25319-98-6

Usage

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 
• 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 
• 1984-65-2 2,6-dichloroanisole 

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 academic research and scientific papers

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.

Sulfonation and sulfation in the reactions of the chloro- and dichlorophenols, 3-fluorophenol and (2,3-, 2,4- and 3,4-dichlorophenoxy)acetic acid with concentrated aqueous sulfuric acid and sulfur trioxide

The chloro- and dichlorophenols have been sulfonated with sulfuric acid and with SO3 in aprotic solvents.In the sulfonations with concentrated aqueous sulfuric acid, the sulfonic acid isomer distribution is determined mainly by the ortho- and para-directing and activating effect of the hydroxy substituent; this is also the determining factor in the aprotic sulfonations using up to 1.0 equiv of SO3.Upon using larger amounts of SO3, the sulfonation isomer distribution is increasingly determined by additional sulfonation of the corresponding phenyl hydrogen sulfate, of which the -OSO3H substituent is deactivating and mainly para- (and further ortho-) directing.The sulfuric acid sulfonation of (2,3-, 2,4- and 3,4-dichlorophenoxy)acetic acid leads to the exclusive formation of the 4-, 6- and 6-sulfonic acid, respectively.