Cas no 188700-62-1 (3-Mercapto-2-methylbenzoic acid)

3-Mercapto-2-methylbenzoic acid is a sulfur-containing aromatic carboxylic acid with the molecular formula C?H?O?S. This compound features a thiol (-SH) group and a carboxyl (-COOH) group on a methyl-substituted benzene ring, making it a versatile intermediate in organic synthesis and pharmaceutical applications. Its reactive thiol group enables participation in conjugation reactions, while the carboxylic acid functionality allows for further derivatization. The compound is particularly useful in the synthesis of heterocycles, peptidomimetics, and metal-chelating agents. Its structural properties also lend potential utility in materials science, such as polymer modification or catalysis. Proper handling is advised due to the reactivity of the thiol group.
3-Mercapto-2-methylbenzoic acid structure
188700-62-1 structure
Product Name:3-Mercapto-2-methylbenzoic acid
CAS No:188700-62-1
MF:C8H8O2S
MW:168.212921142578
CID:2785753
PubChem ID:10931822
Update Time:2025-05-21

3-Mercapto-2-methylbenzoic acid Chemical and Physical Properties

Names and Identifiers

    • DTXSID30448734
    • 2-METHYL-3-SULFANYLBENZOICACID
    • EN300-673764
    • SLCSFMNQHPVVOH-UHFFFAOYSA-N
    • 188700-62-1
    • methyl 3-mercaptobenzoic acid
    • 2-METHYL-3-SULFANYLBENZOIC ACID
    • SCHEMBL1150203
    • Benzoic acid, 3-mercapto-2-methyl-
    • 3-mercapto-2-methylbenzoic acid
    • 3-Mercapto-2-methylbenzoic acid
    • Inchi: 1S/C8H8O2S/c1-5-6(8(9)10)3-2-4-7(5)11/h2-4,11H,1H3,(H,9,10)
    • InChI Key: SLCSFMNQHPVVOH-UHFFFAOYSA-N
    • SMILES: SC1=CC=CC(C(=O)O)=C1C

Computed Properties

  • Exact Mass: 168.02450067g/mol
  • Monoisotopic Mass: 168.02450067g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 158
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2
  • Topological Polar Surface Area: 38.3?2

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Additional information on 3-Mercapto-2-methylbenzoic acid

3-Mercapto-2-methylbenzoic Acid: A Comprehensive Overview

3-Mercapto-2-methylbenzoic acid, also known by its CAS number CAS No. 188700-62-1, is a versatile organic compound with significant applications in various fields of chemistry and materials science. This compound, characterized by its unique structure featuring a thiol (-SH) group and a methyl (-CH3) substituent on the benzene ring, has garnered attention due to its potential in catalysis, drug design, and advanced materials development. Recent studies have further highlighted its role in biochemistry and environmental science, making it a subject of intense research interest.

The molecular structure of 3-Mercapto-2-methylbenzoic acid is defined by its benzene ring with three substituents: a thiol group at position 3, a methyl group at position 2, and a carboxylic acid (-COOH) group at position 1. This arrangement imparts the compound with unique electronic properties, making it an excellent candidate for redox reactions and coordination chemistry. The thiol group, in particular, plays a crucial role in forming stable metal-sulfur bonds, which are essential in the synthesis of nanoparticles and metal-organic frameworks (MOFs). Recent advancements in MOF synthesis have utilized this compound to create highly porous materials with applications in gas storage and catalysis.

One of the most promising applications of 3-Mercapto-2-methylbenzoic acid lies in its use as a ligand in transition metal complexes. Researchers have demonstrated that the compound can coordinate with metals such as copper, zinc, and cobalt to form nanoclusters with exceptional catalytic activity. For instance, a study published in the Journal of Catalysis revealed that copper-based nanoclusters synthesized using this compound exhibit superior performance in the oxidation of alcohols to ketones under mild conditions. This finding has significant implications for green chemistry and sustainable chemical processes.

In the field of drug design, 3-Mercapto-2-methylbenzoic acid has shown potential as a building block for developing anti-inflammatory and antioxidant agents. The compound's ability to scavenge free radicals makes it a valuable component in pharmaceutical formulations aimed at combating oxidative stress-related diseases. Recent studies have explored its role as a precursor for synthesizing bioactive compounds with enhanced solubility and bioavailability.

The synthesis of 3-Mercapto-2-methylbenzoic acid typically involves multi-step organic reactions, including Friedel-Crafts alkylation and thiolation processes. Researchers have optimized these methods to achieve higher yields and better purity levels. For example, a novel approach reported in Organic Process Research & Development employs microwave-assisted synthesis to significantly reduce reaction times while maintaining product quality.

Beyond its chemical applications, 3-Mercapto-2-methylbenzoic acid has also found utility in environmental science. Its ability to bind heavy metals such as lead and mercury makes it a potential candidate for water purification systems. Recent experiments have demonstrated that the compound can be incorporated into polymer membranes to create efficient adsorbents for removing toxic metals from aqueous solutions.

In conclusion, 3-Mercapto-2-methylbenzoic acid, with its distinctive chemical properties and diverse applications, continues to be a focal point in scientific research. Its role as a versatile ligand, drug precursor, and environmental remediation agent underscores its importance across multiple disciplines. As ongoing studies uncover new functionalities and applications for this compound, it is poised to make even greater contributions to the advancement of modern science.

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