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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.
In the most common route benzene is alkylated by long chain monoalkenes (e.g. dodecene) using hydrogen fluoride as a catalyst. [9] The purified dodecylbenzenes (and related derivatives) are then sulfonated with sulfur trioxide to give the sulfonic acid. [10] The sulfonic acid is subsequently neutralized with sodium hydroxide. [1]
By measuring the pK a at various ionic strengths and extrapolating to zero ionic strength, the pK a of phenylsulfinic acid was determined to be 2.76. [1] This makes phenylsulfinic acid a stronger acid than its corresponding carboxylic acid, benzoic acid (pK a = 4.2), but weaker than its corresponding sulfonic acid, benzenesulfonic acid (pK a ...
Phenol (also known as carbolic acid, phenolic acid, or benzenol) is an aromatic organic compound with the molecular formula C 6 H 5 OH. [5] It is a white crystalline solid that is volatile. The molecule consists of a phenyl group (−C 6 H 5) bonded to a hydroxy group (−OH). Mildly acidic, it requires careful handling because it can cause ...
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]
Sodium benzenesulfonate is an organic compound with the formula C 6 H 5 SO 3 Na.It is white, water-soluble solid, It is produced by the neutralization benzenesulfonic acid with sodium hydroxide.
The approach exploits the meta-directing effect of the sulfonic acid group. 2-Chlorotoluene for example can be prepared by chlorination of p-toluenesulfonic acid, followed by hydrolysis. The method is also useful for the preparation of 2,6-dinitroaniline [3] and 2-bromophenol via phenol-2,4-disulfonic acid. [4]
In the Tyrer sulfonation process (1917), [7] at some time of technological importance, benzene vapor is led through a vessel containing 90% sulfuric acid the temperature of which is increased from 100 to 180°C. Water and benzene are continuously removed and the benzene fed back to the vessel. In this way an 80% yield is obtained.