147-93-3

  • Product Name:Thiosalicylic acid
  • Molecular Formula:C7H6O2S
  • Purity:99%
  • Molecular Weight:154.189
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Product Details

Manufacturer supply good quality Thiosalicylic acid 147-93-3 with stock

  • Molecular Formula:C7H6O2S
  • Molecular Weight:154.189
  • Appearance/Colour:white to light yellow crystal powder 
  • Vapor Pressure:0.00979mmHg at 25°C 
  • Melting Point:162-165 °C(lit.) 
  • Refractive Index:1.5100 (estimate) 
  • Boiling Point:298.6 °C at 760 mmHg 
  • PKA:pK1:4.05(0) (20°C) 
  • Flash Point:134.4 °C 
  • PSA:76.10000 
  • Density:1.345 g/cm3 
  • LogP:1.67350 

Thiosalicylic acid(Cas 147-93-3) Usage

Chemical Description

Thiosalicylic acid is a derivative of salicylic acid and is used in the synthesis of various compounds.

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.

Synthesis Reference(s)

Journal of the American Chemical Society, 111, p. 654, 1989 DOI: 10.1021/ja00184a038Chemical and Pharmaceutical Bulletin, 33, p. 5184, 1985 DOI: 10.1248/cpb.33.5184

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.]

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.

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-).

InChI:InChI=1/C7H6O2S/c8-7(9)5-3-1-2-4-6(5)10/h1-4,8-9H/p-2

147-93-3 Relevant articles

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Katz et al.

, ()

-

Intramolecular Electrostatic and General Acid Catalysis in the Hydrolysis of O,S-Thioacetals

Fife, Thomas H.,Przystas, Theodore J.

, p. 292 - 299 (1980)

The pH-independent release of thiophenol...

First electrospun immobilized molybdenum complex on bio iron oxide nanofiber for green oxidation of alcohols

Noghi, Sedighe Abbaspour,Naeimi, Atena,Hamidian, Hooshang

, p. 229 - 237 (2018)

Bio iron oxide was synthesized from natu...

Scaffold Diversity Inspired by the Natural Product Evodiamine: Discovery of Highly Potent and Multitargeting Antitumor Agents

Wang, Shengzheng,Fang, Kun,Dong, Guoqiang,Chen, Shuqiang,Liu, Na,Miao, Zhenyuan,Yao, Jianzhong,Li, Jian,Zhang, Wannian,Sheng, Chunquan

, p. 6678 - 6696 (2015/09/07)

A critical question in natural product-b...

Efficient Cu-catalyzed base-free C-S coupling under conventional and microwave heating. A simple access to S-heterocycles and sulfides

Soria-Castro, Silvia M.,Penenory, Alicia B.

, p. 467 - 475 (2013/05/08)

S-aryl thioacetates can be prepared by r...

CuI-nanoparticles-catalyzed selective synthesis of phenols, anilines, and thiophenols from aryl halides in aqueous solution

Xu, Hua-Jian,Liang, Yu-Feng,Cai, Zhen-Ya,Qi, Hong-Xia,Yang, Chun-Yan,Feng, Yi-Si

experimental part, p. 2296 - 2300 (2011/06/17)

CuI-nanoparticles-catalyzed selective sy...

147-93-3 Process route

2-phenylbenzo[d]-1,3-oxathiin-4-one
5651-35-4

2-phenylbenzo[d]-1,3-oxathiin-4-one

sodium ethanolate
141-52-6

sodium ethanolate

bis(2-ethoxycarbonylphenyl) disulfide
54481-26-4

bis(2-ethoxycarbonylphenyl) disulfide

benzaldehyde
100-52-7

benzaldehyde

Thiosalicylic acid
147-93-3

Thiosalicylic acid

Conditions
Conditions Yield
In benzene; for 9h; Heating;
46%
2-phenylbenzo[d]-1,3-oxathiin-4-one
5651-35-4

2-phenylbenzo[d]-1,3-oxathiin-4-one

sodium phenoxide
139-02-6

sodium phenoxide

diphenyl 2,2'-disulfanediyldibenzoate
29585-74-8

diphenyl 2,2'-disulfanediyldibenzoate

benzaldehyde
100-52-7

benzaldehyde

Thiosalicylic acid
147-93-3

Thiosalicylic acid

Conditions
Conditions Yield
In benzene; for 9h; Heating;
51%

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