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Benzenesulfonyl chloride is an organosulfur compound with the formula C 6 H 5 SO 2 Cl. It is a colourless viscous oil that dissolves in organic solvents, but reacts with compounds containing reactive N-H and O-H bonds. It is mainly used to prepare sulfonamides and sulfonate esters by reactions with amines and alcohols, respectively. [1]
The intermediate benzenesulfonic acid can be chlorinated with thionyl chloride as well. Benzenesulfonyl chloride, the most important sulfonyl halide, can also be produced by treating sodium benzenesulfonate with phosphorus pentachlorides. [5] Benzenediazonium chloride reacts with sulfur dioxide and copper(I) chloride to give the sulfonyl chloride:
The Hinsberg reaction is a chemical test for the detection of primary, secondary and tertiary amines.The reaction was first described by Oscar Hinsberg in 1890. [1] [2] In this test, the amine is shaken well with the Hinsberg reagent (benzenesulfonyl chloride) in the presence of aqueous alkali (either KOH or NaOH).
The reaction of primary and secondary amines with benzenesulfonyl chloride is the basis of the Hinsberg reaction, a method for detecting primary and secondary amines. Sulfonamides undergo a variety of acid-base reactions. The N-H bond can be deprotonated. The alkylsulfonamides can be deprotonated at carbon. Arylsulfonamides undergo ortho ...
Benzenesulfonic acid (conjugate base benzenesulfonate) is an organosulfur compound with the formula C 6 H 6 O 3 S.It is the simplest aromatic sulfonic acid.It forms white deliquescent sheet crystals or a white waxy solid that is soluble in water and ethanol, slightly soluble in benzene and insoluble in nonpolar solvents like diethyl ether.
This method of synthesizing a sulfonamide is often used for the synthesis of glybuzole. Glybuzole can be synthesized using benzenesulfonyl chloride, 2-amino-5-tert-butyl-1,3,4-thiadiazole and pyridine. [11] The reaction that will proceed is a bimolecular nucleophilic substitution reaction (SN2) (Figure 2).
a mineral acid with many industrial uses; commonly used in the laboratory preparation of hydrogen halides Phosphorus pentachloride: one of the most important phosphorus chlorides; a chlorinating reagent. Also used as a dehydrating agent for oximes which turn them into nitriles. Phosphorus tribromide: used for the conversion of alcohols to alkyl ...
Tosyl chloride (p-toluenesulfonyl chloride) CH 3 C 6 H 4 SO 2 Cl Brosyl: p-bromobenzenesulfonyl Bs Nosyl o- or p-nitrobenzenesulfonyl Ns Mesyl: methanesulfonyl Ms Mesyl chloride (methanesulfonyl chloride) CH 3 SO 2 Cl Triflyl: trifluoromethanesulfonyl Tf Tresyl: 2,2,2-trifluoroethyl-1-sulfonyl Dansyl: 5-(dimethylamino)naphthalene-1-sulfonyl Ds ...