Cas no 90721-40-7 (Methyl 3-(Methylthio)benzoate)

Methyl 3-(Methylthio)benzoate is a sulfur-containing aromatic ester with the molecular formula C9H10O2S. This compound is characterized by its methylthio substituent at the meta position of the benzoate ring, which enhances its utility in organic synthesis and pharmaceutical applications. It serves as a versatile intermediate for the preparation of agrochemicals, fragrances, and bioactive molecules due to its reactive thioether and ester functional groups. The compound exhibits good stability under standard conditions and is compatible with a range of chemical transformations, including nucleophilic substitutions and cross-coupling reactions. Its well-defined structure and purity make it suitable for research and industrial-scale processes requiring precise functionalization.
Methyl 3-(Methylthio)benzoate structure
Methyl 3-(Methylthio)benzoate structure
Product Name:Methyl 3-(Methylthio)benzoate
CAS No:90721-40-7
MF:C9H10O2S
MW:182.239501476288
CID:788462
PubChem ID:6432769
Update Time:2025-10-12

Methyl 3-(Methylthio)benzoate Chemical and Physical Properties

Names and Identifiers

    • Benzoic acid, 3-(methylthio)-, methyl ester
    • 3-methylsulfanyl-benzoic acid methyl ester
    • methyl 3-methylsulfanylbenzoate
    • 3-CH3S-C6H4-COOCH3
    • 3-methanesulfanyl benzoic acid methyl ester
    • 3-Methylmercapto-benzoesaeure-methylester
    • methyl 3-methylthiobenzoate
    • 90721-40-7
    • DTXSID50424111
    • starbld0031788
    • 3-Mercaptobenzoic acid, S-methyl-, methyl ester
    • SCHEMBL710226
    • methyl 3-(methylthio)benzoate
    • AKOS015998402
    • Methyl 3-(Methylthio)benzoate
    • Inchi: 1S/C9H10O2S/c1-11-9(10)7-4-3-5-8(6-7)12-2/h3-6H,1-2H3
    • InChI Key: BARUUYSVNQNBAI-UHFFFAOYSA-N
    • SMILES: S(C)C1=CC=CC(C(=O)OC)=C1

Computed Properties

  • Exact Mass: 182.04000
  • Monoisotopic Mass: 182.04015073g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 3
  • Complexity: 159
  • 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: 2.7
  • Topological Polar Surface Area: 51.6?2

Experimental Properties

  • PSA: 51.60000
  • LogP: 2.19510

Methyl 3-(Methylthio)benzoate Pricemore >>

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Additional information on Methyl 3-(Methylthio)benzoate

Methyl 3-(Methylthio)benzoate: A Comprehensive Overview

Methyl 3-(Methylthio)benzoate (CAS No: 90721-40-7) is a compound of significant interest in various fields, including organic chemistry, pharmacology, and materials science. This compound, also referred to as methyl 3-methylthiobenzoate, has garnered attention due to its unique chemical properties and potential applications in drug development and industrial processes.

The structure of methyl 3-(methylthio)benzoate consists of a benzoic acid derivative with a methyl ester group and a methylthio substituent at the third position of the benzene ring. This substitution pattern imparts distinct electronic and steric properties to the molecule, making it a valuable substrate for further chemical modifications. Recent studies have highlighted its role as an intermediate in the synthesis of bioactive compounds, particularly in the development of anti-inflammatory and anticancer agents.

One of the most notable advancements involving methyl 3-(methylthio)benzoate is its application in the synthesis of sulfur-containing heterocycles. Researchers have demonstrated that this compound can undergo various cyclization reactions under specific conditions, leading to the formation of biologically active molecules. For instance, a study published in *Organic Chemistry Frontiers* revealed that methyl 3-(methylthio)benzoate can participate in tandem cyclization processes to yield thiazole derivatives, which exhibit potent antioxidant activity.

In addition to its role in organic synthesis, methyl 3-(methylthio)benzoate has been explored for its potential in polymer chemistry. The sulfur atom in the methylthio group contributes to the formation of strong sulfur-based bonds, which are crucial for creating high-performance polymers. Recent research has focused on incorporating this compound into polymeric materials to enhance their thermal stability and mechanical properties.

The synthesis of methyl 3-(methylthio)benzoate has also been optimized through green chemistry approaches. Traditional methods often involved hazardous reagents and multiple steps, but modern techniques now employ catalytic systems that reduce environmental impact while maintaining high yields. For example, a study in *Green Chemistry* reported the use of microwave-assisted synthesis to prepare methyl 3-(methylthio)benzoate with improved efficiency and reduced solvent consumption.

Another area where methyl 3-(methylthio)benzoate has shown promise is in medicinal chemistry. Its ability to act as a precursor for bioactive molecules has led to its inclusion in drug discovery pipelines. A recent investigation published in *Journal of Medicinal Chemistry* highlighted its role as a building block for designing inhibitors targeting key enzymes involved in neurodegenerative diseases such as Alzheimer's.

Furthermore, the physical and chemical properties of methyl 3-(methylthio)benzoate have been extensively characterized using advanced analytical techniques such as NMR spectroscopy and mass spectrometry. These studies have provided insights into its stability under various conditions and its reactivity towards different functional groups.

In conclusion, methyl 3-(methylthio)benzoate (CAS No: 90721-40-7) is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical structure and reactivity make it an invaluable tool for researchers seeking to develop novel materials and therapeutic agents. As ongoing research continues to uncover new potential uses for this compound, its significance in both academic and industrial settings is expected to grow further.

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