Thiosalicylic acid

Thiosalicylic acid

Names
Preferred IUPAC name 2-Sulfanylbenzoic acid
Other names 2-Mercaptobenzoic acid (no longer recommended) o-Thiosalicylic acid
Identifiers
CAS Number	147-93-3 Y
3D model (JSmol)	Interactive image Interactive image
Beilstein Reference	508507
ChEBI	CHEBI:59124 Y
ChemSpider	5248 Y
ECHA InfoCard	100.005.187
EC Number	205-704-3
Gmelin Reference	3838
KEGG	D08586 N
MeSH	2-Thiosalicylic+acid
PubChem CID	5443
RTECS number	DH3325000
InChI InChI=1S/C7H6O2S/c8-7(9)5-3-1-2-4-6(5)10/h1-4,10H,(H,8,9) Y Key: NBOMNTLFRHMDEZ-UHFFFAOYSA-N Y
SMILES OC(=O)C1=CC=CC=C1S SC1=C(C(O)=O)C=CC=C1
Properties
Chemical formula	C7H6O2S
Molar mass	154.18 g·mol−1
Appearance	Leaf or needle shaped crystals
Density	1.49 g cm−3
Melting point	162 to 169 °C (324 to 336 °F; 435 to 442 K)
log P	2.39
Acidity (pKa)	3.501
Hazards
EU classification (DSD) (outdated)	Xi
R-phrases (outdated)	R36/37/38
S-phrases (outdated)	S26
Related compounds
Related compounds	Salicylic acid Thiophenol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Thiophenol

Thiosalicylic acid is an organosulfur compound containing carboxyl and sulfhydryl functional groups. Its molecular formula is C₆H₄(SH)(CO₂H). it is a yellow solid that is slightly soluble in water, ethanol and diethyl ether, and alkanes, but more soluble in DMSO.

Thiosalicylic acid is prepared from 2-aminobenzoic acid via diazotization.

Thiosalicylic acid is a precursor to the dyestuff thioindigo. Thiosalicylic acid is also used to make the vaccine preservative thiomersal.

It is a precursor to drug candidates for treatment of atherosclerosis and melanoma.