68305-26-0

Basic information

• Product Name: Benzenesulfonothioic acid, 4-chloro-, S-methyl ester
• CAS NO: 68305-26-0
• Molecular Formula: C7H7ClO2S2
• Molecular Weight: 222.716
• Mol File: 68305-26-0.mol

Chemical Properties

• CAS DataBase Reference: Benzenesulfonothioic acid, 4-chloro-, S-methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonothioic acid, 4-chloro-, S-methyl ester(68305-26-0)
• EPA Substance Registry System: Benzenesulfonothioic acid, 4-chloro-, S-methyl ester(68305-26-0)

Safety Data

• Hazardous Substances Data: 68305-26-0(Hazardous Substances Data)

Upstream product

• 42546-07-6 4-chloro-benzenethiosulfonic acid ; potassium-salt 
• 74-88-4 methyl iodide 
• 624-92-0 Dimethyldisulphide 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 68305-25-9 S-methyl p-chlorobenzenethiosulfinate 

Downstream Products

• 60416-89-9 (4-chloro-benzenesulfonyl)-methylsulfanyl-methane 
• 59662-65-6 methylthiomethyl p-tolyl sulfone 
• 59431-14-0 (methylsulfanyl)methyl phenyl sulfone 

Relevant articles and documents

Rh(ii)/phosphine-cocatalyzed synthesis of dithioketal derivatives from diazo compounds through simultaneous construction of two different C-S bonds

Rhodium(ii)/phosphine-cocatalyzed bis-sulfuration of α-diazocarbonyl compounds using thiosulfonates as the sulfenylating agent, which provided two sulfur-containing moieties, was developed via simultaneous inter- and intra-molecular C-S bond formation. This novel protocol provides a rapid synthetic route to dithioketal derivatives in moderate to good yields in an atom-economic process. The transformation is proposed to proceed through phosphine ylide formation followed by S(O2)-S bond cleavage and rearrangement.

NBS-promoted sulfenylation of sulfinates with disulfides leading to unsymmetrical or symmetrical thiosulfonates

A highly practical method to access unsymmetrical and symmetrical thiosulfonates in moderate to excellent yields has been developed through NBS-promoted sulfenylation of sulfinates with disulfides. The present process enables the use of two RS in RSSR and shows broad functional group tolerance, which represents an atom-economical and practical procedure for the synthesis of thiosulfonates. A plausible mechanism for the role of NBS as a promoter for the cleavage of disulfides generating N-(organothio)succinimide that then undergos facile sulenylation with sulfinates is proposed. Copyright

New and facile synthesis of thiosulfonates from sulfinate/disulfide/I2 system

Thiosulfonates were prepared by the iodine oxidative sulfenylation of sulfinates with various disulfides in good yields both in the presence and absence of solvent. One of the important biological applications of sulfenylation is the reaction of cyclic disulfides.

Selective Oxidation of Unsymmetrical Thiosulfinic S-Esters to the Corresponding Thiosulfonic S-Esters with NaIO4

Unsymmetrical thiosulfinic S-esters were oxidized with sodium metaperiodate in aqueous media to the corresponding unsymmetrical thiosulfonic S-esters nearly quantitatively.The oxidation was accelerated by addition of a catalytic amount of inorganic and organic acids or halogen.Sulfinic esters were produced competitively along with the thiosulfonic S-esters in the oxidation of thiosulfinic S-esters in aqueous alcohol.However, unsymmetrical disulfides were not oxidized selectively to the corresponding unsymmetrical thiosufonic S-esters but a mixture of the both symmetrical and unsymmetrical thiosulfonic S-esters was obtained.