Cas no 1016701-95-3 (4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride)

4-Cyano-3-(trifluoromethyl)benzenesulfonyl chloride is a versatile sulfonylating reagent widely used in organic synthesis and pharmaceutical applications. Its key advantages include high reactivity due to the electron-withdrawing cyano and trifluoromethyl groups, which enhance its efficacy in sulfonylation reactions. The compound serves as a critical intermediate in the preparation of sulfonamides, sulfonate esters, and other functionalized derivatives. Its stability under controlled conditions ensures reliable performance in multi-step synthetic processes. The presence of both cyano and trifluoromethyl substituents also imparts unique electronic properties, making it valuable for designing specialized agrochemicals and bioactive molecules. Proper handling is required due to its moisture sensitivity and potential reactivity with nucleophiles.
4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride structure
1016701-95-3 structure
Product Name:4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride
CAS No:1016701-95-3
MF:C8H3ClF3NO2S
MW:269.628130197525
CID:1061134
PubChem ID:18072061
Update Time:2025-11-02

4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride Chemical and Physical Properties

Names and Identifiers

    • 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride
    • 4-Cyano-2-(trifluoromethyl)benzenesulfonyl chloride
    • BDBM539880
    • AKOS000164710
    • 4-Cyano-2-(trifluoromethyl)benzenesulfonylchloride
    • US11260049, Ex. 18
    • G43260
    • DMRMWUNIFCEILQ-UHFFFAOYSA-N
    • 4-cyano-2- (trifluoro- methyl)benzene-1- sulfonyl chloride
    • SCHEMBL21144406
    • 1016701-95-3
    • 4-cyano-2-(trifluoromethyl)benzene-1-sulfonylchloride
    • 4-cyano-2-(trifluoromethyl)benzene-1-sulfonyl chloride
    • EN300-41098
    • Inchi: 1S/C8H3ClF3NO2S/c9-16(14,15)7-2-1-5(4-13)3-6(7)8(10,11)12/h1-3H
    • InChI Key: DMRMWUNIFCEILQ-UHFFFAOYSA-N
    • SMILES: ClS(C1C=CC(C#N)=CC=1C(F)(F)F)(=O)=O

Computed Properties

  • Exact Mass: 268.9525117g/mol
  • Monoisotopic Mass: 268.9525117g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 405
  • 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: 2.5
  • Topological Polar Surface Area: 66.3?2

Experimental Properties

  • Density: 1.65±0.1 g/cm3 (20 oC 760 Torr),
  • Solubility: Almost insoluble (0.057 g/l) (25 o C),

4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride Pricemore >>

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Additional information on 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride

4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride (CAS 1016701-95-3): A Versatile Intermediate for Modern Organic Synthesis

4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride (CAS 1016701-95-3) is a highly specialized chemical intermediate gaining significant attention in pharmaceutical and agrochemical research. This sulfonyl chloride derivative features both cyano and trifluoromethyl functional groups, making it particularly valuable for constructing complex molecular architectures.

The compound's unique electronic properties stem from its electron-withdrawing groups, which influence its reactivity in various organic transformations. Researchers frequently employ 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride as a key building block in the synthesis of sulfonamide-containing compounds, a class of molecules with wide-ranging biological activities.

Recent trends in medicinal chemistry highlight the growing demand for fluorinated compounds like 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride. The trifluoromethyl group has become particularly important in drug design due to its ability to enhance metabolic stability and membrane permeability. This aligns with current industry focus on improving drug-like properties and ADME characteristics of new chemical entities.

In material science applications, 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride serves as a precursor for advanced polymeric materials with specialized properties. The compound's sulfonyl chloride moiety allows for efficient incorporation into polymer backbones, while the cyano group provides additional sites for further functionalization.

The synthesis and handling of 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride require specialized knowledge of organic synthesis techniques. Proper storage conditions typically involve protection from moisture and maintenance at low temperatures to preserve its reactivity. These handling considerations are particularly relevant given current industry emphasis on process safety and quality control in chemical manufacturing.

Analytical characterization of 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride typically involves NMR spectroscopy, mass spectrometry, and HPLC analysis. The compound's purity is especially critical for pharmaceutical applications, where even minor impurities can significantly impact downstream reactions. This aligns with current regulatory expectations for impurity profiling in drug substance synthesis.

Market demand for 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride has shown steady growth, particularly from contract research organizations and academic laboratories engaged in medicinal chemistry programs. The compound's versatility makes it valuable for parallel synthesis approaches and combinatorial chemistry applications, which remain important tools in modern drug discovery.

Environmental considerations for 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride include proper waste disposal methods for sulfonyl chloride-containing compounds. The chemical industry's increasing focus on green chemistry principles has led to development of more sustainable methods for handling and transforming such intermediates.

Future research directions involving 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride may explore its potential in click chemistry applications or as a component in metal-organic frameworks. The compound's unique combination of functional groups offers multiple vectors for structural modification, making it attractive for developing new materials with tailored properties.

For researchers working with 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride, proper personal protective equipment and engineering controls are essential. While not classified as hazardous under standard regulations, prudent handling practices should always be followed when working with reactive chemical intermediates.

The commercial availability of 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride from specialty chemical suppliers has improved in recent years, reflecting growing recognition of its utility in synthetic chemistry. Current pricing trends suggest stable demand for this niche intermediate within the fine chemicals market.

Patent literature reveals increasing use of 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride in the preparation of biologically active compounds, particularly in areas of kinase inhibitors and GPCR modulators. This reflects broader industry trends toward targeted therapies and precision medicine approaches.

Quality specifications for 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride typically include requirements for chemical purity, water content, and residual solvents. These parameters are particularly important for pharmaceutical applications where consistent quality is paramount for reproducible results in drug discovery programs.

In conclusion, 4-Cyano-3-(trifluoromethyl)benzenesulfonyl Chloride (CAS 1016701-95-3) represents a valuable synthetic intermediate with diverse applications in modern organic chemistry. Its unique structural features and reactivity profile make it particularly useful for medicinal chemistry and materials science applications, positioning it as an important tool for researchers developing next-generation chemical entities.

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