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T33200

Sigma-Aldrich

Thiosalicylic acid

97%

Synonym(s):

2-Sulfanylbenzoic acid, 2-Mercaptobenzoic acid

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About This Item

Linear Formula:
HSC6H4CO2H
CAS Number:
147-93-3
Molecular Weight:
154.19
Beilstein:
508507
EC Number:
205-704-3
MDL number:
MFCD00004836
UNSPSC Code:
12352100
PubChem Substance ID:
24900130
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

162-165 °C (lit.)

SMILES string

OC(=O)c1ccccc1S

InChI

1S/C7H6O2S/c8-7(9)5-3-1-2-4-6(5)10/h1-4,10H,(H,8,9)

InChI key

NBOMNTLFRHMDEZ-UHFFFAOYSA-N

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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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A new synthesis of thioflavanones from thiosalicylic acid
Lee Jae-In
Bulletin of the Korean Chemical Society,, 29(6), 1263-1265 (2008)
A K Singh et al.
Journal of chromatography, 568(2), 351-361 (1991-08-23)
Simple and reproducible high-performance liquid chromatographic (HPLC) and gas chromatographic-mass spectrometric (GC-MS) methods have been developed for the simultaneous analysis of several acidic drugs in horse plasma and urine. Although the capillary GC-MS column provided better separation of the drugs
Thiosalicylic acid-functionalized silver nanoparticles synthesized in one-phase system
Tan Yiwei, et al.
Journal of Colloid and Interface Science, 249(2), 336-345 (2002)
Synthesis and characterization of thiosalicylic acid stabilized gold nanoparticles
Pattabi RM and Pattabi M
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 74(1), 195-199 (2009)
K D Dobson et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 56(3), 557-565 (2000-05-04)
In situ infrared spectroscopy has been used to investigate the adsorption of a range of simple aromatic carboxylic acids from aqueous solution to metal oxides. Thin films of TiO2, ZrO2, Al2O3 and Ta2O5 were prepared by evaporation of aqueous sols
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