Thiobenzoic acid

Thiobenzoic acid
Names
IUPAC name
benzenecarbothioic S-acid
Other names
  • Benzoyl thiol
  • Monothiobenzoic acid
Identifiers
98-91-9
3D model (Jmol) Interactive image
ChemSpider 7136
EC Number 202-712-9202-712-9
1071790
PubChem 7414
RTECS number DH6839000
Properties
C7H6OS
Molar mass 138.18 g·mol−1
Appearance Clear yellow liquid
Density 1.1775 g/cm3
Melting point 24 °C (75 °F; 297 K)
Boiling point 222 °C (432 °F; 495 K)
Very soluble
Vapor pressure 0.1
Acidity (pKa) 3.61
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Thiobenzoic acid is an organosulfur compound with molecular formula C
7
H
6
OS
.[1][2][3][4] It is the parent of aryl thiocarboxylic acids. With a pKa near 2.5, it acid is almost 100x more acidic than benzoic acid.[5] The conjugate base is thiobenzoate, C6H5COS-.

References

  1. "Thiobenzoic acid - C7H6OS - PubChem".
  2. "Benzenecarbothioic acid". NIST.
  3. "Thiobenzoic acid(98-91-9)MSDS Melting Point Boiling Density Storage Transport".
  4. "Thiobenzoic acid - C7H6OS - ChemSpider".
  5. Matthys J. Janssen "Carboxylic Acids and Esters" in PATAI's Chemistry of Functional Groups: Carboxylic Acids and Esters, Saul Patai, Ed. John Wiley, 1969, New York: pp. 705–764. doi:10.1002/9780470771099.ch15
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