Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

357758

Sigma-Aldrich

Methyl thiosalicylate

97%

Synonym(s):

Methyl 2-mercaptobenzoate

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
HSC6H4CO2CH3
CAS Number:
Molecular Weight:
168.21
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

97%

form

liquid

refractive index

n20/D 1.591 (lit.)

bp

98-100 °C/2 mmHg (lit.)

density

1.223 g/mL at 25 °C (lit.)

functional group

ester

SMILES string

COC(=O)c1ccccc1S

InChI

1S/C8H8O2S/c1-10-8(9)6-4-2-3-5-7(6)11/h2-5,11H,1H3

InChI key

BAQGCWNPCFABAY-UHFFFAOYSA-N

General description

Methyl thiosalicylate may be benefecial in preventing mercury-induced toxicity.

Application

Methyl thiosalicylate may be used:
  • in the synthesis of thioxanthone, an efficient enantioselective organocatalyst for the intramolecular [2+2] photocycloaddition reaction
  • as anionic bidentate ligand, in the preparation of ′2+1′ type complexes of [(99m)Tc]-tricarbonyltechnetium(I) and [(188)Re]-tricarbonylrhenium(I)
  • in the synthesis of a series of benzisothiazolone derivatives
  • in the synthesis of a new fused benzoheterocyclic compound, [1]benzothieno[3,2-b]furan

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis of [1] Benzothieno [3, 2-b] furan-A New Fused Benzoheterocyclic System.
Svoboda J, et al.
Collection of Czechoslovak Chemical Communications, 58(12), 2983-2986 (1993)
Arkaitz Correa et al.
Organic letters, 8(21), 4811-4813 (2006-10-06)
[reaction: see text] The synthesis of a series of benzisothiazolone derivatives starting from the readily available methyl thiosalicylate is presented. The key cyclization step features the formation of a N-acylnitrenium ion, generated by the hypervalent iodine reagent PIFA, and its
Rafael Alonso et al.
Angewandte Chemie (International ed. in English), 53(17), 4368-4371 (2014-03-22)
Thioxanthone 1, which was synthesized in a concise fashion from methyl thiosalicylate, exhibits a significant absorption in the visible light region. It allows for an efficient enantioselective catalysis of intramolecular [2+2] photocycloaddition reactions presumably by triplet energy transfer.
S Asadi et al.
International journal of immunopathology and pharmacology, 23(4), 1015-1020 (2011-01-20)
HgCl2 is a known environemental neurotoxin, but is also used as preservative in vaccines as thimerosal containing ethyl mercury covalently linked to thiosalicylate. We recently reported that mercury choloride (HgCl(2)) can stimulate human mast cells to release vascular endothelial growth
Przemysław Koźmiński et al.
Nuclear medicine and biology, 42(1), 28-37 (2014-09-15)
Ghrelin is an endogenous hormone present in blood. It is released from the oxyntic cells (X/A-like cells) of the stomach and fundus and can exist in two forms: as an acylated and des-acylated ghrelin. Ghrelin is an endogenous ligand of

Articles

Markovnikov and anti-Markovnikov alkene reactivity differences are discussed, highlighting challenges and catalytic advancements.

Markovnikov and anti-Markovnikov alkene reactivity differences are discussed, highlighting challenges and catalytic advancements.

Markovnikov and anti-Markovnikov alkene reactivity differences are discussed, highlighting challenges and catalytic advancements.

Markovnikov and anti-Markovnikov alkene reactivity differences are discussed, highlighting challenges and catalytic advancements.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service