26281-43-6

Basic information

• Product Name: 3,5-dichloro-2-hydroxybenzenesulphonic acid
• Synonyms: 3,5-dichloro-2-hydroxybenzenesulphonic acid;2-Hydroxy-3,5-dichlorobenzenesulfonic acid;54970-72-8 (Mono-hydrochloride salt);Einecs 247-582-4;2-Hydroxy-3,5-dichloro-benzenesulphonic acid
• CAS NO: 26281-43-6
• Molecular Formula: C₆H₄Cl₂O₄S
• Molecular Weight: 243.06456
• EINECS: 247-582-4
• Mol File: 26281-43-6.mol

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.806g/cm³
• CAS DataBase Reference: 3,5-dichloro-2-hydroxybenzenesulphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-dichloro-2-hydroxybenzenesulphonic acid(26281-43-6)
• EPA Substance Registry System: 3,5-dichloro-2-hydroxybenzenesulphonic acid(26281-43-6)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 26281-43-6(Hazardous Substances Data)

Usage

Uses

Used in Dye and Pigment Production:
3,5-Dichloro-2-hydroxybenzenesulphonic acid is used as a key intermediate in the synthesis of dyes and pigments, contributing to their color intensity and stability. Its chemical structure allows for the formation of various color compounds, making it valuable in the production of a wide range of dyes and pigments for different industries.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 3,5-dichloro-2-hydroxybenzenesulphonic acid serves as a building block for the synthesis of various drugs. Its unique functional groups enable the formation of diverse chemical structures, which can be further modified to create new pharmaceutical compounds with potential therapeutic applications.
Used in Agrochemical Production:
3,5-Dichloro-2-hydroxybenzenesulphonic acid is utilized in the synthesis of agrochemicals, such as herbicides, insecticides, and fungicides. Its chemical properties allow for the development of effective compounds that can protect crops from pests and diseases, ensuring higher yields and better crop quality.
Used as a pH Regulator and Stabilizer:
Due to its strong acidic nature, 3,5-dichloro-2-hydroxybenzenesulphonic acid is used as a pH regulator and stabilizer in various industrial processes. It helps maintain the desired pH levels in chemical reactions, ensuring optimal conditions for the reactions to proceed efficiently and producing consistent results.
Safety Precautions:
It is important to handle 3,5-dichloro-2-hydroxybenzenesulphonic acid with care, as it can cause skin and eye irritation. Additionally, it may be harmful if ingested or inhaled. Proper safety measures, such as wearing protective clothing and using appropriate ventilation, should be taken during its handling and use.

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

Upstream product

• 120-83-2 2,4-dichlorophenol 
• 553-82-2 1,3-dichloro-4-methoxybenzene 
• 576-24-9 2,3-dichlorophenol 
• 23378-88-3 3,5-dichloro-2-hydroxybenzenesulfonyl chloride 
• 88-06-2 2,4,6-Trichlorophenol 
• 125927-93-7 3,5-dichloro-2-hydroxybenzenesulfinic acid 

Downstream Products

• 609-89-2 2,4-dichloro-6-nitrophenol 

Relevant articles and documents

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.

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.