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147-93-3

147-93-3

Identification

  • Product Name:Thiosalicylic acid

  • CAS Number: 147-93-3

  • EINECS:205-704-3

  • Molecular Weight:154.189

  • Molecular Formula: C7H6O2S

  • HS Code:2930.90

  • Mol File:147-93-3.mol

Synonyms:USAF XR-35;Benzoic acid, 2-mercapto-, monosodium salt;o-Mercaptobenzoesaeure [German];Salicylic acid, 2-thio-;(6-sulfanylidene-1-cyclohexa-2,4-dienylidene)methanediolate;o-Sulfhydrylbenzoic acid;Benzoic acid, 2-mercapto-;2-Carboxythiophenol;2-Thiosalicylic acid;Benzoic acid, o-mercapto-;USAF EK-T-2805;Thio-Salicylic Acid;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi, HarmfulXn, DangerousN

  • Hazard Codes:Xi,Xn,N

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TCI Chemical
  • Product Description:Thiosalicylic Acid >90.0%(T)
  • Packaging:25g
  • Price:$ 18
  • Delivery:In stock
  • Buy Now
  • Manufacture/Brand:TCI Chemical
  • Product Description:Thiosalicylic Acid >90.0%(T)
  • Packaging:500g
  • Price:$ 135
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2-Thiobenzoic acid 98%
  • Packaging:1 kg
  • Price:$ 1360
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2-Thiobenzoic acid 98%
  • Packaging:250 g
  • Price:$ 568
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Thiosalicylic acid 97%
  • Packaging:500g
  • Price:$ 182
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Thiosalicylic acid for synthesis
  • Packaging:100 g
  • Price:$ 93.42
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Thiosalicylic acid 97%
  • Packaging:100g
  • Price:$ 52.8
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Thiosalicylic acid 97%
  • Packaging:5g
  • Price:$ 17.7
  • Delivery:In stock
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  • Manufacture/Brand:Oakwood
  • Product Description:Thiosalicylic acid
  • Packaging:10g
  • Price:$ 15
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  • Manufacture/Brand:Oakwood
  • Product Description:Thiosalicylic acid
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Relevant articles and documentsAll total 20 Articles be found

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Katz et al.

, ()

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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 thiophenolate ion from phthalaldehydic acid O-methyl S-phenyl thioacetal in H2O at 50 deg C and at pH values where the carboxyl group is ionized is 22 times faster than the corresponding reaction in hydrolysis of the terephthalaldehydic acid derivative.This rate difference arises becouse of electrostatic stabilization of the developing carbanium ion by the neighboring carboxylate ion.In the view of the large amount of C-S bond breaking in the transition state the rate enhancement due to electrostatic effects must be near maximal in water for reactions in which a methoxybenzyl carbonium ion is produced.The plot of log kobsd vs. pH for release of thiosalicylic acid from phthalaldehydic acid O-methyl S-(o-carboxyphenyl) thioacetal at 50 deg C in 50percent dioxane-H2O shows hydronium ion catalysis at low pH, and from pH 3 to 7 the profile is bell shaped.The value of the rate constant k2 for hydronium ion catalyzed reaction of the dianionic species is 6*106 greater than the second-order rate constant kH for hydronium ion catalyzed hydrolysis of the dimethyl ester and is 360-fold greater than the corresponding rate constant of terephthalaldehydic acid O-methyl S-(o-carboxyphenyl) thioacetal.The hydronium ion catalyzed neutral species reaction of phthaladehydic acid O-methyl S-(o-carboxyphenyl) thioacetal is retarded in 50percent dioxane-H2O as compared with H2O, but k2 is accelerated 50-fold.Both carboxyl groups are participating in hydrolysis of the monoanionic species, i.e., intramolecular general acid catalysis is occurring in conjunction with electrostatic stabilization effects.It is likely that intramolecular general acid catalysis also occurs in hydrolysis of benzaldehyde O-methyl S-(o-carboxyphenyl) thioacetal and terephthalaldehydic acid O-methyl S-(o-carboxyphenyl) thioacetal, but rate enhancements are small in comparison with corresponding O,O-acetals.The significant electrostatic stabilization effects in the general-acid-catalyzed reaction of phthalaldehydic acid O-methyl S-(o-carboxyphenyl) thioacetal in contrast with the absence of such effects in the intramolecular general-acid-catalyzed reaction of phthalaldehydic acid O-methyl O-salicyl acetal shows that much more bond breaking is required in the transition state in reaction of the thioacetal.The factors influencing concerted bifunctional catalysis are discussed.

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 natural Sesbania sesban plant and modified by a molybdenum complex (Fe2O3/MoSB). Fe2O3/MoSB was deposited on polyvinyl alcohol (PVA) using a conventional single nozzle electrospinning technique (PVA/Fe2O3/MoSB). TEM, SEM, AFM, FT-IR, TGA, EDAX, and elemental analysis were used to determine fiber compositional information. The catalytic efficiency of electrospun PVA/Fe2O3/MoSB nanofiber in the oxidation of alcohols was exploited. The green reactions were conducted at solvent free conditions as a green media in the presence of H2O2 to have the desired aldehydes and tert-butyl hydrogen peroxide to obtain acid products in high yields and excellent selectivity. The survival of this nanocomposite was investigated and it could be reused and recycled in consecutive runs.

