Cas no 56202-22-3 (2-Methyl-6-nitrobenzene-1-sulfonyl Chloride)

2-Methyl-6-nitrobenzene-1-sulfonyl chloride is a sulfonating reagent commonly used in organic synthesis, particularly for introducing sulfonyl groups into target molecules. Its key advantages include high reactivity due to the electron-withdrawing nitro group, which enhances its efficacy in sulfonylation reactions. The methyl substituent provides steric influence, allowing for selective modifications in complex molecular frameworks. This compound is valuable in pharmaceutical and agrochemical research, where precise functionalization is critical. It is typically handled under anhydrous conditions to prevent hydrolysis of the sulfonyl chloride moiety. Proper storage in a cool, dry environment is recommended to maintain stability and reactivity.
2-Methyl-6-nitrobenzene-1-sulfonyl Chloride structure
56202-22-3 structure
Product Name:2-Methyl-6-nitrobenzene-1-sulfonyl Chloride
CAS No:56202-22-3
MF:C7H6ClNO4S
MW:235.644839763641
CID:2105410
PubChem ID:12215942
Update Time:2025-06-09

2-Methyl-6-nitrobenzene-1-sulfonyl Chloride Chemical and Physical Properties

Names and Identifiers

    • 2-methyl-6-nitroBenzenesulfonyl chloride
    • 2-methyl-6-nitrobenzene-1-sulfonyl chloride
    • Nitrotoluolsulfochlorid
    • BLIRLAVMSGHPBY-UHFFFAOYSA-N
    • NE30547
    • 2-methyl-6-nitro-benzenesulfonyl chloride
    • SCHEMBL8764130
    • DA-25817
    • 2-methyl-6-nitrobenzene-1-sulfonylchloride
    • AT32484
    • EN300-39628
    • CS-0248335
    • MFCD11505491
    • 56202-22-3
    • 2-Methyl-6-nitrobenzene-1-sulfonyl Chloride
    • MDL: MFCD11505491
    • Inchi: 1S/C7H6ClNO4S/c1-5-3-2-4-6(9(10)11)7(5)14(8,12)13/h2-4H,1H3
    • InChI Key: BLIRLAVMSGHPBY-UHFFFAOYSA-N
    • SMILES: ClS(C1C(=CC=CC=1C)[N+](=O)[O-])(=O)=O

Computed Properties

  • Exact Mass: 234.9706065g/mol
  • Monoisotopic Mass: 234.9706065g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 318
  • 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
  • Topological Polar Surface Area: 88.3
  • XLogP3: 2.1

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2-Methyl-6-nitrobenzene-1-sulfonyl Chloride Suppliers

Amadis Chemical Company Limited
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(CAS:56202-22-3)2-Methyl-6-nitrobenzene-1-sulfonyl Chloride
Order Number:A1218534
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 19:14
Price ($):305

2-Methyl-6-nitrobenzene-1-sulfonyl Chloride Related Literature

Additional information on 2-Methyl-6-nitrobenzene-1-sulfonyl Chloride

Introduction to 2-Methyl-6-nitrobenzene-1-sulfonyl Chloride (CAS No. 56202-22-3) and Its Applications in Modern Chemical Biology

2-Methyl-6-nitrobenzene-1-sulfonyl Chloride, identified by the Chemical Abstracts Service Number (CAS No.) 56202-22-3, is a specialized organic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its nitro and sulfonyl chloride functional groups, serves as a versatile intermediate in the synthesis of various bioactive molecules. Its unique structural properties make it particularly valuable in the development of novel therapeutic agents and in the investigation of molecular mechanisms underlying biological processes.

The nitro group at the 6-position and the sulfonyl chloride at the 1-position of the benzene ring contribute to the compound's reactivity, enabling its use in a wide range of chemical transformations. These functional groups are particularly useful in medicinal chemistry for constructing complex scaffolds that mimic natural products or for designing molecules with specific biological activities. The sulfonyl chloride moiety, for instance, is a well-known electrophile that readily reacts with nucleophiles such as amines and alcohols, facilitating the formation of sulfonamides and sulfates—key structural elements in many drugs.

In recent years, there has been a surge in research focused on harnessing the potential of 2-Methyl-6-nitrobenzene-1-sulfonyl Chloride in drug discovery. One notable area of interest is its application in the synthesis of small-molecule inhibitors targeting enzyme-catalyzed reactions. Enzymes such as kinases and proteases play crucial roles in numerous cellular pathways, and their inhibition is often a key strategy in therapeutic intervention. The reactivity of the sulfonyl chloride group allows for the facile introduction of sulfonamide linkages, which are known to disrupt enzyme function by competing with natural substrates or by inducing conformational changes.

Moreover, studies have highlighted the utility of this compound in the development of anticancer agents. The nitro group, while traditionally associated with oxidizing properties, can also participate in redox reactions that modulate cellular signaling pathways. Researchers have explored its potential in generating reactive species that induce apoptosis or inhibit tumor growth. Additionally, the structural motif present in 2-Methyl-6-nitrobenzene-1-sulfonyl Chloride has been incorporated into molecules designed to interact with DNA or RNA, offering promising avenues for developing agents that regulate gene expression.

The pharmaceutical industry has also leveraged this compound for its role in synthesizing vaccine adjuvants. Sulfonamides derived from 2-Methyl-6-nitrobenzene-1-sulfonyl Chloride have shown promise in enhancing immune responses by promoting inflammation and antigen presentation. This aligns with contemporary research efforts aimed at creating more effective vaccines against infectious diseases and even cancer.

From a synthetic chemistry perspective, 2-Methyl-6-nitrobenzene-1-sulfonyl Chloride exemplifies the importance of functional group interconversion in drug development. Its transformation into other derivatives—such as sulfonamides, sulfones, or even heterocyclic compounds—underscores its versatility as a building block. Advances in catalytic methods have further expanded its utility, allowing for more efficient and sustainable synthetic routes.

Recent publications have demonstrated innovative applications of this compound in materials science and nanotechnology. For example, its incorporation into polymer matrices has led to novel materials with enhanced thermal stability or biodegradability. In nanotechnology, functionalized derivatives have been used to modify surfaces of nanoparticles for targeted drug delivery systems.

The environmental impact of using 2-Methyl-6-nitrobenzene-1-sulfonyl Chloride has also been a subject of investigation. Researchers are increasingly focusing on green chemistry principles to minimize waste and reduce hazardous byproducts during synthesis. Efforts to develop more sustainable methods for producing this intermediate have included solvent-free reactions, catalytic hydrogenation techniques, and biocatalytic approaches.

In conclusion, 2-Methyl-6-nitrobenzene-1-sulfonyl Chloride (CAS No. 56202-22-3) is a multifaceted compound with broad applications across chemical biology and pharmaceutical science. Its unique structural features enable diverse chemical modifications, making it an indispensable tool for researchers developing new drugs, understanding biological processes at a molecular level, and creating advanced materials. As scientific methodologies continue to evolve, the potential uses of this compound are likely to expand further, reinforcing its significance in both academic research and industrial applications.

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Amadis Chemical Company Limited
(CAS:56202-22-3)2-Methyl-6-nitrobenzene-1-sulfonyl Chloride
A1218534
Purity:99%
Quantity:1g
Price ($):305
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