methyl 2-sulfanylbenzoate, CAS No. 4892-02-8

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4892-02-8

Catalog No. EBD42275

CAS 4892-02-8

Name methyl 2-sulfanylbenzoate

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Basic Information

Synonyms: 2-Mercaptobenzoicacidmethylester methyl2-sulfanylbenzoate methoxy(6-thioxocyclohexa-2,4-dien-1-ylidene)methanolate methylthiosalicylate Methyl2-mercaptobenzoate Benzoicacid,2-mercapto-,methylester

Molecular Formula: C8H8O2S

Molecular Weight: 168.21

MDL Number: MFCD00060678

Categories: Synthetic Chemistry > Organic Building Blocks > Sulfides and Thioethers Synthetic Chemistry > Basic Synthetic Reagents > Other Basic Synthetic Reagents

Product Description:

Methyl 2-sulfanylbenzoate is an organic compound featuring both a thiol (-SH) and an ester functional group attached to a benzene ring. It is a clear to pale yellow liquid with a characteristic odor. This compound serves as a versatile building block in organic synthesis, particularly valued for its dual reactivity. Its primary application is as a key intermediate in the synthesis of various heterocyclic compounds, especially benzothiazoles and benzothiazole derivatives. The thiol group can undergo cyclization reactions with ortho-substituted electrophiles. It is also used in the preparation of metal complexes and as a ligand precursor in coordination chemistry due to its sulfur donor atom. While not a high-volume commodity, it finds use in research-scale synthesis for pharmaceuticals, agrochemicals, and materials science. As a thiol-containing compound, it requires careful handling under inert atmosphere to prevent oxidation to the corresponding disulfide. It is typically stored refrigerated and away from light.

Physical Properties

Boiling Point: 98-100 °C/2 mmHg(lit.)

Flash Point: 113 °C

Density: 1.223 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.591(lit.)

Analytical Data

Appearance: clear colorless to light yellow or light green