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-based drug discovery is how to translate the product into drug-like molecules with optimal pharmacological properties. The generation of natural product-inspired scaffold diversity is an effective but challenging strategy to investigate the broader chemical space and identify promising drug leads. Extending our efforts to the natural product evodiamine, a diverse library containing 11 evodiamine-inspired novel scaffolds and their derivatives were designed and synthesized. Most of them showed good to excellent antitumor activity against various human cancer cell lines. In particular, 3-chloro-10-hydroxyl thio-evodiamine (66c) showed excellent in vitro and in vivo antitumor efficacy with good tolerability and low toxicity. Antitumor mechanism and target profiling studies indicate that compound 66c is the first-in-class triple topoisomerase I/topoisomerase II/tubulin inhibitor. Overall, this study provided an effective strategy for natural product-based drug discovery. (Figure Presented).

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 reaction of inexpensive potassium thioacetate with both electron-rich and electron-poor aryl iodides under a base-free copper/ligand catalytic system. CuI as copper source affords S-aryl thioacetates in good to excellent yields, by using 1,10-phenanthroline as a ligand in toluene at 100°C after 24 h. Under microwave irradiation the time was drastically reduced to 2 h. Both procedures are simple and involve a low-cost catalytic system. This methodology was also applied to the "one-pot" synthesis of target heterocycles, such as 3H-benzo[c][1,2]dithiol-3-one and 2-methylbenzothiazole, alkyl aryl sulfides, diaryl disulfides and asymmetric diaryl sulfides in good yields.

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 synthesis of phenols, anilines, and thiophenols from aryl halides was developed in the absence of both ligands and organic solvents. Anilines were formed selectively with ammonia competing with hydroxylation and thiophenols were generated selectively with sulfur powder after subsequent reduction competing with hydroxylation and amination.

Electromediators in synthesis of sulfur organic compounds based on hydrogen sulfide and thiols

Okhlobystin,Okhlobystina,Shinkar',Berberova,Eremenko

body text, p. 302 - 306 (2011/10/07)

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Process route upstream and downstream products

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%
3-(2-mercaptobenzoic acid)-1,3-diphenyl-propan-1-one
80824-86-8

3-(2-mercaptobenzoic acid)-1,3-diphenyl-propan-1-one

Thiosalicylic acid
147-93-3

Thiosalicylic acid

1,3-diphenyl-propen-3-one
614-47-1

1,3-diphenyl-propen-3-one

Conditions
Conditions Yield
tetrachloromethane
56-23-5

tetrachloromethane

thiophenol
108-98-5

thiophenol

Thiosalicylic acid
147-93-3

Thiosalicylic acid

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
Conditions Yield
With potassium hydroxide; at 100 - 110 ℃; im Rohr;
ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

Thiosalicylic acid
147-93-3

Thiosalicylic acid

Conditions
Conditions Yield
With sodium tetrahydroborate; sulfur; Yield given. Multistep reaction. Yields of byproduct given; 1.) 270 deg C, NaOH-KOH melt, 3 min.; 2.) water;
ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Thiosalicylic acid
147-93-3

Thiosalicylic acid

benzoic acid
65-85-0,8013-63-6

benzoic acid

Conditions
Conditions Yield
With sulfur; In melt; at 270 ℃; Product distribution; effect of various molten salts, amount of sulfur, molar ratio of sulfur to molten salts, composition of molten salt and various mercaptylation agents;
tetrachloromethane
56-23-5

tetrachloromethane

thiophenol
108-98-5

thiophenol

Thiosalicylic acid
147-93-3

Thiosalicylic acid

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
Conditions Yield
at 100 - 110 ℃; im Rohr;
2-(1,2-Dicyano-ethylsulfanyl)-benzoic acid

2-(1,2-Dicyano-ethylsulfanyl)-benzoic acid

Thiosalicylic acid
147-93-3

Thiosalicylic acid

1,2-Dicyanoethylene
764-42-1

1,2-Dicyanoethylene

Conditions
Conditions Yield
2-amino-2-hydroxymethyl-1,3-propanediol; In water; dimethyl sulfoxide; at 25 ℃; Rate constant; other base;
o-(β-Cyanoethylthio)benzoesaeure
41907-41-9

o-(β-Cyanoethylthio)benzoesaeure

Thiosalicylic acid
147-93-3

Thiosalicylic acid

acrylonitrile
107-13-1,25014-41-9

acrylonitrile

Conditions
Conditions Yield
hydroxide; In water; dimethyl sulfoxide; at 25 ℃; Rate constant; elimination;
2-carboxybenzene diazonium chloride
4661-46-5

2-carboxybenzene diazonium chloride

2,2'-dithiobenzoic acid
119-80-2

2,2'-dithiobenzoic acid

Thiosalicylic acid
147-93-3

Thiosalicylic acid

Conditions
Conditions Yield
With sodium sulfide; sodium hydroxide; sulfur; In water; at 5 - 60 ℃; for 4h;

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