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

Description

3,5-dichloro-4-hydroxybenzenesulphonic acid is an organic compound characterized by its chlorine and hydroxyl functional groups. It is a derivative of benzenesulfonic acid with two chlorine atoms at the 3rd and 5th positions and a hydroxyl group at the 4th position. 3,5-dichloro-4-hydroxybenzenesulphonic acid is known for its reactivity and utility in various chemical processes.

Uses

Used in Chemical Synthesis:
3,5-dichloro-4-hydroxybenzenesulphonic acid is used as a reagent for the synthesis of hydroxybenzene-sulfonyl fluorides and their derivatives. These synthesized compounds are evaluated for their potential as fast plant desiccants, which can be beneficial in agriculture for rapid drying of crops and improving harvest efficiency.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 3,5-dichloro-4-hydroxybenzenesulphonic acid may be utilized as a building block or intermediate in the development of new drugs. Its unique chemical structure allows for the creation of novel compounds with potential therapeutic applications.
Used in Dye and Pigment Industry:
The compound may also find applications in the dye and pigment industry, where it can be used to synthesize new dyes or pigments with specific color properties and stability.
Used in Research and Development:
3,5-dichloro-4-hydroxybenzenesulphonic acid can be employed in research and development settings to study its chemical properties, reactivity, and potential applications in various fields, including materials science, environmental science, and biotechnology.

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 
• 125927-90-4 3,5-dichloro-4-hydroxybenzenesulfinic acid 
• 118795-79-2 2,6-dichloroanisole-4-sulfonic acid 
• 13432-81-0 3,5-dichloro-4-hydroxybenzene-1-sulfonyl chloride 

Downstream Products

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

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.