2905-27-3

Usage

Uses

Used in Chemical Synthesis:
3,5-Dimethylbenzenesulfonyl chloride is used as a chemical intermediate for the synthesis of hexa-2,4-diyne-1,6-diyl bis(3,5-dimethylbenzenesulfonate) and C2-symmetric ligands, N(SO2R)(CH2Z)2 [where, Z = CH2NH2; R = dmb]. These compounds and ligands are essential in the development of various chemical products and materials.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,5-dimethylbenzenesulfonyl chloride is used as a key component in the synthesis of specific drugs and drug candidates. Its unique chemical structure allows for the creation of molecules with targeted therapeutic properties.
Used in Research and Development:
3,5-Dimethylbenzenesulfonyl chloride is also used in research and development laboratories for the exploration of new chemical reactions and the development of novel compounds with potential applications in various fields, including medicine, agriculture, and materials science.
Used in Material Science:
In the field of material science, 3,5-dimethylbenzenesulfonyl chloride is employed in the synthesis of advanced materials with specific properties, such as improved stability, reactivity, or selectivity. These materials can be used in various applications, including sensors, catalysts, and coatings.
Overall, 3,5-dimethylbenzenesulfonyl chloride is a versatile chemical intermediate with a wide range of applications across different industries, including chemical synthesis, pharmaceuticals, research and development, and material science. Its unique properties make it an essential component in the development of new compounds and materials with potential benefits in various fields.

InChI:InChI=1/C8H9ClO2S/c1-6-3-7(2)5-8(4-6)12(9,10)11/h3-5H,1-2H3

Upstream product

• 108-69-0 3,5-dimethylaminoaniline 
• 22445-41-6 3,5-dimethylphenyl iodide 
• 1249159-79-2 C₈H₁₂N₂O₂S 
• 38360-81-5 3,5-Dimethylthiophenol 

Downstream Products

• 109473-63-4 3,5-dimethyl-benzenethiosulfonic acid S-(3,5-dimethyl-phenyl ester) 
• 100886-47-3 3,5-dimethyl-benzenesulfonic acid phenyl ester 
• 23656-40-8 3-<3,5-Dimethyl-benzolsulfonylamino>-propionsaeurenitril 
• 111711-73-0 1-(3,5-Dimethyl-benzenesulfonyl)-5-ethoxy-pyrrolidin-2-one 
• 1026754-79-9 C₂₂H₂₁N₃O₂S 
• 1061732-85-1 N-(5-chloro-4-fluoro-2-nitrophenyl)-3,5-dimethylbenzenesulfonamide 
• 90534-51-3 1-methanesulfonyl-3,5-dimethyl-benzene 
• 1099682-07-1 C₃₄H₃₂N₂O₆S 
• 1332621-93-8 C₂₈H₃₃N₃O₃S 
• 38360-81-5 3,5-Dimethylthiophenol 
• 1416634-56-4 C₃₆H₄₄N₄O₅S 
• 1416634-94-0 C₃₅H₄₂N₄O₅S 
• 1404059-69-3 N-{3-[2-(4-fluorophenoxy)ethyl]-2,4-dioxo-1,3-diazaspiro[4.5]dec-8-yl}-3,5-dimethylbenzene sulfonamide 
• 1531604-65-5 C₂₂H₃₇N₃O₆S 

Relevant academic research and scientific papers

Facile synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazides

A simple and rapid method for efficient synthesis of sulfonyl chlorides/bromides from sulfonyl hydrazide with NXS (X = Cl or Br) and late-stage conversion to several other functional groups was described. A variety of nucleophiles could be engaged in this transformation, thus permitting the synthesis of complex sulfonamides and sulfonates. In most cases, these reactions are highly selective, simple, and clean, affording products at excellent yields.

Conversion of thiols into sulfonyl halogenides under aerobic and metal-free conditions

An environmentally benign, metal-free synthesis of sulfonyl chlorides and bromides from thiols in the presence of ammonium nitrate, an aqueous solution of HCl and HBr and oxygen as a terminal oxidant was developed. The reactivity of various substituted thiophenols, benzylic-, aliphatic- and heteroaromatic thiols was examined. Ammonium nitrate served as a source of nitrogen oxides (NO/NO2), which are the crucial players in a redox-catalytic cycle. Sulfonyl chlorides and bromides were isolated without extraction and "filtered" over a short pad of silica gel; the use of solvents was greatly reduced in comparison with traditional isolation and purification. A "one-pot" protocol for the conversion of thiol into sulfonamide is also demonstrated. Scale-up experiments on the preparation of sulfonyl chloride and bromide are shown. A possible reaction pathway is discussed.

Palladium-catalyzed synthesis of ammonium sulfinates from aryl halides and a sulfur dioxide surrogate: A gas-and reductant-free process

Sulfonyl-derived functional groups populate a broad range of useful molecules and materials, and despite a variety of preparative methods being available, processes which introduce the most basic sulfonyl building block, sulfur dioxide, using catalytic methods, are rare. Described herein is a simple reaction system consisting of the sulfur dioxide surrogate DABSO, triethylamine, and a palladium(0) catalyst for effective convertion of a broad range of aryl and heteroaryl halides into the corresponding ammonium sulfinates. Key features of this gas-and reductant-free reaction include the low loadings of palladium (1 mol) and ligand (1.5 mol) which can be employed, and the use of isopropyl alcohol as both a solvent and formal reductant. The ammonium sulfinate products are converted in situ into a variety of sulfonyl-containing functional groups, including sulfones, sulfonyl chlorides, and sulfonamides.