825-90-1

Basic information

• Product Name: Sodium 4-hydroxybenzenesulfonate
• Synonyms: 4-HYDROXYBENZENESULFONIC ACID SODIUM SALT;4-HYDROXYBENZENESULPHONIC ACID SODIUM SALT DIHYDRATE;4-hydroxy-benzenesulfonicacimonosodiumsalt;Benzenesulfonicacid,4-hydroxy-,monosodiumsalt;p-Phenolsulphonicacid,sodiumsalt;P-PHENOL SULFONIC ACID, NA;P-PHENOLSULFONIC ACID SODIUM SALT;SODIUM P-PHENOLSULFONATE
• CAS NO: 825-90-1
• Molecular Formula: C₆H₅O₄S*Na
• Molecular Weight: 196.16
• EINECS: 212-550-0
• Mol File: 825-90-1.mol

Chemical Properties

• Melting Point: >300°C
• Boiling Point: 350℃[at 101 325 Pa]
• Appearance: White crystal powder
• Density: 1.574g/cm3
• Vapor Pressure: 0Pa at 20℃
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Methanol (Slightly), Water (Slightly)
• Water Solubility: 92.4g/L at 20℃
• CAS DataBase Reference: Sodium 4-hydroxybenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: Sodium 4-hydroxybenzenesulfonate(825-90-1)
• EPA Substance Registry System: Sodium 4-hydroxybenzenesulfonate(825-90-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-37/39
• Hazardous Substances Data: 825-90-1(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
Sodium 4-hydroxybenzenesulfonate is used as a synthetic intermediate for the production of difluoromethyl sulfonates. These compounds are important in the synthesis of various pharmaceuticals and agrochemicals, as well as in the development of new materials with specific properties.
Used in Pesticide Production:
In the agricultural industry, Sodium 4-hydroxybenzenesulfonate is used as a key component in the preparation of Famphur Oxon (F102330), which is a metabolite of Famphur (F102325). Famphur is an organophosphate insecticide and pesticide that is effective in controlling a wide range of pests. The use of Sodium 4-hydroxybenzenesulfonate in the synthesis of Famphur Oxon helps to improve the efficiency and effectiveness of this pesticide, contributing to better crop protection and yield.
Overall, Sodium 4-hydroxybenzenesulfonate plays a significant role in the chemical and agricultural industries due to its versatile applications in synthesis and pesticide production. Its unique chemical structure allows it to be a valuable building block for the development of new compounds and products that can address various needs and challenges.

Flammability and Explosibility

Notclassified

Purification Methods

It crystallises from hot water (1mL/g) by cooling to 0o, or from MeOH, and is dried in vacuum. [Beilstein 11 II 134.]

InChI:InChI=1/C6H6O4S.Na/c7-5-1-3-6(4-2-5)11(8,9)10;/h1-4,7H,(H,8,9,10);/q;+1/p-1

Upstream product

• 3885-04-9 4-acetoxybenzenesulfonic acid sodium salt 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 98-67-9 p-hydoroxybenzenesulfonic acid 
• 108-95-2 phenol 

Downstream Products

• 90936-71-3 N,N'-di(5-sodiumsulfonate-2-hydroxybenzyl)ethylenediamine-N,N'-diacetic acid 
• 111712-04-0 4-phenylmethoxybenzenesulfonic acid sodium salt 
• 4025-67-6 4-hydroxybenzene-1-sulfonyl chloride 
• 58076-33-8 4-(pentyloxy) benzensulfonyl chloride 
• 21095-39-6 p-Heptoxybenzolsulfonylchlorid 
• 21095-40-9 4-(octyloxy)benzene-1-sulfonyl chloride 
• 21095-41-0 4-(decyloxy)benzene-1-sulfonyl chloride 
• 169283-93-6 sodium lauroyloxybenzenesulfonate 
• 181213-09-2 nonanoyloxybenzenesulfonate sodium 
• 352209-87-1 sodium 4-butoxybenzenesulfonate 
• 325785-92-0 4-(but-3-enyloxy)-benzenesulfonic acid sodium salt 
• 827018-28-0 [4-[[5-methyl-2-[4-(trifluoromethyl)phenyl]-4-oxazolyl]methoxy]-phenyl]sulfonic acid sodium salt 
• 79119-26-9 4-acetoxybenzenesulfonyl chloride 
• 313681-72-0 (3-methyl-4-acetoxy)benzenesulfonyl chloride 

