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The sulfonate ion. In organosulfur chemistry, a sulfonate is a salt, anion or ester of a sulfonic acid. Its formula is R−S(=O) 2 −O −, containing the functional group −S(=O) 2 −O −, where R is typically an organyl group, amino group or a halogen atom. Sulfonates are the conjugate bases of sulfonic acids.
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.
Perfluorohexanesulfonic acid (PFHxS) (conjugate base perfluorohexanesulfonate) is a synthetic chemical compound. It is one of many compounds collectively known as per- and polyfluoroalkyl substances (PFASs). It is an anionic fluorosurfactant and a persistent organic pollutant with bioaccumulative properties.
Many method have been developed for introducing sulfonate groups aside from direction sulfonation. A classic named reaction is the Piria reaction (Raffaele Piria, 1851) in which nitrobenzene is treated with a metal bisulfite forming an aminosulfonic acid as a result of combined nitro group reduction and sulfonation. [2] [5] [6] The Piria reaction
General structure of a sulfonic acid with the functional group indicated in blue. In organic chemistry, sulfonic acid (or sulphonic acid) refers to a member of the class of organosulfur compounds with the general formula R−S(=O) 2 −OH, where R is an organic alkyl or aryl group and the S(=O) 2 (OH) group a sulfonyl hydroxide. [1]
Sulfonyl groups can be written as having the general formula R−S(=O) 2 −R′, where there are two double bonds between the sulfur and oxygen. [1]: 53 [2] Sulfonyl groups can be reduced to the sulfide with diisobutylaluminium hydride (DIBALH). Lithium aluminium hydride (LiAlH 4) reduces some but not all sulfones to sulfides. [1]: 1851
In organic chemistry, triflate (systematic name: trifluoromethanesulfonate), is a functional group with the formula R−OSO 2 CF 3 and structure R−O−S(=O) 2 −CF 3. The triflate group is often represented by −OTf, as opposed to −Tf, which is the triflyl group, R−SO 2 CF 3. For example, n-butyl triflate can be written as CH 3 CH 2 CH ...
In the laboratory, triflic acid is useful in protonations because the conjugate base of triflic acid is nonnucleophilic. It is also used as an acidic titrant in nonaqueous acid-base titration because it behaves as a strong acid in many solvents (acetonitrile, acetic acid, etc.) where common mineral acids (such as HCl or H 2 SO 4) are only moderately strong.