Details
Stereochemistry | ACHIRAL |
Molecular Formula | C6H6O3S |
Molecular Weight | 158.175 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OS(=O)(=O)C1=CC=CC=C1
InChI
InChIKey=SRSXLGNVWSONIS-UHFFFAOYSA-N
InChI=1S/C6H6O3S/c7-10(8,9)6-4-2-1-3-5-6/h1-5H,(H,7,8,9)
Molecular Formula | C6H6O3S |
Molecular Weight | 158.175 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/26529301 | https://www.ncbi.nlm.nih.gov/pubmed/28391947 | https://www.ncbi.nlm.nih.gov/pubmed/926196
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/26529301 | https://www.ncbi.nlm.nih.gov/pubmed/28391947 | https://www.ncbi.nlm.nih.gov/pubmed/926196
Benzenesulfonic acid (conjugate base benzenesulfonate) is the simplest aromatic sulfonic acid, that is soluble in water and ethanol, slightly soluble in benzene and insoluble in nonpolar solvents like diethyl ether. Benzenesulfonic acid was first obtained, together with diphenyl sulfone, by E. MITSCHERLICH in 1834 by heating benzene with fuming sulfuric acid. The industrially important reaction of benzenesulfonic acid with alkali hydroxide to form phenol (alkali fusion) was developed by A. WURTZ and A. KEKUL_e in 1867 and by P. O. DEGENER in 1878. Until the early 1960s benzenesulfonic acid was used chiefly in the manufacture of phenol. Benzenesulfonic acid has the characteristic reactions of a strong aromatic sulfonic acid. Acid hydrolysis at 175 C splits it into benzene and sulfuric acid. Additional sulfonation with fuming sulfuric acid gives 1,3-benzenedisulfonic acid, which reacts further to 1,3,5-benzenetrisulfonic acid, and also diphenyl sulfone disulfonic acid. Benzenesulfonic acid is used as an acid catalyst. The sodium salt is used to standardize dyes. A variety of pharmaceutical drugs are prepared as benzenesulfonate salts and are known as besilates (INN) or besylates (USAN).
Originator
Approval Year
PubMed
Title | Date | PubMed |
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Morpho-histochemical changes in the liver and intestine of young giltheads (fish-nursery), Sparus aurata, L., induced by acute action of the anionic tensioactive alkylbenzene sulphonate. | 2001 |
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Comparative study of the acute toxicity of anionic surfactans alkyl benzene sulphonate (ABS) and sodium dodecyl sulphate (SDS) on gilthead, Sparus aurata L., eggs. | 2001 Oct |
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Development of a nanofiltration process to improve the stability of a novel anti-MRSA carbapenem drug candidate. | 2002 Apr |
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Haematotoxic effect of linear alkyl benzene sulphonate (LAS) in fish, Heteropneustes fossilis. | 2002 Jan |
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Evaluation of the mixed aggregate method as an alternative to the bismuth active substances and cobalt thiocyanate active substances procedures for the determination of nonionic surfactants in raw and treated sewage. | 2002 Jan-Feb |
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Development of a novel granular detergent with an interspersion particle comprising an anionic surfactant and a polymeric polycarboxalate. | 2003 Jun |
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Anti-inflammatory action of sulfoaryl 3,3-disubstituted triazenes in rat experimental edema models. | 2003 Oct |
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Preparation of natural alpha-tocopherol from non-alpha-tocopherols. | 2004 Dec |
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New trends in sample preparation: on-line microextraction in packed syringe (MEPS) for LC and GC applications Part III: Determination and validation of local anaesthetics in human plasma samples using a cation-exchange sorbent, and MEPS-LC-MS-MS. | 2004 Dec 25 |
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Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of 4-sulfophenyl isothiocyanate-derivatized peptides on AnchorChip sample supports using the sodium-tolerant matrix 2,4,6-trihydroxyacetophenone and diammonium citrate. | 2005 |
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[Relation between oxygen uptake rate and biosorption of activated sludge against chemical substance]. | 2005 Feb |
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Determination of biodegradation products from sulfonated dyes by Pleurotus ostreatususing capillary electrophoresis coupled with mass spectrometry. | 2005 Jan |
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Photoreaction of aromatic compounds at alpha-FeOOH/H2O interface in the presence of H2O2: evidence for organic-goethite surface complex formation. | 2005 Jan |
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Linear alkyl benzene sulphonate (LAS) degradation by immobilized Pseudomonas aeruginosa under low intensity ultrasound. | 2005 Jan 15 |
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Discovery of CC chemokine receptor-3 (CCR3) antagonists with picomolar potency. | 2005 Mar 24 |
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Structure-activity considerations and in vitro approaches to assess the genotoxicity of 19 methane-, benzene- and toluenesulfonic acid esters. | 2005 Mar 7 |
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Sorption enhancement of aromatic sulfonates onto an aminated hyper-cross-linked polymer. | 2005 May 1 |
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Ab initio and DFT study of the geometric structures and static dipole (hyper)polarizabilities of aromatic anions. | 2005 Nov 17 |
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Ferromagnetic coupling promoted by kappa3N:kappa2N bridging system. | 2006 Aug 7 |
