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Thiosalicylic acid

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CAS:147-93-3
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Products Intro: Product Name:Thiosalicylic acid
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Thiosalicylic acid manufacturers

  • Thiosalicylic acid
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  • $5.00 / 25kg
  • 2024-04-26
  • CAS:147-93-3
  • Min. Order: 1kg
  • Purity: ≥98%
  • Supply Ability: 200mt/year
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  • 2024-04-22
  • CAS:147-93-3
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  • 2024-04-12
  • CAS:147-93-3
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Thiosalicylic acid Basic information
Product Name:Thiosalicylic acid
Synonyms:O-SULFHYDRYLBENZOIC ACID;THIOSALYCYLIC ACID;THIOSALICYLIC ACID;2-THIOSALICYLIC ACID;Thisosalicyilic acid;ThiosalicylicAcid,>97%;2-MercaptobenzoicAcidGr;ThiosalicylicAcid99%
CAS:147-93-3
MF:C7H6O2S
MW:154.19
EINECS:205-704-3
Product Categories:Building Blocks;Chemical Synthesis;Organic Building Blocks;Sulfur Compounds;Thiols/Mercaptans;Aromatics;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Metal Isotopes;Sulfur & Selenium Compounds;Phenol&Thiophenol&Mercaptan
Mol File:147-93-3.mol
Thiosalicylic acid Structure
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. Store below +30°C.
solubility DMSO (Slightly), Methanol (Slightly)
pkapK1:4.05(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
InChIKeyNBOMNTLFRHMDEZ-UHFFFAOYSA-N
LogP2.390
CAS DataBase Reference147-93-3(CAS DataBase Reference)
NIST Chemistry ReferenceBenzoic acid, 2-mercapto-(147-93-3)
EPA Substance Registry SystemBenzoic acid, 2-mercapto- (147-93-3)
Safety Information
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
9-23
TSCA Yes
HS Code 29309070
Hazardous Substances Data147-93-3(Hazardous Substances Data)
Toxicitymouse,LD50,intraperitoneal,50mg/kg (50mg/kg),National Technical Information Service. Vol. AD277-689,
MSDS Information
ProviderLanguage
2-Mercaptobenzoic acid English
SigmaAldrich English
ACROS English
ALFA English
Thiosalicylic acid Usage And Synthesis
Chemical PropertiesThiosalicylic 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.
UsesThiosalicylic 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.
PreparationThiosalicylic 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.
Applicationthiosalicylic 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.
DefinitionChEBI: 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-).
Synthesis Reference(s)Journal of the American Chemical Society, 111, p. 654, 1989 DOI: 10.1021/ja00184a038
Chemical and Pharmaceutical Bulletin, 33, p. 5184, 1985 DOI: 10.1248/cpb.33.5184
Purification MethodsCrystallise 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.]
Tag:Thiosalicylic acid(147-93-3) Related Product Information
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