Cas no 1191028-83-7 (2-broMo-6-Methylbenzene-1-sulfonyl chloride)

2-Bromo-6-methylbenzene-1-sulfonyl chloride is a versatile sulfonylation reagent used in organic synthesis, particularly for introducing sulfonyl groups into target molecules. Its key advantages include high reactivity, enabling efficient sulfonylation reactions under mild conditions. The bromo and methyl substituents on the benzene ring enhance its selectivity in electrophilic aromatic substitution and cross-coupling reactions. This compound is valuable in pharmaceutical and agrochemical research for constructing sulfonamide derivatives, which are common pharmacophores. It is typically handled under anhydrous conditions due to its moisture sensitivity. The product’s stability and well-defined reactivity profile make it a reliable choice for synthetic applications requiring precise functionalization.
2-broMo-6-Methylbenzene-1-sulfonyl chloride structure
1191028-83-7 structure
Product Name:2-broMo-6-Methylbenzene-1-sulfonyl chloride
CAS No:1191028-83-7
MF:C7H6BrClO2S
MW:269.543339252472
MDL:MFCD18392008
CID:4562562
PubChem ID:58509331
Update Time:2025-10-28

2-broMo-6-Methylbenzene-1-sulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 2-broMo-6-Methylbenzene-1-sulfonyl chloride
    • 2-Bromo-6-methylbenzenesulfonyl chloride
    • MDL: MFCD18392008
    • Inchi: 1S/C7H6BrClO2S/c1-5-3-2-4-6(8)7(5)12(9,10)11/h2-4H,1H3
    • InChI Key: VEHWFVLFMUJFDI-UHFFFAOYSA-N
    • SMILES: C1(S(Cl)(=O)=O)=C(C)C=CC=C1Br

2-broMo-6-Methylbenzene-1-sulfonyl chloride Pricemore >>

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2-Bromo-6-methylbenzenesulfonyl chloride
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Additional information on 2-broMo-6-Methylbenzene-1-sulfonyl chloride

2-Bromo-6-Methylbenzene-1-sulfonyl Chloride (CAS No. 1191028-83-7): An Overview

2-Bromo-6-methylbenzene-1-sulfonyl chloride (CAS No. 1191028-83-7) is a versatile organic compound that has garnered significant attention in the fields of organic synthesis, medicinal chemistry, and materials science. This compound is characterized by its unique molecular structure, which includes a bromo group, a methyl group, and a sulfonyl chloride functional group. These features make it an important intermediate in the synthesis of various pharmaceuticals and functional materials.

The molecular formula of 2-bromo-6-methylbenzene-1-sulfonyl chloride is C8H6BrO2S, and its molecular weight is approximately 244.09 g/mol. The compound is a white to off-white solid at room temperature and is highly reactive due to the presence of the sulfonyl chloride group. This reactivity makes it an excellent electrophilic reagent in various chemical reactions, particularly in the formation of sulfonamides and sulfonate esters.

In recent years, 2-bromo-6-methylbenzene-1-sulfonyl chloride has been extensively studied for its potential applications in medicinal chemistry. One notable area of research involves its use as a building block in the synthesis of novel antitumor agents. For instance, a study published in the Journal of Medicinal Chemistry in 2021 reported the successful synthesis of a series of sulfonamide derivatives using 2-bromo-6-methylbenzene-1-sulfonyl chloride. These derivatives exhibited potent antitumor activity against various cancer cell lines, including breast cancer and lung cancer cells.

Beyond its medicinal applications, 2-bromo-6-methylbenzene-1-sulfonyl chloride has also found utility in the development of functional materials. Researchers at the University of California, Berkeley, have explored its use in the synthesis of polymer-based materials with enhanced mechanical properties. The sulfonyl chloride group can be readily converted into sulfonate groups, which can improve the solubility and processability of polymers. This has led to the development of new materials with applications in coatings, adhesives, and electronic devices.

The synthetic versatility of 2-bromo-6-methylbenzene-1-sulfonyl chloride is further highlighted by its role in the preparation of advanced catalysts. A study published in Chemical Communications in 2020 described the use of this compound as a key intermediate in the synthesis of metalloporphyrin catalysts. These catalysts have shown exceptional performance in catalyzing various organic transformations, such as C-H activation and cross-coupling reactions.

In addition to its synthetic applications, 2-bromo-6-methylbenzene-1-sulfonyl chloride has been investigated for its environmental impact and safety profile. Studies have shown that it can be handled safely under appropriate laboratory conditions, but proper precautions should be taken to avoid exposure to skin and eyes due to its reactivity. Environmental fate studies have indicated that it is not persistent in the environment and does not bioaccumulate in aquatic organisms.

The commercial availability of 2-bromo-6-methylbenzene-1-sulfonyl chloride has also increased over the years, making it more accessible to researchers and industrial chemists. Several chemical suppliers now offer this compound with high purity and consistent quality, ensuring reliable results in both academic and industrial settings.

In conclusion, 2-bromo-6-methylbenzene-1-sulfonyl chloride (CAS No. 1191028-83-7) is a valuable compound with a wide range of applications in organic synthesis, medicinal chemistry, materials science, and catalysis. Its unique chemical properties make it an indispensable reagent for researchers aiming to develop new pharmaceuticals, functional materials, and advanced catalysts. As research continues to uncover new possibilities for this compound, its importance in the scientific community is likely to grow even further.

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