100-03-8

Basic information

• Product Name: p-chlorobenzenesulphinic acid
• Synonyms: p-chlorobenzenesulphinic acid;4-Chlorobenzenesulfinicacid;P-CHLORO BENZENE SULFINIC ACID
• CAS NO: 100-03-8
• Molecular Formula: C₆H₅ClO₂S
• Molecular Weight: 176.6207
• EINECS: 202-812-2
• Mol File: 100-03-8.mol
• Article Data: 29

Chemical Properties

• Melting Point: 99 °C
• Boiling Point: 251°C (estimate)
• Flash Point: 173.9 °C
• Appearance: solid
• Density: 1.3872 (estimate)
• Vapor Pressure: 6.22E-06mmHg at 25°C
• Refractive Index: 1.694
• PKA: 1.14±0.10(Predicted)
• CAS DataBase Reference: p-chlorobenzenesulphinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: p-chlorobenzenesulphinic acid(100-03-8)
• EPA Substance Registry System: p-chlorobenzenesulphinic acid(100-03-8)

Safety Data

• Hazardous Substances Data: 100-03-8(Hazardous Substances Data)

Usage

Chemical Properties

solid

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 36, p. 2652, 1988 DOI: 10.1248/cpb.36.2652

InChI:InChI=1/C6H5ClO2S/c7-5-1-3-6(4-2-5)10(8)9/h1-4H,(H,8,9)

Upstream product

• 64-17-5 ethanol 
• 4875-10-9 o-nitrothiophenol 
• 112071-03-1 4-chloro-benzenethiosulfonic acid S-(2-nitro-phenyl ester) 
• 108-90-7 chlorobenzene 
• 536-57-2 p-toluene sulfinic acid 
• 3558-24-5 1-methyl-2-phenyl-1H-indole 
• 1142-97-8 phenyl 4-chlorobenzenethiosulfonate 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 2901-92-0 p-chlorophenylsulfinyl chloride 
• 21056-72-4 N-acetyl-S-(4-chloro-phenyl)-DL-cysteine 
• 15435-71-9 sodium acetylacetonate 
• 53486-30-9 4-chlorobenzenediazonium sulfate 
• 10034-85-2 hydrogen iodide 
• 64-19-7 acetic acid 

Downstream Products

• 5943-04-4 chloromethyl p-chlorophenyl sulfone 
• 101894-78-4 benzhydryl-(4-chloro-phenyl)-sulfone 
• 61624-30-4 (E)-1,2-bis(4-chlorophenylsulphonyl)ethylene 
• 19770-81-1 2-(4-chloro-benzenesulfonyl)-N⁴,N⁴-dimethyl-p-phenylenediamine 
• 6269-31-4 2-((4-chlorophenyl)sulfonyl)benzene-1,4-diol 
• 13545-91-0 3-methyl-3H-benzothiazol-2-one benzenesulfonyl-(4-chloro-benzenesulfonyl)-hydrazone 
• 73968-53-3 p-Chlorbenzolsulfonylnitrit 
• 64564-13-2 1-(2-Bromo-1-ethoxy-ethanesulfonyl)-4-chloro-benzene 
• 90455-56-4 3-(4-Chloro-benzenesulfonyl)-1-phenyl-pyrrolidine-2,5-dione 
• 42604-93-3 1-Phenyl-2-nitroethyl-p-chlorphenylsulfon 
• 106148-73-6 1-nitro-4-phenyl-4-(p-chlorophenylsulfonyl)-2-butanone 
• 100709-81-7 4-chloro-benzolsulfynoic acid ; S-benzyl-thiuronium-salt 
• 106-54-7 p-Chlorothiophenol 
• 120903-44-8 1-(p-Chlorophenylsulfonyl)-2-butene 

Relevant articles and documents

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Reduction of Sulfonic Acids and Related Organosulfur Compounds with Triphenylphosphine-Iodine System

Arenesulfonic acids, their sodium salts, and alkyl arenesulfonates can be reduced readily to the corresponding arenethiols quantitatively by treatment with a mixture of triphenylphosphine and a catalytic amount of iodine, while alkanesulfonic acids, sulfinic acids, disulfides, thiosulfonic S-esters, and sulfonates are also readily reduced to the corresponding thiols similarly.Upon treatment with a mixture of triphenylphosphine and excess iodine, however, these aliphatic sulfur compounds are converted eventually to the corresponding alkyl iodides.The relative reactivities of these sulfonyl derivatives in the reaction with the triphenylphosphine-iodine system are the following.Aromatic series: ArSO2Cl, ArSO2SAr' > ArSO2H > ArSO3R > ArSO3-HNBu3+ (or PyH+) > ArSO3H > ArSO2SO2Ar >> ArSO2CH2C(CH3)3, ArSO3Ar'.Aliphatic series: RSO2Cl, RSO2SR', RSO2-HNBu3+ > RSO3-HNBu3+ > RSSR, RSO2H > RSO3H > RSH > RSO3R'.In these reactions, the arenesulfonic acids bearing electron-donating substituents can be reduced more readily than those having electron-withdrawing substituents.

γ-Oxosulfones as inhibitors of aldehyde dehydrogenase

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tert-Butyl Hydroperoxide-Initiated Radical Cyclization of 1-(Allyloxy)-2-(1-Arylvinyl)Benzenes with Sulfinic Acids to Access Sulfonated Benzoxepines

A tert-butyl hydroperoxide-initiated radical cyclization of 1-(allyloxy)-2-(1-arylvinyl)benzenes with sulfinic acids for the construction of sulfonated benzoxepines is developed. This reaction involves a radical pathway and offers a straightforward route to the formation of seven-membered ring via sulfonylation/cyclization process. This methodology features mild reaction conditions, a broad substrate scope and good functional group tolerance. (Figure presented.).

Synergistic combination of visible-light photo-catalytic electron and energy transfer facilitating multicomponent synthesis of β-functionalized α,α-diarylethylamines

A synthetic strategy with the visible-light photo-catalytic synergistic combination of electron and energy transfer processes has been developed. The mild reaction conditions allow the radical-radical cross-coupling phenomenon for the multicomponent synthesis of β-arylsulfonyl(diarylphosphinoyl)-α,α-diarylethyl-amines from readily available arylsulfinic acids (diarylphosphine oxides), 1,1-diarylethylenes and arylazides.