2-Thiophenecarboxylic acid
- Formula: C5H4O2S
- Molecular weight: 128.149
- IUPAC Standard InChIKey: QERYCTSHXKAMIS-UHFFFAOYSA-N
- CAS Registry Number: 527-72-0
- Chemical structure:
This structure is also available as a 2d Mol file - Other names: α-Thiophenecarboxylic acid; 2-Thenoic acid; 2-Thiophenic acid; Thiophene-2-carboxylic acid; Thenoic acid; 2-Carboxythiophene; 2-TCA
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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:
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
Quantity | Value | Units | Method | Reference | Comment |
---|---|---|---|---|---|
Tboil | 533.2 | K | N/A | Aldrich Chemical Company Inc., 1990 | BS |
Quantity | Value | Units | Method | Reference | Comment |
Tfus | 400. | K | N/A | Bradley and Care, 1953 | Uncertainty assigned by TRC = 2. K; TRC |
Enthalpy of sublimation
ΔsubH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
96.9 | 319. | N/A | Dykyj, Svoboda, et al., 1999 | Based on data from 314. to 323. K.; AC |
97.1 | 319. | E | Bradley and Care, 1953, 2 | Based on data from 315. to 323. K. See also Jones, 1960.; AC |
Enthalpy of fusion
ΔfusH (kJ/mol) | Temperature (K) | Method | Reference | Comment |
---|---|---|---|---|
21. | 400.9 | DSC | Victoria Roux, Temprado, et al., 2003 | AC |
Gas phase ion energetics 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 by: Sharon G. Lias, Rhoda D. Levin, and Sherif A. Kafafi
Ionization energy determinations
IE (eV) | Method | Reference | Comment |
---|---|---|---|
9.35 | EI | Distefano, Pignataro, et al., 1973 | |
9.14 ± 0.05 | PE | Fringuelli, Marino, et al., 1976 | Vertical value |
References
Go To: Top, Phase change data, Gas phase ion energetics data, Notes
Data compilation copyright by the U.S. Secretary of Commerce on behalf of the U.S.A. All rights reserved.
Aldrich Chemical Company Inc., 1990
Aldrich Chemical Company Inc.,
Catalog Handbook of Fine Chemicals, Aldrich Chemical Company, Inc., Milwaukee WI, 1990, 1. [all data]
Bradley and Care, 1953
Bradley, R.S.; Care, A.D.,
The vapour pressure and lattice energy of hydrogen-bonded crystals: III 2- thenoic, 2-furoic, and pyrrole-2-carboxylic acids,
J. Chem. Soc., 1953, 1953, 1688-90. [all data]
Dykyj, Svoboda, et al., 1999
Dykyj, J.; Svoboda, J.; Wilhoit, R.C.; Frenkel, M.L.; Hall, K.R.,
Vapor Pressure of Chemicals: Part A. Vapor Pressure and Antoine Constants for Hydrocarbons and Sulfur, Selenium, Tellurium and Hydrogen Containing Organic Compounds, Springer, Berlin, 1999, 373. [all data]
Bradley and Care, 1953, 2
Bradley, R.S.; Care, A.D.,
348. The vapour pressure and lattice energy of hydrogen-bonded crystals. Part III. 2-Thenoic, 2-furoic, and pyrrole-2-carboxylic acids,
J. Chem. Soc., 1953, 1688, https://doi.org/10.1039/jr9530001688
. [all data]
Jones, 1960
Jones, A.H.,
Sublimation Pressure Data for Organic Compounds.,
J. Chem. Eng. Data, 1960, 5, 2, 196-200, https://doi.org/10.1021/je60006a019
. [all data]
Victoria Roux, Temprado, et al., 2003
Victoria Roux, Maria; Temprado, Manuel; Jiménez, Pilar; Zenón Dávalos, Juan; Foces-Foces, Concepción; Victoria Garcia, Maria; Isabel Redondo, Maria,
Thermophysical, crystalline and infrared studies of the 2- and 3-thiophenecarboxylic acids,
Thermochimica Acta, 2003, 404, 1-2, 235-244, https://doi.org/10.1016/S0040-6031(03)00188-6
. [all data]
Distefano, Pignataro, et al., 1973
Distefano, G.; Pignataro, S.; Innorta, G.; Fringuelli, F.; Marino, G.; Taticchi, A.,
Ionization energies of selenophen, tellurophen and some of their derivatives,
Chem. Phys. Lett., 1973, 22, 132. [all data]
Fringuelli, Marino, et al., 1976
Fringuelli, F.; Marino, G.; Taticchi, A.; Distefano, G.; Colonna, F.P.; Pignataro, S.,
Photoelectron spectra of the α-substituted derivatives of furan, thiophen, selenophen, and tellurophen. A comparative study of the molecular orbital energies,
J. Chem. Soc. Perkin Trans. 2, 1976, 276. [all data]
Notes
Go To: Top, Phase change data, Gas phase ion energetics data, References
- Symbols used in this document:
Tboil Boiling point Tfus Fusion (melting) point ΔfusH Enthalpy of fusion ΔsubH Enthalpy of sublimation - Data from NIST Standard Reference Database 69: NIST Chemistry WebBook
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