Relevant articles and documents

OPTICAL FLUORESCENT IMAGING USING CYANINE DYES

no abstract published

Process for the preparation of acyloxybenzenesulfonates

The invention relates to a process for the preparation of acyloxybenzenesulfonates starting from carbonyl halides and salts of phenolsulfonic acid which have a low water content. Surprisingly, it was discovered that acyloxybenzenesulfonates can be prepared in high yields and good grades, irrespective of the grade or reactivity of the phenolsulfonic acid derivative, if the reaction of the phenolsulfonic acid with an alkanecarboxylic acid derivative is carried out in an aliphatic or aromatic solvent in the presence of 0.5 to 25% by weight of a polyglycol ether.

Promiscuity in antibody catalysis: Esterolytic activity of the decarboxylase 21D8

The high structural similarity of decarboxylase antibody 21D8 and esterase antibody 48G7 suggests that 21D8 might also possess hydrolytic activity. Kinetic investigations show that 21D8 does promote the selective hydrolysis of methyl 4-nitrophenyl carbonate and sodium 4-(acetoxy)benzenesulfonate with catalytic proficiencies (kcat/Km)/kun of ca. 105 M-1. The ability of 21D8 to accelerate a reaction for which it was not developed suggests that certain antibody scaffolds are intrinsically predisposed toward catalysis, a property that can be enhanced and refined during affinity maturation in response to a transition-state analog. At the same time, however, the restricted structural diversity of the immune system may ultimately limit the catalytic efficiency that can be achieved.

Degradation of sodium 4-dodecylbenzenesulphonate photoinduced by Fe(III) in aqueous solution

The Fe(III)-photoinduced degradation of 4-dodecylbenzenesulphonate (DBS) in aqueous solution was investigated. The mixing of DBS (1 mm) and Fe(III) (1 mm) solutions immediately led to the formation of a precipitate that contained DBS and monomeric Fe(OH)2+, the predominant Fe(III) species. Both species were also present in the supernatant. Irradiation of the supernatant solution resulted in a photoredox process that yielded Fe(II) and ·OH radicals. The disappearance of DBS was shown to involve only attack by ·OH radicals; the quantum yield of DBS disappearance is similar to the quantum yield of ·OH radical formation. A wavelength effect was also observed; the rate of DBS disappearance was higher for shorter wavelength irradiation. Five photoproducts, all containing the benzene sulphonate group, were identified. ·OH radicals preferentially abstract hydrogen from the carbon in the α position of the aromatic ring. The results show that the Fe(III)-photoinduced degradation of DBS could be used as an alternative method for polluted water treatment. (C) 2000 Elsevier Science Ltd.

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.

Kinetics and mechanism of aminolysis of phenyl acetates in aqueous solutions of poly(ethylenimine)

Second-order rate constants (kn) for the aminolysis of some phenyl acetates with poly(ethylenimine) (PEI) were obtained in a pH range 4.36-11.20 at 25 °C in 1 M KC1. Linear Bronsted-type plots (log kn vs pKN of PEI) were found for less reactive esters 2-nitrophenyl acetate, 4-acetoxy-3-chlorobenzoic acid, and 4-acetoxybenzenesulfonate with slopes of 0.92, 0.99, and 0.82, respectively. Curved plots were obtained for 3-acetoxy-2,6-dinitrobenzoic acid and 4-acetoxy-3-nitrobenzene-sulfonate, which are consistent with a stepwise reaction. The most likely mechanism involves the existence of a tetrahedral intermediate (T±) and a change in the rate-determining step from its breakdown to its formation when the basicity of the polyamine increases. A semiempirical equation was used to calculate the values of limiting slopes of the plots (0.9 and 0.1 for both esters) and pKN at the center of the curvature of the plots (p-KN° = 7.94 and 9.02, respectively). The values of pKN° are lower than those estimated for the aminolysis of the same esters with simple monomeric amines (pKn° > 11) because of a better leaving ability of the aryl oxide ion from the tetrahedral intermediate when amino groups of PEI instead of simple amines are involved. Estimation of the pK's of the reactive intermediates and of the microscopic rate constants for the proton transfer from T± to PEI or from PEIH+ to T± indicates that either base or acid catalysis is unimportant in the aminolysis of these esters by PEI.

Ionic phosphites and their use in homogeneous transition metal catalyzed processes

This invention relates to novel ionic phosphites and the use thereof as ligands in homogenous transition metal catalyzed processes, especially hydroformylation.