2-Thiophenecarboxylic acid

• Formula: C₅H₄O₂S
• Molecular weight: 128.149
• IUPAC Standard InChI: InChI=1S/C5H4O2S/c6-5(7)4-2-1-3-8-4/h1-3H,(H,6,7) Copy

  
• IUPAC Standard InChIKey: QERYCTSHXKAMIS-UHFFFAOYSA-N Copy
• 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
• Permanent link for this species. Use this link for bookmarking this species for future reference.
• Information on this page:
  • Phase change data
  • Gas phase ion energetics data
  • References
  • Notes
• Other data available:
  • Mass spectrum (electron ionization)
  • Gas Chromatography
• Data at other public NIST sites:
  • Gas Phase Kinetics Database
• Options:
  • Switch to SI units

Data at NIST subscription sites:

• NIST / TRC Web Thermo Tables, professional edition (thermophysical and thermochemical data)

NIST subscription sites provide data under the NIST Standard Reference Data Program, but require an annual fee to access. The purpose of the fee is to recover costs associated with the development of data collections included in such sites. Your institution may already be a subscriber. Follow the links above to find out more about the data in these sites and their terms of usage.

Phase change data

Go To: Top, Gas phase ion energetics 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:
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

Enthalpy of sublimation

Enthalpy of fusion

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

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
• The National Institute of Standards and Technology (NIST) uses its best efforts to deliver a high quality copy of the Database and to verify that the data contained therein have been selected on the basis of sound scientific judgment. However, NIST makes no warranties to that effect, and NIST shall not be liable for any damage that may result from errors or omissions in the Database.
• Customer support for NIST Standard Reference Data products.