25319-98-6

Basic information

• Product Name: 3,5-dichloro-4-hydroxybenzenesulphonic acid
• Synonyms: 3,5-dichloro-4-hydroxybenzenesulphonic acid
• CAS NO: 25319-98-6
• Molecular Formula: C₆H₄Cl₂O₄S
• Molecular Weight: 243.06456
• EINECS: 246-833-5
• Mol File: 25319-98-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.806g/cm³
• Refractive Index: 1.636
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3,5-dichloro-4-hydroxybenzenesulphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-dichloro-4-hydroxybenzenesulphonic acid(25319-98-6)
• EPA Substance Registry System: 3,5-dichloro-4-hydroxybenzenesulphonic acid(25319-98-6)

Safety Data

• Hazardous Substances Data: 25319-98-6(Hazardous Substances Data)

Usage

Uses

3,5-Dichloro-4-Hydroxybenzenesulfonic Acid is a reagent in the synthesis of hydroxybenzene-?sulfonyl fluorides and derivatives evaluated as fast plant desiccants.

InChI:InChI=1/C6H4Cl2O4S/c7-4-1-3(13(10,11)12)2-5(8)6(4)9/h1-2,9H,(H,10,11,12)

Upstream product

• 87-65-0 2,6-Dichlorophenol 
• 120-83-2 2,4-dichlorophenol 
• 1984-65-2 2,6-dichloroanisole 
• 13432-81-0 3,5-dichloro-4-hydroxybenzene-1-sulfonyl chloride 
• 118795-79-2 2,6-dichloroanisole-4-sulfonic acid 
• 125927-90-4 3,5-dichloro-4-hydroxybenzenesulfinic acid 

Downstream Products

• 1402047-23-7 C₆H₁₅N*C₁₁H₁₅Cl₂N₂O₄S⁽¹⁺⁾*F₆P^(1-) 
• 5858-14-0 3,4,5-trihydroxybenzenesulfonic acid 
• 946-31-6 2-chloro-4,6-dinitro-phenol 
• 618-80-4 2,6-dichloro-4-nitrophenol 

Relevant articles and documents

Structure-reactivity correlations in the dissociative hydrolysis of 2′,4′-dinitrophenyl 4-hydroxy-X-benzenesulfonates

The hydrolysis reactions of several title esters in water at 60°C follow the rate law kobs = (ka + kb[OH-])/(1 + αH/Ka), where Ka is the ionization constant of the hydroxy group of the ester and kb is the second-order rate constant for the SN2(S) attack of hydroxide ion on the ionized ester. Hammett and Br?nsted correlations are consistent with a previous proposal that the mechanism related to ka is dissociative. An unusual relationship between ka values and redox equilibrium constants for substituted quinones is found to hold: this finding further supports the dissociative nature of the pathway related to ka.

Sulfonation of chloro- and dichloroanisoles with concentrated aqueous sulfuric acid and sulfur trioxide. Demethylation of chloroanisolesulfonic acids in sulfuric acid systems

The nine chloro- and dichloroanisoles have been sulfonated with sulfuric acid.The observed sulfonic acid isomer distributions are determined mainly by the ortho- and para-directing effect of the methoxy substituent.In the reaction with sulfuric acid, the initially formed chloro- and dichloroanisolesulfonic acids are demethylated to give the corresponding phenolsulfonic acids.Demethylation occurs only in those cases where the methoxy substituent is sterically hindered by an o-chloro and/or o-sulfo substituent.Reaction of 2,3- and 3,5-dichloroanisole with fuming sulfuric acid yields initially the 4,6- and 2,4-disulfonic acids, respectively.The disulfonic acids are converted to the corresponding hydrogen sulfates either by direct sulfodemethylation or by protodemethylation followed by subsequent sulfation.The 2,3-dichloro-4,6-disulfophenyl hydrogen sulfate cyclizes to the 1,3,2,4-benzodioxadithiin 2,2,4,4-tetraoxide 4.The sulfonation of the chloro- and dichloroanisoles with SO3 in the solvents nitromethane or CCl3F leads only to sulfodeprotonation.