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Carbon-fiber microelectrodes modified with 4-sulfobenzene have increased sensitivity and selectivity for catecholamines. | 2006 Feb 28 |
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Enrichment of N-terminal sulfonated peptides by a water-soluble fullerene derivative and its applications to highly efficient proteomics. | 2006 Jan 18 |
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The suramin analog 4,4',4'',4'''-(carbonylbis(imino-5,1,3-benzenetriylbis (carbonylimino)))tetra-kis-benzenesulfonic acid (NF110) potently blocks P2X3 receptors: subtype selectivity is determined by location of sulfonic acid groups. | 2006 Jun |
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Low level determination of p-toluenesulfonate and benzenesulfonate esters in drug substance by high performance liquid chromatography/mass spectrometry. | 2006 Jun 30 |
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Acid-base equilibria in 5,10,15,20-tetrakis(4-sulfonatophenyl)chlorin: Role of conformational flexibility. | 2006 Mar 16 |
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Iron porphyrin-cyclodextrin supramolecular complex as a functional model of myoglobin in aqueous solution. | 2006 May 29 |
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Inorganic asymmetric synthesis: asymmetric synthesis of a two-bladed propeller, octahedral metal complex. | 2006 Oct 16 |
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Detection of hypoxia-related proteins in medaka (Oryzias latipes) brain tissue by difference gel electrophoresis and de novo sequencing of 4-sulfophenyl isothiocyanate-derivatized peptides by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. | 2007 Feb |
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[Effects and mechanisms of inorganic anions in water on degradation of LAS by UV/H2 O2 combination process]. | 2007 Nov |
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The reactor design and comparison of Fenton, electro-Fenton and photoelectro-Fenton processes for mineralization of benzene sulfonic acid (BSA). | 2008 Aug 15 |
Patents
Sample Use Guides
Rat LD50 (oral) 890 mg/kg.
Wild bird LD50 (oral) 75 mg/kg
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26529301
Biodegradation had been quantified in aqueous medium and P. fluorescens in agitated flasks experiments without sand matrix. The concentration of the MCs were determined every day (t=6 d for phenol, salicylic acid, and benzenesulfonic acid). Batch experiments were conducted in wide-neck bottles (Vinner = 250 ml) with defined moisture contents. The moisture content (θ) is the ratio between the volume of water and the total volume of the sample. To prevent unwanted strains from being included, the empty bottles were sterilized for t=20 min (T=121 °C) and the experimentswere done on a sterile bench. The sterilized bottles were filled with 40 g of sterilized sand (t = 20 min, T = 121 °C) each. The substrate solution was prepared by adding c0 (MC) = 0.5 mmol/l and nutrient solution to V = 1 l of deionized water. Each MC was investigated individually. In addition, the calculated volume of P. fluorescens solution was added. Five different moisture contents were used (θ = 5, 10, 24, 37 and 42%) by adding Vsubstrate = 1.3 to 12 ml (c0 (MC) = 0.5 mmol/l), inorganic medium and P. fluorescens (OD600=0.1, 7 × 107 cells/ml). The bottles were closed with a rubber stopper to prevent ambient air from entering and they were shaken slightly in the dark obtain a fairly homogeneous substrate distribution. The temperature was kept at T = 22 ±1 °C. The oxygen concentration was measured by sensor spots fixed to the inner glass surface of the bottles. After defined time periods (t=6 d or 60 d), 50 ml of deionized water (Millipore) were added with a dispenser and allwas shaken for t=1 min. The supernatantwas filtered (pore size 0.4 μm, polycarbonate) and prepared for analysis. Each bottle was “sacrificed” and each supernatant was analyzed once. For example, a triplicate experiment with five differentmoisture contents and a maximum reaction time of three days with daily control needed 45 bottles (3 × 5 × 3).
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 16 16:38:08 UTC 2022
by
admin
on
Fri Dec 16 16:38:08 UTC 2022
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Record UNII |
685928Z18A
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Record Status |
Validated (UNII)
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Record Version |
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EPA PESTICIDE CODE |
224900
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7371
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DTXSID9024568
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993243
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BENZENESULFONIC ACID
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C032365
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M2341
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2642
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SUB23114
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C80891
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98-11-3
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685928Z18A
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C45678
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CONCEPT | Industrial Aid | ||
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202-638-7
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1313278
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685928Z18A
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