13656-57-0 | 5-CHLORO-2,4-DIFLUOROBENZENESULFONYL CHLORIDE

CAS:13656-57-0 | 5-CHLORO-2,4-DIFLUOROBENZENESULFONYL CHLORIDE,Description

Synthesis Analysis

A novel synthesis approach for related compounds involves chlorosulfonation and utilizes chlorosulfonic acid to yield intermediates with high efficiency. An example includes the synthesis of 2-chloro-4-fluoro-5-nitrobenzenesulfonyl chloride from bis(4-amino-2chlorophenyl) disulfide using the Schiemann reaction, highlighting a methodological framework for producing sulfonyl chloride derivatives (Xiao-hua Du et al., 2005).

Molecular Structure Analysis

The molecular and electronic structure of sterically hindered isomers of dimethyl[methyl(phenylsulfonyl)amino]benzenesulfonyl chloride was elucidated through X-ray single crystal diffraction, underpinning the compound's structural characteristics and its potential interactions based on molecular geometry (L. Rublova et al., 2017).

Chemical Reactions and Properties

Various nucleophilic substitution reactions with 5-chloro-2,4-difluorobenzenesulfonyl chloride derivatives have demonstrated the introduction of N- and S-containing groups into the benzene ring. This reactivity is essential for the synthesis of complex organic molecules and possibly for the development of novel materials (A. M. Sipyagin et al., 2004).

Physical Properties Analysis

The synthesis and characterization of 5-chloro-1-(difluorochloro)-2,3,4,5,6,6-hexafluoro-1,3-cyclohexadiene, a related compound, highlight the intricate balance between molecular structure and physical properties. Characterization techniques such as elemental analysis, mass, infrared, and fluorine NMR spectroscopy provided detailed insights into the physical attributes of these fluorinated compounds (J. Obaleye & L. C. Sams, 1983).

Chemical Properties Analysis

Research into the electrochemical fluorination of aromatic compounds, including those similar to 5-chloro-2,4-difluorobenzenesulfonyl chloride, has shed light on the compound's chemical properties, especially its reactivity towards different fluorinating agents. These studies are crucial for understanding the chemical behavior and potential applications of such compounds (Hirohide Horio et al., 1996).

Scientific Research Applications

• Synthesis of Pesticides : It is used in synthesizing key intermediates for pesticides, like methyl 5-amino-2-chloro-4-fluorophenylthioacetate, which is further utilized in the preparation of herbicidal products (Xiao-hua Du et al., 2005).
• Potential Herbicide Development : Certain chlorohydroxybenzenesulfonyl derivatives, synthesized using reactions with chlorosulfonic acid, are explored for their potential as herbicides (R. Cremlyn & T. Cronje, 1979).
• Preparation of Perfluoroalkylthio Derivatives : This compound is involved in the synthesis of new 4-pentafluorosulfanyl and 4-perfluoroalkylthio derivatives of nitrobenzenes, which offer synthetic possibilities in heterocyclic chemistry (A. M. Sipyagin et al., 2004).
• Biomedical Applications : 4-Fluorobenzenesulfonyl chloride, a related compound, has been used for activating hydroxyl groups of polymeric carriers in biomedical applications, suggesting a similar potential for 5-Chloro-2,4-difluorobenzenesulfonyl chloride (Y. A. Chang et al., 1992).
• Synthesis of Hindered Isomeric Forms : It is useful in synthesizing sterically hindered isomeric forms of benzenesulfonyl chloride, which have applications in molecular and electronic structure studies (L. Rublova et al., 2017).
• Membrane Synthesis : 5-chlorosulfonylisophthaloyl chloride, a related compound, is a key functional monomer for synthesizing polyamide reverse osmosis and nanofiltration membranes (Gao Cong-jie, 2010).

Safety And Hazards

5-Chloro-2,4-difluorobenzenesulfonyl chloride is considered hazardous. It can cause skin corrosion/irritation and serious eye damage/eye irritation. It’s also classified as a specific target organ toxicant after single exposure. The safety symbol for this compound is GHS05.

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