Cas no 1803827-06-6 (3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl chloride)

3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl chloride is a specialized sulfonyl chloride derivative featuring a cyano group, methyl substituent, and trifluoromethyl moiety on the benzene ring. This compound serves as a versatile intermediate in organic synthesis, particularly for introducing sulfonyl functionalities into target molecules. The presence of electron-withdrawing groups (cyano and trifluoromethyl) enhances its reactivity in nucleophilic substitution reactions, making it valuable for constructing sulfonamides, sulfonate esters, and other sulfonyl-based compounds. Its structural features contribute to improved stability and selectivity in synthetic applications. The compound is suitable for use in pharmaceuticals, agrochemicals, and materials science, where precise functionalization is required. Proper handling under anhydrous conditions is recommended due to its moisture-sensitive nature.
3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl chloride structure
1803827-06-6 structure
Product Name:3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl chloride
CAS No:1803827-06-6
MF:C9H5ClF3NO2S
MW:283.654710531235
CID:5000716
Update Time:2025-05-20

3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl chloride
    • Inchi: 1S/C9H5ClF3NO2S/c1-5-2-7(17(10,15)16)3-6(4-14)8(5)9(11,12)13/h2-3H,1H3
    • InChI Key: YYGOZWFPNPINRS-UHFFFAOYSA-N
    • SMILES: ClS(C1C=C(C#N)C(C(F)(F)F)=C(C)C=1)(=O)=O

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 1
  • Complexity: 433
  • XLogP3: 2.9
  • Topological Polar Surface Area: 66.3

3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl chloride Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
Alichem
A010015450-250mg
3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl chloride
1803827-06-6 97%
250mg
470.40 USD 2021-07-05
Alichem
A010015450-500mg
3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl chloride
1803827-06-6 97%
500mg
855.75 USD 2021-07-05
Alichem
A010015450-1g
3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl chloride
1803827-06-6 97%
1g
1,504.90 USD 2021-07-05

Additional information on 3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl chloride

3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl Chloride: A Comprehensive Overview

The compound with CAS No. 1803827-06-6, commonly referred to as 3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl Chloride, is a highly specialized organic compound with significant applications in various fields of chemistry. This compound is characterized by its unique structure, which includes a sulfonyl chloride group attached to a substituted benzene ring. The substituents on the benzene ring—specifically, a cyano group at position 3, a methyl group at position 5, and a trifluoromethyl group at position 4—contribute to its distinct chemical properties and reactivity.

Sulfonyl chloride groups are known for their high reactivity, making them valuable intermediates in organic synthesis. The presence of electron-withdrawing groups like the cyano and trifluoromethyl substituents further enhances the electrophilic character of the sulfonyl group, making this compound particularly useful in nucleophilic substitution reactions. Recent studies have highlighted its potential in the synthesis of sulfonamides, which are widely used in pharmaceuticals and agrochemicals.

The synthesis of 3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl Chloride typically involves multi-step processes, often starting from the corresponding benzene derivative. The introduction of the sulfonyl chloride group is achieved through sulfonation followed by chlorination. Researchers have explored various catalysts and reaction conditions to optimize the yield and purity of this compound. For instance, the use of microwave-assisted synthesis has been shown to significantly reduce reaction times while maintaining high product quality.

One of the most promising applications of this compound lies in its use as an intermediate in the production of advanced materials. The trifluoromethyl group imparts fluorine-based properties, such as increased thermal stability and chemical resistance, which are highly desirable in polymer chemistry. Recent advancements in fluoropolymer synthesis have leveraged this compound to develop materials with enhanced durability and performance under extreme conditions.

In the pharmaceutical industry, 3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl Chloride has been employed as a key intermediate in drug discovery programs. Its ability to form stable sulfonamide bonds makes it ideal for constructing bioactive molecules with targeted therapeutic effects. For example, studies have demonstrated its utility in the development of inhibitors for kinase enzymes, which are implicated in various diseases such as cancer and inflammatory disorders.

From an environmental perspective, understanding the degradation pathways of this compound is crucial for assessing its ecological impact. Research has shown that under certain conditions, such as UV light exposure or microbial action, the compound undergoes hydrolysis to form less hazardous byproducts. These findings are essential for developing sustainable practices in chemical manufacturing and waste management.

In conclusion, 3-Cyano-5-methyl-4-(trifluoromethyl)benzenesulfonyl Chloride (CAS No. 1803827-06-6) is a versatile compound with a wide range of applications across multiple disciplines. Its unique chemical structure and reactivity make it an invaluable tool in organic synthesis, materials science, and pharmaceutical research. As ongoing studies continue to uncover new insights into its properties and potential uses, this compound is poised to play an even more significant role in advancing modern chemistry.

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