27738-91-6

Basic information

• Product Name: BIS(4-CHLOROSULFONYLPHENYL)DISULFIDE
• Synonyms: Bis(4-chlorosulphonylphenyl)disulphide;4,4-BIS(CHLOROSULFONYLDIPHENYL)DISULFIDE;BIS(4-CHLOROSULFONYLPHENYL)DISULFIDE
• CAS NO: 27738-91-6
• Molecular Formula: C₁₂H₈Cl₂O₄S₄
• Molecular Weight: 415.36
• Mol File: 27738-91-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 522.519 °C at 760 mmHg
• Flash Point: 269.81 °C
• Appearance: /
• Density: 1.734 g/cm³
• CAS DataBase Reference: BIS(4-CHLOROSULFONYLPHENYL)DISULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: BIS(4-CHLOROSULFONYLPHENYL)DISULFIDE(27738-91-6)
• EPA Substance Registry System: BIS(4-CHLOROSULFONYLPHENYL)DISULFIDE(27738-91-6)

Safety Data

• Hazardous Substances Data: 27738-91-6(Hazardous Substances Data)

Upstream product

• 882-33-7 diphenyldisulfane 
• 934-87-2 S-phenyl thioacetate 
• 121-57-3 4-aminobenzene sulfonic acid 
• 7790-94-5 chlorosulfonic acid 

Downstream Products

• 1428673-40-8 4-(phenethylthio)benzenesulfonamide 
• 108966-48-9 4-((2-hydroxyethyl)thio)benzenesulfonamide 
• 1036713-99-1 bis[4-(4-benzenesulfonyl)piperazine-1-carboxylic acid tert-butyl ester]disulfide 
• 1036714-04-1 bis[4-(4-methylpiperazine-1-sulfonyl)benzene]disulfide 
• 929212-80-6 bis[4-cyclopropylaminosulfonyl-benzene]disulfide 

Relevant articles and documents

Preparation of (Pentafluorosulfanyl)benzenes by Direct Fluorination of Diaryldisulfides: Synthetic Approach and Mechanistic Aspects

Direct fluorination of ortho-, meta- and para-substituted aromatic thiols and disulfides using elemental fluorine afforded substituted (pentafluorosulfanyl)benzenes. This work thus represents the first study of the scope and limitation of direct fluorination for the synthesis of new SF5-containing building blocks. Fluorinations in batch and flow modes were compared. A comprehensive computational study was carried out employing density functional and wave function methods to elucidate the reaction mechanism of the transformation of ArSF3 into ArSF5. Eliminating various nonradical pathways, it has been shown that the reaction proceeds by a radical mechanism, initiated by the attack of the F. on the ArSF3 moiety, propagated via an almost barrierless F2+ArSF4 .→ArSF5+F. step and terminated by the ArSF4 .+F.→ArSF5. Most of the calculated data are in very good agreement with experimental observations concerning the ortho-substituent effect on the reaction rates and yields.

CRTH2 ANTAGONISTS

The following compounds are CRTH2 antagonists, useful in treatment of respiratory disease: [3-(2,4-dichlorophenylsulfanyl)-6-fluoro-2-methylindolizin-1-yl]acetic acid, [6-fluoro-3-(2-fluoro-4-methanesulfonylphenylsulfanyl)-2-methylindolizin-1-yl]acetic acid, [6-fluoro-3-(4-methanesulfonyl-2-trifluoromethylphenylsulfanyl)-2-methylindolizin-1-yl]acetic acid, (R)-2-[6-fluoro-3-(4-methanesulfonylphenylsulfanyl)-2-methylindolizin-1-yl]propionic acid, [3-(4-ethanesulfonylphenylsulfanyl)-6-fluoro-2-methylindolizin-1-yl]acetic acid, (S)-2-[6-fluoro-3-(4-methanesulfonylphenylsulfanyl)-2-methylindolizin-1-yl]propionic acid, ethanesulfonylaminobenzenesulfonyl)-6-fluoro-2-methyiindolizin-1-yl]acetic acid, [7-chloro-6-fluoro-3-(4-methanesulfonylphenylsulfanyl)-2-methylindolizin-1-yl]acetic acid, [3-(2-chloro-4-methanesulfonylphenylsulfanyl)-7-cyano-2-methylindolizin-1-yl]acetic acid, [6-cyano-3-(4-methanesulfonylbenzyl)-2-methylindolizin-1-yl]acetic acid, [3-(4-chlorobenzyl)-7-cyano-2-methylindolizin-1-yl]acetic acid, [6-cyano-3-(6-fluoroquinolin-2-ylmethyl)-2-methylindolizin-1-yl]acetic acid, [6-fluoro-3-(4-methoxyphenylsulfanyl)-2-methylindolizin-1-yl]acetic acid, [7-chloro-6-fluoro-3-(4-methoxyphenylsulfanyl)-2-methylindolizin-1-yl]acetic acid, [3-(4-bromophenylsulfanyl)-6-fluoro-2-methylindolizin-1-yl]acetic acid, and [3-(4-cyclopropylsulfamoylphenylsulfanyl)-6-fluoro-2-methylindolizin-1-yl]acetic acid.

Synthesis of water-soluble aminosulfonamide ligands and their application in enantioselective transfer hydrogenation

Water-soluble analogues of Noyori's (1S,2S)-N-(p-tolylsulfonyl)-1,2-diphenylethylenediamine and Knochel's (1R,2R)-N-(p-tolylsulfonyl)-1,2-diaminocyclohexane, containing an additional sulfonic acid group, have been synthesised. The ruthenium catalysed reduction of aromatic ketones using enantiomerically pure catalyst derived from water soluble ligands and [RuCl2(p-cymene)]2 has been examined. High enantioselectivity and moderate activity were observed in the 2-propanol/base system. The addition of water is necessary to stabilise the catalyst.