Cas no 90416-52-7 (2-Methoxy-4,5-dimethylbenzenesulfonyl chloride)

2-Methoxy-4,5-dimethylbenzenesulfonyl chloride is a sulfonyl chloride derivative characterized by its methoxy and dimethyl substituents on the benzene ring. This compound is primarily utilized as a key intermediate in organic synthesis, particularly in the preparation of sulfonamides and other sulfonate esters. Its electron-rich aromatic structure enhances reactivity in electrophilic substitution reactions, making it valuable for fine chemical applications. The presence of methoxy and methyl groups contributes to steric and electronic effects, influencing selectivity in synthetic pathways. It is commonly employed in pharmaceutical and agrochemical research due to its ability to introduce sulfonyl functionalities into target molecules. Proper handling under anhydrous conditions is recommended due to its moisture sensitivity.
2-Methoxy-4,5-dimethylbenzenesulfonyl chloride structure
90416-52-7 structure
Product Name:2-Methoxy-4,5-dimethylbenzenesulfonyl chloride
CAS No:90416-52-7
MF:C9H11ClO3S
MW:234.699840784073
MDL:MFCD08443668
CID:2129462
PubChem ID:16641357
Update Time:2025-05-20

2-Methoxy-4,5-dimethylbenzenesulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 2-Methoxy-4,5-dimethylbenzenesulfonyl chloride
    • 2-Methoxy-4,5-dimethyl-benzenesulfonyl chloride
    • 2-Methoxy-4,5-dimethyl-benzol-sulfonyl-(1)-chlorid
    • DTXSID401248986
    • 90416-52-7
    • 2-methoxy-4,5-dimethylbenzene-1-sulfonyl chloride
    • STK894493
    • NS-03139
    • 2-methoxy-4,5-dimethylbenzenesulfonyl chloride(SALTDATA: FREE)
    • EN300-272549
    • AKOS000272434
    • BBL021776
    • s11948
    • MFCD08443668
    • QDA41652
    • MDL: MFCD08443668
    • Inchi: 1S/C9H11ClO3S/c1-6-4-8(13-3)9(5-7(6)2)14(10,11)12/h4-5H,1-3H3
    • InChI Key: FQEJULWDCYVGCA-UHFFFAOYSA-N
    • SMILES: ClS(C1=CC(C)=C(C)C=C1OC)(=O)=O

Computed Properties

  • Exact Mass: 234.01200
  • Monoisotopic Mass: 234.0117431g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 2
  • Complexity: 283
  • 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: 2.6
  • Topological Polar Surface Area: 51.8?2

Experimental Properties

  • PSA: 51.75000
  • LogP: 3.32030

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Additional information on 2-Methoxy-4,5-dimethylbenzenesulfonyl chloride

Comprehensive Guide to 2-Methoxy-4,5-dimethylbenzenesulfonyl chloride (CAS No. 90416-52-7)

2-Methoxy-4,5-dimethylbenzenesulfonyl chloride (CAS No. 90416-52-7) is a specialized sulfonyl chloride derivative widely used in organic synthesis and pharmaceutical research. This compound, known for its high reactivity and versatile applications, has gained significant attention in recent years due to its role in synthesizing sulfonamide-based compounds, which are crucial in drug development and material science.

The molecular structure of 2-Methoxy-4,5-dimethylbenzenesulfonyl chloride features a methoxy group and two methyl groups attached to a benzene ring, along with a highly reactive sulfonyl chloride functional group. This unique combination of substituents makes it an excellent intermediate for nucleophilic substitution reactions, particularly in the synthesis of sulfonamides, sulfonate esters, and other sulfur-containing compounds.

One of the most common applications of 2-Methoxy-4,5-dimethylbenzenesulfonyl chloride is in the pharmaceutical industry, where it serves as a key building block for active pharmaceutical ingredients (APIs). Researchers frequently utilize this compound to develop antibacterial agents, anti-inflammatory drugs, and enzyme inhibitors. Its ability to act as a sulfonating agent makes it invaluable in modifying biomolecules to enhance their therapeutic properties.

In addition to pharmaceuticals, 2-Methoxy-4,5-dimethylbenzenesulfonyl chloride finds applications in agrochemicals and material science. For instance, it is used to synthesize herbicides and pesticides that require sulfonamide functionalities. In material science, this compound contributes to the development of advanced polymers and coatings with improved durability and chemical resistance.

Recent trends in green chemistry have spurred interest in optimizing the synthesis of 2-Methoxy-4,5-dimethylbenzenesulfonyl chloride to minimize environmental impact. Researchers are exploring catalytic methods and solvent-free reactions to reduce waste and energy consumption. These advancements align with the growing demand for sustainable chemical processes in industrial applications.

The global market for sulfonyl chloride derivatives, including 2-Methoxy-4,5-dimethylbenzenesulfonyl chloride, is expanding due to increasing demand from the pharmaceutical and agrochemical sectors. Key manufacturers are focusing on high-purity grades to meet the stringent requirements of these industries. Additionally, the rise of custom synthesis services has made this compound more accessible to researchers and small-scale developers.

For those working with 2-Methoxy-4,5-dimethylbenzenesulfonyl chloride, proper handling and storage are essential to maintain its stability. The compound should be stored in a cool, dry place under inert conditions to prevent hydrolysis of the sulfonyl chloride group. Safety data sheets (SDS) provide detailed guidelines for handling, including recommendations for personal protective equipment (PPE) such as gloves and goggles.

Analytical techniques like HPLC, NMR spectroscopy, and mass spectrometry are commonly employed to verify the purity and identity of 2-Methoxy-4,5-dimethylbenzenesulfonyl chloride. These methods ensure compliance with industry standards and facilitate quality control in research and production settings.

In summary, 2-Methoxy-4,5-dimethylbenzenesulfonyl chloride (CAS No. 90416-52-7) is a versatile and valuable compound with broad applications in pharmaceuticals, agrochemicals, and material science. Its unique chemical properties and reactivity make it indispensable for researchers and industrial chemists alike. As the demand for sulfonamide-based compounds continues to grow, this compound will remain a critical component in synthetic chemistry.

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