Thiosalicylic acid

Thiosalicylic acid
Skeletal formula of thiosalicylic acid	Space-filling model of thiosalicylic acid
Names
	Preferred IUPAC name 2-Sulfanylbenzoic acid
	Other names 2-Mercaptobenzoic acid; o-Thiosalicylic acid; ortho-Thiosalicylic acid
Identifiers
CAS Number	147-93-3 ;
3D model ( JSmol)	Interactive image; Interactive image;
Beilstein Reference	508507
ChEBI	CHEBI:59124 ;
ChEMBL	ChEMBL119888 ;
ChemSpider	5248 ;
ECHA InfoCard	100.005.187
EC Number	205-704-3;
Gmelin Reference	3838
KEGG	D08586 ;
MeSH	2-Thiosalicylic+acid
PubChem CID	5443;
RTECS number	DH3325000;
UNII	CIP6LXN5XW ;
CompTox Dashboard (EPA)	DTXSID4049032 ;
	InChI InChI=1S/C7H6O2S/c8-7(9)5-3-1-2-4-6(5)10/h1-4,10H,(H,8,9) Key: NBOMNTLFRHMDEZ-UHFFFAOYSA-N ;
	SMILES OC(=O)C1=CC=CC=C1S; SC1=C(C(O)=O)C=CC=C1;
Properties
Chemical formula	ortho-C6H4(SH)(COOH)
Molar mass	154.18 g·mol−1
Appearance	Leaf or needle shaped yellow 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
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
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). verify (what is ?) Infobox references

Thiosalicylic acid is an

alkanes, but more soluble in DMSO.^[3]

Preparation

Thiosalicylic acid can be prepared from

diazotization followed by the addition of sodium sulfide and then reduction with zinc.^[4]

Thiosalicylic acid is a precursor to the dyestuff thioindigo. It is also used to make the vaccine preservative thiomersal. It is a precursor to drug candidates for treatment of atherosclerosis and melanoma.^[5]^[6] The preservative benzisothiazolinone is prepared from thiosalicylic acid.

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