81-08-3

Basic information

• Product Name: 2-Sulfobenzoic anhydride
• Synonyms: 2-SULFOBENZOIC ANHYDRIDE;2-SULPHOBENZOIC ANHYDRIDE;2-SULFOBENZOIC ACID ANHYDRIDE;2-SULFOBENZOIC ACID CYCLIC ANHYDRIDE;2,1-BENZOXATHIOL-3-ONE-1,1-DIOXIDE;1,3-DIHYDRO-2,1LAMBDA6-BENZOXATHIOLE-1,1,3-TRIONE;SULFOBENZOIC ANHYDRIDE;O-SULFOBENZOIC ACID CYCLIC ANHYDRIDE
• CAS NO: 81-08-3
• Molecular Formula: C₇H₄O₄S
• Molecular Weight: 184.17
• EINECS: 201-322-6
• Product Categories: pharmacetical
• Mol File: 81-08-3.mol

Chemical Properties

• Melting Point: 116-124 °C
• Boiling Point: 184-186 °C18 mm Hg(lit.)
• Flash Point: 184-186°C/18mm
• Appearance: White to beige/Crystals or Crystalline Powder
• Density: 1.6114 (rough estimate)
• Refractive Index: 1.6290 (estimate)
• Storage Temp.: Store below +30°C.
• Solubility: soluble in Toluene
• Sensitive: Moisture Sensitive
• BRN: 139893
• CAS DataBase Reference: 2-Sulfobenzoic anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Sulfobenzoic anhydride(81-08-3)
• EPA Substance Registry System: 2-Sulfobenzoic anhydride(81-08-3)

Safety Data

• Hazard Codes: C
• Statements: 34-20/21/22
• Safety Statements: 22-24/25-45-36/37/39-26
• RIDADR: 2923
• WGK Germany: 3
• F: 21
• TSCA: Yes
• Hazardous Substances Data: 81-08-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H10O9S2/c15-13(9-5-1-3-7-11(9)24(17,18)19)23-14(16)10-6-2-4-8-12(10)25(20,21)22/h1-8H,(H,17,18,19)(H,20,21,22)

Upstream product

• 632-25-7 2-sulfobenzoic acid 
• 295785-44-3 2-ethoxysulfonyl-benzoic acid ethyl ester 
• 34684-21-4 2-chlorosulfonylbenzoyl chloride 
• 71-43-2 benzene 
• 6939-89-5 o-sulfobenzoic acid, monoammonium salt 
• 81-07-2 saccharin 
• 128-44-9 saccharin sodium salt 
• 147-93-3 Thiosalicylic acid 

Downstream Products

• 57897-77-5 2-(methoxycarbonyl)benzenesulfonic acid 
• 125-31-5 3,3-bis(4-hydroxy-2,5-dimethylphenyl)-3H-2,1λ⁶-benzoxathiole 1,1-dioxide 
• 102543-25-9 4-methyl-6,7-bis-(2-sulfo-benzoyloxy)-coumarin 
• 90012-37-6 2-dodecyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide 
• 4430-20-0 Chlorophenol red 
• 2800-80-8 bromocresol red 
• 861304-71-4 2-(4-hydroxy-5-isopropyl-2-methyl-benzoyl)-benzenesulfonic acid 
• 76-61-9 thymol blue 
• 98638-22-3 2-(5H-dibenzo[d,f][1,3]diazepin-6-yl)-benzenesulfonic acid 
• 109594-32-3 2-(1H-naphth[2,3-d]imidazol-2-yl)-benzenesulfonic acid 
• 109493-99-4 2-p-tolylcarbamoyl-benzenesulfonic acid ; compound with 4-methylaniline 
• 115-41-3 pyrocatechol violet 
• 15448-98-3 3,3-diphenyl-1,2-benzoxathiole 1,1-dioxide 
• 18712-20-4 2-ethyl-1,2-benzisothiazol-3(2H)-one 1,1-dioxide 

Relevant articles and documents

Preparation method of acyl sulfonate compounds

The invention belongs to the field of chemical engineering, and discloses a preparation method of acyl sulfonate compounds. The method comprises the following steps: (1) carrying out sulfonyl chlorination or sulfonation on a sulfydryl-containing compound in an organic solvent under the action of an acylating chlorination reagent, and separating by using a rectification, extraction or sedimentationmethod to obtain sulfonyl-chlorinated or sulfonated products; (2) condensing the sulfonyl-chlorinated or sulfonated compounds and a carboxyl-containing compound to prepare acyl sulfonate compound crude products; and (3) washing the acyl sulfonate compound crude products obtained in the step (2) by using a low-boiling-point solvent to obtain the purified acyl sulfonate compounds. According to themethod, the adopted raw materials are simple and easy to obtain, the cost is low, the synthesis route is simple, the conditions are mild, the reaction activity is high, the reaction conversion rate isup to 90% or above, and the purity of various prepared acyl sulfonate compounds is high.

