Benzenesulfonic anhydride

Mohammad Movassaghi Omar K. Ahmad Massachusetts Institute of Technology, Cambridge, MA, USA 

Physical Data mp 65-80 °C 88-91 °C after recrystallization from ether. 

Solubility sol diethyl ether, benzene, toluene insol H2O. 

Preparative Methods prepared on a large scale by heating benzenesulfonic acid with excessphosphomspentoxide mixed with an inert support. An inert support of 1 1 Supercel kieselguhr and Gooch asbestos was mixed with phosphoms pentoxide and slowly added to benzenesulfonic acid, first at rt then heating to 100 °C. The resultant mixture was heated at 100 °C for 5 h, 1,2-dichloroethane was added, and the solution was refluxed for 10 min. After cooling and successive filtrations, benzenesulfonic anhydride was recovered in 70% yield. 

Handling, Storage, and Precautions the reagent can be stored at rt for extended periods under anhydrous conditions. Liquefi-cation occurs upon exposure to air for 2.5 h. Explosive when mixed with 90-95% H2O2. 

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Benzenesulfonic anhydride Fichter, F., Helv. Chim. Acta, 1924, 7, 1072... 

Benzenesulfonic anhydride, 46, 88 Benzocyclobutenes, 1-substituted, from addition of a side-chain carban-ion to an aryne bond, 48, 55 Benzofuran, 46,28 Benzoic acid, 2-phenylethyl ester,... 

The several members of this reactive group involved in hazardous incidents are Acetic anhydride, 1534 Benzeneseleninic anhydride, 3495 Benzenesulfonic anhydride, 3498... 

Benzene, bromoethynxl, 46, 86 Benzenesulfonic anhydride, 45, 88 Benzoin, reaction with chloroform to give l,l,3-trichloro- -nonane, 46, 104... 

Thermolysis of 3,6-diphenyl-l,4-di(phenylsulfonyl)-l,4-dihydro-l,2,4,5-tetrazine (127) in boiling toluene gives benzenesulfonic anhydride (128), phenyl benzenethiosulfonate (129), small amounts of diphenyl disulfide (130), 3,6-diphenyl-l,2,4,5-tetrazine (51) and a rearrangement product, 3,6-diphenyl-l,2-di(phenylsulfonyl)-l,2-dihydro-l,2,4,5-tetrazine (79) (79BCJ483). 3,6-Disubstituted hexahydro-1,2,4,5-tetrazines (132) afforded aldehyde hydrazones (133) when heated at their melting point (63AG1204). 

See Hydrogen peroxide Benzenesulfonic anhydride See other PEROXYACIDS... 

Benzenesulfinyl azide, 2266 Benzenesulfinyl chloride, 2227 Benzenesulfonic anhydride, 3492 Benzenesulfonyl azide, 2267 Benzenesulfonyl chloride, 2228... 

In glucosides, hemiacetal hydroxyl activation/substitution can be achieved using a sulfonic anhydride and a nucleophile, plus a base as acid scavenger.12 The reaction is catalysed by dibutyl sulfoxide (Bu2S=0), and shows evidence of sulfur-covalent catalysis. Using benzenesulfonic anhydride [(PhS0)20], it is proposed to involve initial formation of a sulfonium sulfonate (6), the S(IV) centre of which then reacts with... 

Phenols Benzenesulfonic anhydride. Benzenesulfonyl chloride. h-Picoline 2,4-Dinitrobenzaldehyde. 

Friedel-Craets reaction Aluminum chloride. Benzenesulfonic anhydride. Boron trifluoride. 7-Butyrolactone. Catechol dichloromethylene ether. Chloroform (solvent). Chloromethyl methyl ether. 1,1-Didilorodimethyl ether. 2,4-Dinitrobenzenesulfenyl chloride. Hydrogen fluoride. Iodine. Folyphosphoric add. Sodium aluminum chloride. Stannic chloride. Sulfur. Sulfur monochloride. Titanium tetrachloride. Trichloramine. Zirconium tetrachloride. Friedel-Craets type reactions Dimethylacetamide. lodosobenzene. 

Benzenesulfonic acid, 882 Benzenesulfonic anhydride, 46 Benzenesnlfonyl chloride, 46-48, 867, 1280 Benzenesulfonyl esters, 47 Benzenesnlfonyl isocyanate, 48 N-Benzenesulfonyl-1,4-naphthoquinone-4-imine, 559... 

Benzenesulfonic anhydride [512-35-6] M 298.3, m 88-91 . Crystallise the anhydride from Et20 (m... 

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