Thiosalicylic acid 2-mercapto-benzoic acid CAS No. 147-93-3
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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.
Product Name: Thiosalicylic acid
Synonyms: 2-Carboxythiophenol; 2-mercapto-benzoic acid;
2-Sulfanylbenzoic acid; 2-thio-salicylicaci;
Benzoic acid, o-mercapto-; o-Benzoic acid thiol;
o-benzoicacidthiol; o-Carboxythiophenol
CAS: 147-93-3 EINECS: 205-704-3
MF: C7H6O2S MW: 154.19
Thiosalicylic acid Chemical Properties
Melting point 162-165 °C(lit.)
Boiling point 247.55°C (rough estimate)
density 1.49
refractive index 1.5100 (estimate)
Fp 150 °C
Storage temp. 0-6°C
Form Fine Crystalline Powder
Color White to yellow
Water Solubility soluble in hot water
Sensitive Air & Light Sensitive
CAS DataBase Reference 147-93-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xi,Xn,N
Risk Statements 36/37/38-20/21/22
Safety Statements 26-36/37/39-36
TSCA Yes
HS Code 29309070
Hazardous Substances Data 147-93-3(Hazardous Substances Data)
Thiosalicylic acid Usage And Synthesis
Chemical Properties white to light yellow crystal powder
Uses
1. Trapping agent used in the desulfenylation of 3-indolyl sulfides.1 Condenses with diamines to form macrocyclic diamides.2
2. Used as trapping agent in the desulfenylation of 3-indolyl sulfides;Used to condense with diamines to form macrocyclic diamides.
3. A trapping agent used in the desulfenylation of 3-indolyl sulfides
Definition: A sulfanylbenzoic acid that is the 2-sulfanyl derivative of benzoic acid.
Purification Methods
Crystallise the thio acid from hot EtOH (4mL/g), after adding hot distilled water (8mL/g) and boiling with charcoal. The hot solution is filtered, cooled, the solid is collected and dried in vacuo (P2O5). Crystallise it from AcOH and sublime in vacuo.
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