Thiosalicylic acid
- CAS No.
- 147-93-3
- Chemical Name:
- Thiosalicylic acid
- Synonyms
- 2-MERCAPTOBENZOIC ACID;O-MERCAPTOBENZOIC ACID;Thiosalicylic;2-Thiobenzoic acid;icyiL;usafkf-2;NSC 2184;NSC 6664;ThisosaL;USAF KF-2
- CBNumber:
- CB5325856
- Molecular Formula:
- C7H6O2S
- Molecular Weight:
- 154.19
- MOL File:
- 147-93-3.mol
- MSDS File:
- SDS
- Modify Date:
- 2025/1/27 9:38:02
| Melting point | 162-165 °C (lit.) |
|---|---|
| Boiling point | 247.55°C (rough estimate) |
| Density | 1.49 |
| refractive index | 1.5100 (estimate) |
| Flash point | 150 °C |
| storage temp. | Store below +30°C. |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| pka | pK1:4.05(0) (20°C) |
| form | Fine Crystalline Powder |
| color | White to yellow |
| Water Solubility | soluble in hot water |
| Sensitive | Air & Light Sensitive |
| Merck | 14,9360 |
| BRN | 508507 |
| InChIKey | NBOMNTLFRHMDEZ-UHFFFAOYSA-N |
| LogP | 2.390 |
| CAS DataBase Reference | 147-93-3(CAS DataBase Reference) |
| NIST Chemistry Reference | Benzoic acid, 2-mercapto-(147-93-3) |
| EPA Substance Registry System | Benzoic acid, 2-mercapto- (147-93-3) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| Hazard Codes | Xi,Xn,N | |||||||||
| Risk Statements | 36/37/38-20/21/22 | |||||||||
| Safety Statements | 26-36/37/39-36 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | DH3325000 | |||||||||
| F | 9-23 | |||||||||
| TSCA | Yes | |||||||||
| HS Code | 29309070 | |||||||||
| Hazardous Substances Data | 147-93-3(Hazardous Substances Data) | |||||||||
| Toxicity | mouse,LD50,intraperitoneal,50mg/kg (50mg/kg),National Technical Information Service. Vol. AD277-689, | |||||||||
| NFPA 704 |
|
Thiosalicylic acid price More Price(10)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | T33200 | Thiosalicylic acid 97% | 147-93-3 | 5G | ₹1980.98 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | T33200 | Thiosalicylic acid 97% | 147-93-3 | 100G | ₹3323.28 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | T33200 | Thiosalicylic acid 97% | 147-93-3 | 500G | ₹15912.75 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | 8.41613 | Thiosalicylic acid for synthesis | 147-93-3 | 100G | ₹11240 | 2022-06-14 | Buy |
| TCI Chemicals (India) | M0054 | Thiosalicylic Acid | 147-93-3 | 25G | ₹3000 | 2022-05-26 | Buy |
Thiosalicylic acid Chemical Properties,Uses,Production
Chemical Properties
Thiosalicylic acid, (o-mercapto benzoic acid), a sulfur-yellow solid that softens at 158 °C (316 °F), has a melting point of 164 °C (327 °F). It sublimes, is slightly soluble in hot water but freely soluble in glacial acetic acid and alcohol, and yields dithiosalicylic acid, upon exposure to air.
Uses
Thiosalicylic acid acts as a trapping agent, which is useful in the desulfenylation of 3-indolyl sulfides. It is used to prepare macrocyclic diamides by condensation with diamines. Further, it is used as a precursor to drug, which finds application for the treatment of atherosclerosis and melanoma. In addition to this, it is involved in the preparation of vaccine preservative thiomersal and thioindigo dyestuff.
Definition
ChEBI: Thiosalicylic acid is a sulfanylbenzoic acid that is the 2-sulfanyl derivative of benzoic acid. It has a role as a non-narcotic analgesic and an antipyretic. It is a conjugate acid of a thiosalicylate(1-).
Preparation
Thiosalicylic acid can be prepared from anthranilic acid via diazotization followed by the addition of sodium sulfide and then reduction with zinc. It can also prepared by heating o-halogenated benzoic acids with alkaline hydrosulfide in presence of copper.
Application
thiosalicylic acid can be used as:
A nucleophilic trapping agent for the desulfenylation of 3-indolyl sulfides to obtain 3-unsubstituted indoles.
A starting material to prepare 2′-mercaptoacetophenone, which is used in the synthesis of thioflavanone by reacting with lithium diisopropylamide and benzaldehyde.
A stabilizing agent in the synthesis of metal nanoparticles.
It can also be used to prepare 2-thioxanthone-thioacetic acid bimolecular system, which is used as a photoinitiator for free radical polymerization.
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.[Beilstein 10 IV 272.]
Thiosalicylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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