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p-Toluenesulfonic acid monohydrate is used as a catalyst in the synthesis of resveratrol, in oxane derivatives as an antimalarial agent, as substituted piperidine and unsymmetrical benzyl. It acts as a catalyst in the preparation of 1,3,5-trisubstituted pyrazoles derivatives, selenated ketene dithioacetals, triazoloquinazolinone and benzimidazoquinazolinone derivatives. It also serves as an intermediate in the esterification and in reductive amination reactions.
For examples of the numerous applications as an organic-soluble acid catalyst, see:
Esterifications: Org. Synth. Coll., 3, 146, 203, 610 (1955); 9, 722 (1998). Enamine formation: Org. Synth. Coll., 5, 277, 808 (1973); 6, 520 (1988). Protection of alcohols as their THP ethers: Org. Synth. Coll., 7, 334 (1990). Formation acetals: Org. Synth. Coll., 6, 567 (1988); 8, 155 (1993); 9, 251, 717 (1998), and oxazolidines: Org. Synth. Coll., 9, 300 (1998).
Adsorbed on silica gel, has been used for the dehydration of sec- and tert-alcohols to alkenes in good yield: Synthesis, 1159 (1985).
See also Pyridinium p-toluenesulfonate, A15708.
Jauhar, R. M.; Kalainathan, S.; Murugakoothan, P. Three dimensional organic framework of 2-amino 4, 6 dimethoxypyrimidine p-toluenesulfonic acid monohydrate: synthesis, single crystal growth and its properties. J. Cryst. Growth 2015, 424, 3716-3722.
Davarpanah, M.; Ahmadpour, A.; Rohani-Bastami, T.; Dabir, H. Synthesis and application of diethanolamine-functionalized polystyrene as a new sorbent for the removal of p-toluenesulfonic acid from aqueous solution. J. Ind. Eng. Chem. 2015, 30, 3716-3722.
Hazard Statements: H303-H314-H319-H335
May be harmful if swallowed. Causes severe skin burns and eye damage. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P260u-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501a
Do not breathe dusts or mists. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.