Color change dye for ammonia gas detection and an ammonia gas detection sensor including the same

The present invention relates to a color change dye for ammonia gas detection and an ammonia gas detection sensor including the same, and more particularly, to a color change dye for ammonia gas detection and an ammonia gas detection sensor, in which a dimethyl phenol group is included to have an excellent sensitivity in harmful gas environments. The color change dye for ammonia gas detection of the present invention includes a dimethyl phenol group unlike the related art, so that the sensitivity is excellent in harmful gas environments. In addition, the dye solution composition for detecting ammonia gas of the present invention allows the dye to be applied to various materials such as films, fibers and papers. In addition, the ammonia gas detection sensor of the present invention includes the dye, so that the sensitivity is excellent in harmful gas environments.COPYRIGHT KIPO 2020

Synthesis process of sulfonic-group rhodamine compound

The invention discloses a synthesis process of a sulfonic-group rhodamine compound. The process comprises the steps: mixing saccharin and a protonic acid catalyst, performing heating for a reaction soas to obtain a compound shown in a formula (I), performing a reaction between a compound shown in a formula (II) and resorcinol through heating under the action of the protonic acid catalyst so as toobtain a compound shown in a formula (III), performing a reaction between the compound of the formula (I) and the compound in the formula (III) through heating under the action of a Lewis acid catalyst under the conditions of nitrogen protection and light shielding so as to obtain the sulfonic-group rhodamine compound shown in a formula (IV). Through the synthesis process, the use of thionyl chloride in a conventional process is avoided, the operation is simplified, the production safety is improved, the pollution to the environment is little, the reaction can be carried out under normal pressure, and the reaction has a high selectivity; and the chemical structural formulas of the compounds represented separately by the formula (I), the formula (II), the formula (III) and the formula (IV)are shown.

Solvent-free one-pot synthesis of sulfonephthaleins from saccharin and phenols

Sulfonephthaleins can be synthesized in a single pot from saccharin and phenol via the in situ formation of 2-sulfobenzoic anhydride, followed by its reaction with phenol using H2SO4 as the condensing agent, in the absence of any solvent. This solvent-free synthesis is more economical and environmentally benign. Copyright Taylor & Francis Group, LLC.

Synthesis of a few cyclothiadiazanones and aminosulfonyl benzamides from saccharin

Saccharin is hydrolyzed with two different acids to yield 1,2-di-acid. The di-acid, on chlorination with phosphorous pentachloride, gave 2-chlorosulfonylbenzoyl chloride. The 2-chlorosulfonylbenzoyl chloride on hydrazinolysis gave benzothiadiazinetrione, while with phenyl hydrazine it selectively yielded 2-phenylbenzothiadiazinetrione. 2-chlorosulfonoylbenzoyl chloride with different aromatic 1,2- diamines resulted in dibenzothiadiazocine derivatives. Electron-donating groups in the diamine facilitate while the electron-withdrawing groups retard the cyclization. However, aliphatic diamines, aniline and substituted anilines readily gave acyclic aminosulfonyl carboxybenzamides on condensation with 2- chlorosulfonylbenzoyl chloride. The di-acid and anhydride did not react with either hydrazine/phenyl hydrazine or amines to give the above products. However, when its ester derivative, isopropyl-2- chlorosulfonylbenzoate, condensed with hydrazine, it gave benzothiadiazinetrione. But the ester failed to react with phenyl hydrazine. All the condensation reactions were carried out at room temperature.

Development of a scalable process for CI-1034, an endothelin antagonist

A concise, convergent multikilogram synthesis of CI-1034 (1), a potent endothelin receptor antagonist, is described. A 15-step preparation from commercially available o-vanillin and benzenesulfonyl chloride employs a remarkably robust Suzuki coupling between a boronic acid and an aromatic sulfonate ester as the key synthetic step. A scalable route capable of producing multikilogram quantities of CI-1034 with no chromatographic steps is described in this contribution. Improvements to the process included using a 4-fluorobenzenesulfonate ester as a suitable substitute for the triflate group in the Suzuki reaction and the use of MgCl2 as a substitute for TiCl4 in a Dieckmann condensation to provide the benzothiazine dioxide core.