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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 .
p-Toluenesulfonic acid (PTSA, pTSA, or pTsOH) or tosylic acid (TsOH) is an organic compound with the formula CH 3 C 6 H 4 SO 3 H. It is a white extremely hygroscopic solid that is soluble in water, alcohols, and other polar organic solvents. [6] The CH 3 C 6 H 4 SO 2 group is known as the tosyl group and is often abbreviated as Ts or Tos.
The primary hazard of working with 2,4,6-trinitrobenzenesulfonic acid is the risk of instantaneous explosion. 2,4,6-Trinitrobenzenesulfonic acid is an extremely sensitive compound especially when mixed with other compounds, exposed to heat, or exposed to rapid temperature or pressure changes.
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]
An early method for producing phenol involved the base hydrolysis of sodium benzenesulfonate, which can be generated readily from benzene. [15] C 6 H 5 SO 3 Na + NaOH → C 6 H 5 OH + Na 2 SO 3. The conditions for this reaction are harsh, however, requiring 'fused alkali' or molten sodium hydroxide at 350 °C for benzenesulfonic acid itself. [16]
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 ...
The compound is prepared by the chlorsulfonation of benzene: C 6 H 6 + 2SHO 3 SCl → C 6 H 5 SO 2 Cl + HCl + SO 3. Benzenesulfonic acid is an intermediate in this conversion. Diphenylsulfone is a side product. Benzenesulfonyl chloride can also be prepared by treating benzenesulfonate salts with phosphorus oxychloride. [2]
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.