4-Mercaptobenzoic acid

4-Mercaptobenzoic acid
Names
	IUPAC name 4-sulfanylbenzoic acid
Identifiers
CAS Number	1074-36-8 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL98938;
ChemSpider	86425;
ECHA InfoCard	100.121.577
EC Number	600-825-1;
PubChem CID	95738;
CompTox Dashboard (EPA)	DTXSID40148036 ;
	InChI InChI=1S/C7H6O2S/c8-7(9)5-1-3-6(10)4-2-5/h1-4,10H,(H,8,9) Key: LMJXSOYPAOSIPZ-UHFFFAOYSA-N;
	SMILES C1=CC(=CC=C1C(=O)O)S;
Properties
Chemical formula	C7H6O2S
Molar mass	154.18 g·mol−1
Melting point	215–224 °C (419–435 °F; 488–497 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P305+P351+P338
Related compounds
Related compounds	2-mercaptobenzoic acid; 3-mercaptobenzoic acid;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

4-Mercaptobenzoic acid (p-mercaptobenzoic acid, p-MBA) is an organosulfur compound with the formula para-C₆H₄(−SH)(−COOH). It is used as a ligand in thiolate-protected gold cluster compounds, such as Au₁₀₂(p-MBA)₄₄.^[2]^[3]

References

^ Sigma-Aldrich Co., 4-Mercaptobenzoic acid. Retrieved on 11 January 2025.
^ Ackerson, Christopher J.; Jadzinsky, Pablo D.; Kornberg, Roger D. (1 May 2005). "Thiolate Ligands for Synthesis of Water-Soluble Gold Clusters". Journal of the American Chemical Society. 127 (18): 6550–6551. Bibcode:2005JAChS.127.6550A. doi:10.1021/ja046114i.
^ Levi-Kalisman, Yael; Jadzinsky, Pablo D.; Kalisman, Nir; Tsunoyama, Hironori; Tsukuda, Tatsuya; Bushnell, David A.; Kornberg, Roger D. (9 March 2011). "Synthesis and Characterization of Au₁₀₂(p-MBA)₄₄ Nanoparticles". Journal of the American Chemical Society. 133 (9): 2976–2982. Bibcode:2011JAChS.133.2976L. doi:10.1021/ja109131w.