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Merck
CN

T33200

Thiosalicylic acid

97%

Synonym(s):

2-Sulfanylbenzoic acid, 2-Mercaptobenzoic acid

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About This Item

Linear Formula:
HSC6H4CO2H
CAS Number:
Molecular Weight:
154.19
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
205-704-3
Beilstein/REAXYS Number:
508507
MDL number:
Assay:
97%
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Quality Level

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

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.


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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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One-Component Bimolecular Photoinitiating Systems, 2
Aydin M, et al.
Macromolecular Rapid Communications, 24(12), 718-723 (2003)
A new chemical method to desulfenylate indol-3-yl sulfides
Hamel P, et al.
Phosphorus, Sulfur, and Silicon and the Related Elements, 74(1-4), 391-391 (1993)
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)



Global Trade Item Number

SKUGTIN
T33200-5G04061837344220
T33200-500G04061837344213
T33200-100G04061837344206