2-Sulfobenzoic anhydride

2-Sulfobenzoic anhydride Basic information
Product Name:2-Sulfobenzoic anhydride
Synonyms:o-Sulfobenzoic acid anhydride;2-SULFOBENZOIC ACID CYCLIC ANHYDRIDE, TECH. 90%;o-Sulfobenzoic anhydride, tech., 93%;2-Sulfobenzoic acid anhydrade(2-Sulfobenzoic acid unhydrate);1,1-Dioxobenzo[c]oxathiol-3-one;2-Sulfobenzoic acid cycloanhydride;2-Oxa-1-thia(VI)indan-1,1,3-trione;3H-2,1-Benzoxathiole-3-one 1,1-dioxide
CAS:81-08-3
MF:C7H4O4S
MW:184.17
EINECS:201-322-6
Product Categories:pharmacetical
Mol File:81-08-3.mol
2-Sulfobenzoic anhydride Structure
2-Sulfobenzoic anhydride Chemical Properties
Melting point 116-124 °C
Boiling point 184-186 °C18 mm Hg(lit.)
density 1.6114 (rough estimate)
refractive index 1.6290 (estimate)
Fp 184-186°C/18mm
storage temp. Store below +30°C.
solubility soluble in Toluene
form Crystals or Crystalline Powder
color White to beige
Sensitive Moisture Sensitive
BRN 139893
CAS DataBase Reference81-08-3(CAS DataBase Reference)
NIST Chemistry Reference2-Sulfobenzoic acid cyclic anhydride(81-08-3)
EPA Substance Registry System3H-2,1-Benzoxathiol-3-one, 1,1-dioxide (81-08-3)
Safety Information
Hazard Codes C
Risk Statements 34-20/21/22
Safety Statements 22-24/25-45-36/37/39-26
RIDADR 2923
WGK Germany 3
21
TSCA Yes
HS Code 29163900
MSDS Information
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2-Sulfobenzoic acid cyclic anhydride English
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2-Sulfobenzoic anhydride Usage And Synthesis
Chemical PropertiesWhite to beige crystals or crystalline powder
UsesPolymerization inhibitor.
Purification MethodsThe anhydride is purified by distillation in a vacuum and readily solidifies to a crystalline mass on cooling. [Heitman J Am Chem Soc 34 1594 1912.] Alternatively purify it by dissolving it in the minimum volume of toluene and refluxing for 2hours using a Dean-Stark trap. Evaporate under reduced pressure and distil the anhydride at 18mm. It is then recrystallised three times from its own weight of dry *C6H6. It is sensitive to moisture and should be stored in the dark in a dry atmosphere. The O-methyloxime has m 110-112o [Levy Tetrahedron Lett 3289 1972]. If the sample has hydrolysed extensively (presence of OH band in the IR) then treat with an equal bulk of SOCl2, reflux it for 3hours (CaCl2 tube), evaporate and distil the residue in a vacuum, then recrystallise it from *C6H6, Et2O/*C6H6 or CHCl3 (EtOH free by passing through Al2O3, or standing over CaCl2). [Clarke & Dreger Org Synth Coll Vol I 495 1941.] It is used for modifying -amino functions of lysyl residues in proteins [Bagree et al. FEBS Lett 120 275 1980]. [Beilstein 19 I 659, 19 II 137, 19 III/IV 1641, 19/4 V 215.]
2-Sulfobenzoic anhydride Preparation Products And Raw materials
Preparation ProductsPhenol Red-->Chlorophenol Red-->Bromocresol green-->Benzoic acid, 2-(chlorosulfonyl)-, ethyl ester (9CI)
2-MERCAPTOBENZYL ALCOHOL Methyl 2-bromobenzoate 2-Iodobenzoic acid Benzoic anhydride Erythromycin Estolate Tetrabromo-2-sulfobenzoic acid cyclic anhydride N-Acetylsulfanilyl chloride o-Toluic acid 5-Sulfosalicylic acid dihydrate 4-CARBOXY-2-SULFOBENZOIC ANHYDRIDE TETRAIODO-2-SULFOBENZOIC ANHYDRIDE Glutaric anhydride 1,8-Naphthalic anhydride Anthranilic acid 2-Sulfobenzoic acid 3,4,5,6-Tetraiodo-2-sulfobenzoic anhydride 2-Nitrobenzoic acid Sodium sulfosalicylate

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