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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
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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.[1]
  • A starting material to prepare 2′-mercaptoacetophenone, which is used in the synthesis of thioflavanone by reacting with lithium diisopropylamide and benzaldehyde.[2]
  • A stabilizing agent in the synthesis of metal nanoparticles.[3][4]

It can also be used to prepare 2-thioxanthone-thioacetic acid bimolecular system, which is used as a photoinitiator for free radical polymerization.[5]

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX2058
MKCV6998
MKCW2788
MKCT4453
MKCS2636

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One-Component Bimolecular Photoinitiating Systems, 2
Aydin M, et al.
Macromolecular Rapid Communications, 24(12), 718-723 (2003)
G Serrano et al.
Journal of the American Academy of Dermatology, 23(3 Pt 1), 479-483 (1990-09-01)
A photocontact dermatitis developed in three patients after the application of gel containing 0.5% piroxicam. Patch tests were positive to thiomersal and thiosalicylic acid. Photopatch tests with piroxicam at several concentrations were positive in the three patients but negative in
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)
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)
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
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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