |
| ΔcH°solid | -1261.67 ± 0.33 | kJ/mol | Ccb | Sellers, 1971 | Corresponding ΔfHºsolid = -598.20 kJ/mol (simple calculation by NIST; no Washburn corrections); ALS |
Constant pressure heat capacity of solid
| Cp,solid (J/mol*K) | Temperature (K) | Reference | Comment |
|---|---|---|---|
| 121.6 | 315. | DeWit, Offringa, et al., 1983 | T = 300 to 450 K.; DH |
| 121. | 300. | Barth, Helwig, et al., 1979 | crystaline, II phase; T = 300 to 420 K. Data graphically only.; DH |
References
Go To: Top, Condensed phase thermochemistry data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Sellers, 1971
Sellers, P.,
Enthalpies of formation of squaric acid and the corresponding diethyl ether,
Acta Chem. Scand., 1971, 25, 2194-2198. [all data]
DeWit, Offringa, et al., 1983
DeWit, H.G.M.; Offringa, J.C.A.; De Kruif, C.G.; Van Miltenburg, J.C.,
Thermodynamic properties of molecular organic crystals containing nitrogen, oxygen and sulfur. III. Molar heat capacities measured by differential scanning calorimetry,
Thermochim. Acta, 1983, 65, 43-51. [all data]
Barth, Helwig, et al., 1979
Barth, E.; Helwig, J.; Maier, H.D.; Mser, H.E.; Petersson, J.,
Specific heat of the two dimensional antiferroelectric squaric acid,
Z. Phys., 1979, B34, 393-397. [all data]
Notes
Go To: Top, Condensed phase thermochemistry data, References
- Symbols used in this document:
Cp,solid Constant pressure heat capacity of solid ΔcH°solid Enthalpy of combustion of solid at standard conditions ΔfH°solid Enthalpy of formation of solid at standard conditions - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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