26516-38-1

Basic information

• Product Name: meta-chlorobenzenesulfinic acid
• Synonyms: meta-chlorobenzenesulfinic acid
• CAS NO: 26516-38-1
• Molecular Weight: 176.624
• Mol File: 26516-38-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: meta-chlorobenzenesulfinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: meta-chlorobenzenesulfinic acid(26516-38-1)
• EPA Substance Registry System: meta-chlorobenzenesulfinic acid(26516-38-1)

Safety Data

• Hazardous Substances Data: 26516-38-1(Hazardous Substances Data)

Upstream product

• 26452-83-5 <3-Chlor-phenyl-sulfonyl>-methyl-perchlorat 
• 2888-06-4 3-chlorophenylsulfonyl chloride 

Downstream Products

• 91746-57-5 methyl 3-chlorobenzenesulfinate 
• 24264-05-9 N-Nitroso-N-(3-chlor-phenylsulfonmethyl)-carbaminsaeure-aethylester 
• 24387-52-8 1-chloro-3-diazomethanesulfonyl-benzene 
• 24264-01-5 N-(3-Chlor-phenylsulfonmethyl)-carbaminsaeure-aethylester 
• 84181-32-8 1-chloro-3-[(3-chlorobenzenesulfonyl)sulfanyl]benzene 

Relevant articles and documents

Visible-Light-Induced Radical Cascade Cyclizations of 1,7-Enynes with Sulfinic Acids: Direct Access to Sulfonated Chromanes and Sulfonated Tetrahydroquinolines under Metal-Free Conditions

Visible-light-induced strategy to access sulfonated chromanes and sulfonated 1,2,3,4-tetrahydroquinolines via a radical cascade cyclization of 1-(arylethynyl)-2-(vinyloxy)benzenes and N-allyl-2-(arylethynyl)anilines with aromatic and aliphatic sulfinic acids has been developed. In the presence of TBHP (7.5 mol%) as an oxidant and Eosin Y (3.0 mol%) as a photocatalyst, the reactions undergo smoothly to afford the corresponding products in good yields at room temperature under metal-free conditions. This transformation features low loading of TBHP, mild reaction conditions, simple operation, broad functional-group tolerance, and good yields of products. (Figure presented.).

Rate-limiting deprotonation of (arylsulfonyl)methyl perchlorates in dichloromethane. Evidence for proton tunneling and the high dynamic basicity of HMPA in a nonaqueous solvent

Kinetic data are reported for the water-catalyzed hydrolysis of several (arylsulfonyl)methyl perchlorates in water and for the HMPA-catalyzed decomposition of the same substrates in dichloromethane.Under both conditions, the reaction exhibits general base catalysis and the covalent perchlorates react via rate-limiting deprotonation at the α-sulfonyl methylene moiety.Primary kinetic deuterium isotope effects (KDIE's) in water are indicative for a complete loss of zero-point energy in the transition state.The high symmetry of the transition state is supported by theBroensted β value of ca. 0.5.HMPA was found to be an effective general base catalyst in dichloromethane as the solvent.This reaction shows primary KDIE's (kH/kD = 9.3 at 25 deg C) which are about 1.5 times higher than the (semi)classical limit.In addition, the ratio of the pre-exponential Arrhenius factors is abnormally small (AH/AD = 0.14).These classically anomalous results are interpreted in terms of a contribution of quantum-mechanical tunneling to the transition state for HMPA-induced deprotonation.Possible reasons for the different kinetic characteristics of the deprotonation reaction in the aqueous and nonaqueous medium are given.