TOSYLIC ACID

Tosylic Acid (TsOH) is an organic compound with the formula CH3C6H4SO3H. 
Tosylic Acid is a white extremely hygroscopic solid that is soluble in water, alcohols, and other polar organic solvents.
The CH3C6H4SO2 group is known as the tosyl group and is often abbreviated as Ts or Tos.

CAS Number: 104-15-4
EC Number: 203-180-0
IUPAC Name: 4-Methylbenzene-1-sulfonic acid
Chemical Formula: C7H8O3S

Other names: 4-Methylbenzenesulfonic acid, 104-15-4, 4-Toluenesulfonic acid, p-Toluenesulphonic acid, Toluene-4-sulfonic acid, Tosic acid, p-Tolylsulfonic acid, Benzenesulfonic acid, 4-methyl-, Tosylic acid, Toluenesulfonic acid, p-Methylbenzenesulfonic acid, p-Methylphenylsulfonic acid, Eltesol, Methylbenzenesulfonic acid, Cyclophil P T S A, Nacure 1040, Cyzac 4040, Kyselina p-toluenesulfonova, Manro PTSA 65 E, Manro PTSA 65 H, Manro PTSA 65 LS, K-Cure 1040, p-toluene sulphonic acid, para-toluenesulfonic acid, Eltesol TSX, QGV5ZG5741, DTXSID0026701, CHEBI:27849, NSC-2167, NSC-167068, DTXCID406701, PTS-100, 203-180-0, PARA-TOLUENE SULFONATE, P-Toluene Sulfonic acid, PTSA, Toluene sulfonic acid, ar-Toluenesulfonic acid, p-Toluolenesulfonic acid, Toluene-4-sulphonic acid, Benzenesulfonic acid, methyl-, p-Toluene sulfonate, TSA-HP, TSA-MH, Kyselina p-toluensulfonova, Toluene-p-sulfonate, Toluen-4-sulfonsaeure, NSC 167068, p-toluensulfonic acid, p-Toluene-sulfonic acid, para-toluenesulphonic acid, 4-Toluene sulfonic acid, CHEMBL541253, 4-TOLUENE-SULFONIC ACID, MFCD00064387, TsOH, WLN: WSQR D1, p-TSA, Toluenesulfonic acid (VAN), HSDB 2026, K-Cure 040, TSU, 2(Or 4)-toluenesulphonic acid, toluene-p-sulfonic acid, Kyselina p-toluensulfonova [Czech], Kyselina p-toluenesulfonova [Czech], paratoluene sulphonic acid, EINECS 203-180-0, para toluene sulfonic acid, BRN 0472690, UNII-QGV5ZG5741, TosicAcid, 4-sulphotoluene, AI3-26478, pTsOH, TosOH, p-toluenesulfonicacid, p-TsOH, Tos-OH, p-toluenesufonic acid, 4-Toluenesulfonicacid, p-toluene sulfonicacid, p-toluene-sulfonicacid, p-toluensulphonic acid, paratoluensulfonic acid, 25231-46-3, Ts-OH, p-toluen sulfonic acid, p-toluenesuiphonic acid, p-toluenylsulfonic acid, paratoluenesulfonic acid, 4-toluenesulphonic acid, p -toluenesulfonic acid, p- toluenesulfonic acid, p-tolu-enesulfonic acid, p-toluyl sulphonic acid, toluene p-sulfonic acid, para-toluensulfonic acid, rho-toluenesulfonic acid, paratoluenesulphonic acid, p-toluene-sulphonic acid, toluene 4-sulfonic acid, toluene p-sulphonic acid, toluene-p-sulphonic acid, para toluenesulfonic acid, paratoluene sulfonic acid, paratoluene-sulfonic acid, SCHEMBL34, 4-toluene sulphonic acid, 4-toluene-sulphonic acid, rho-toluene sulfonic acid, para toluenesulphonic acid, para-toluene sulfonic acid, para-toluene-sulfonic acid, 4methylbenzenesulfonic acid, SCHEMBL927, 4-methylphenylsulfonic acid, ACTIVATOR-100T3, para toluene sulphonic acid, para-toluene sulphonic acid, TAYCATOX-300, EC 203-180-0, 4-methylphenylsulphonic acid, NCIOpen2_002932, NCIOpen2_003096, 4-methylbenzenesulphonic acid, 4-methyl-benzenesulfonic acid, 4-methylbenzene sulfonic acid, 4-methylbenzene-sulfonic acid, Xylometazoline EP Impurity E, 4-11-00-00241 (Beilstein Handbook Reference), DRYER-900, NACURE-1040, p-toluenesulfonic acid (ptsa), SCHEMBL301465, 4-methyl benzene sulfonic acid, CYZAC-4040, SCHEMBL6547262, SCHEMBL6596907, SCHEMBL7047732, SCHEMBL9568650, TSA-95, 4-methyl-benzene sulphonic acid, 4-methyl-benzene-sulphonic acid, 4-methylbenzene-1-sulfonic acid, SCHEMBL11432043, NSC2167, AD-3302W, P-TOLUENESULFONIC ACID [MI], Tox21_202364, AC-794, BDBM50294029, MFCD02683442, MSK001660, NSC167068, STL199173, AKOS008966288, AT27303, CS-W019626, DB03120, KC-1040, NCGC00248146-01, NCGC00248146-02, NCGC00248146-03, NCGC00259913-01, AS-82150, BP-31081, CAS-104-15-4, SY011236, DB-050363, LISINOPRIL IMPURITY B [EP IMPURITY], ANASTROZOLE IMPURITY F [EP IMPURITY], C-250, NS00010519, P-TOLUENESULFONIC ACID [EP IMPURITY], ST50825009, T0267, SULTAMICILLIN IMPURITY B [EP IMPURITY], C06677, AE-848/00887005, Q285878, SR-01000944854, SR-01000944854-1, F1908-0079, TIZANIDINE HYDROCHLORIDE IMPURITY I [EP IMPURITY], InChI=1/C7H8O3S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3,(H,8,9,10

Most often, Tosylic Acid refers to the monohydrate, TsOH.H2O.
As with other aryl sulfonic acids, Tosylic Acid is a strong organic acid.
Tosylic Acid is about one million times stronger than benzoic acid.
Tosylic Acid is one of the few strong acids that is solid and therefore is conveniently weighed and stored.

Tosylic Acid (Its molecular structural formula is p-CH3C6H4SO3H, also known as TsOH, English name is p-toluene sulfonic acid) referred to as PTS, is a non-oxidizing organic acid, white needle or powder crystals, soluble in water, alcohols, ethers and other polar solvents. 
Easy deliquescence, easy to make wood, cotton fabric dehydration and carbonization, insoluble in benzene and toluene. generating p-cresol when alkali fusion. 
Commonly, Tosylic Acid or tetrahydrate (TsOH4H2O) is preferred.

Preparation of methyl p-cresol acid in industry is by using concentrated sulfuric acid on the toluene sulfonation of p-toluenesulfonic acid. 
The preparated Tosylic Acid often contains benzene sulfonic acid and sulfuric acid impurities, can be purified in recrystallization of concentrated hydrochloric acid, azeotropic drying.
Tosylic Acid is widely used as catalyst agent in the synthesis of pharmaceuticals, pesticides, polymerization stabilizer and organic synthesis (esters, etc.), paint intermediates and resin curing agent. 

And Tosylic Acid is also the commonly used acid catalyst in organic synthesis. 
Tosylic Acid is neutralized with sodium hydroxide and then obtains sodium p-toluene sulfonate, and react with phosphorus pentachloride, can obtains p-toluenesulfonyl chloride. 
The latter used in the nucleophilic substitution reaction, also used as alcohol hydroxyl protective group. 
p-CH3C6H4SO3Na + PCl5 →p-CH3C6H4SO2Cl.
The use of Tosylic Acid also catalyzes the protection of dihydrofuran on the alcohol, carboxylic acid esterification, transesterification reaction, making the aldehyde generate acetal.

By p-toluenesulfonyl chloride hydrolysis derived. 
Toluene can also be used as raw materials, sulfonated by sulfuric acid derived.
Tosylic Acid (TsOH) is an organic compound with the formula CH3C6H4SO3H. 
Tosylic Acid is a white solid that is soluble in water, alcohols, and other polar organic solvents. 

The 4-CH3C6H4SO2- group is known as tosyl group and is often abbreviated as Ts or Tos. 
Most often, TsOH refers to the monohydrate, TsOH.H2O.
Tosylic Acid is a strong organic acid, about a million times stronger than benzoic acid. 
Tosylic Acid is one of the few strong acids that is solid and, hence, conveniently weighed. 

Also, unlike some strong mineral acids (especially nitric acid, sulfuric acid, and per chloric acid), TsOH is non - oxidizing.
Tosylic Acid is an arenesulfonic acid that is benzenesulfonic acid in which the hydrogen at position 4 is replaced by a methyl group. 
Tosylic Acid is a member of toluenes and an arenesulfonic acid. 
Tosylic Acid is a conjugate acid of a toluene-4-sulfonate.

Colorless monoclinic sheet or columnar crystals. 
Soluble in ethanol and ether, slightly soluble in water and hot benzene.

Reactions    
Tosylic Acid may be converted to p-toluene sulfonic anhydride by heating with phosphorus pentoxide.
When Tosylic Acid is heated with acid and water, a hydrolysis reaction takes place and toluene is formed:
CH3C6H4SO3H + H2O → C6H5CH3 + H2SO4
This reaction is general for aryl sulfonic acids, but the rate at which it occurs depends upon the structure of the acid, the temperature and the nature of the catalyzing acid. 
For example Tosylic Acid is unaffected by cold concentrated hydrochloric acid, but hydrolyzes when heated to 186°C in concentrated phosphoric acid.

Tosylic Acid is prepared on an industrial scale by the sulfonation of toluene. 
Common impurities include benzenesulfonic acid and sulfuric acid. 
Tosylic Acid is most often supplied as the monohydrate, and it may be necessary to remove the complexed water before use. 
Impurities can be removed by recrystallization from its concentrated aqueous solution followed by azeotropic drying with toluene.

Tosylic Acid finds use in organic synthesis as an "organic-soluble" strong acid. 
Examples of uses include:
Acetalization of an aldehyde
Fischer–Speier esterification
Transesterification reactions

Uses
Tosylic Acid is used in the synthesis of resveratrol. 
Also used in the synthesis of oxane derivatives as antimalarial agents.
    
For chemical reagents, but also for dyes, organic synthesis.
Used as the intermediates of medicine (such as doxycycline), pesticides (such as dicofol), dyes. 
Also used in detergents, plastics, coatings and so on.
For medicine, pesticides, dyes and detergents, but also for plastics and printing coatings.
Widely used in the catalyst synthetic medicine, pesticides, polymerization of the stabilizer and organic synthesis (esters, etc.). 
Also used as medicine, paint intermediates and resin curing agent.