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CAS Number: 6192-52-5
APPLICATIONS
Toluene-4-sulfonic acid monohydrate is used as a catalyst (with applications including resins in foundry cores), as a curing agent for resins, as a descaling agent (industrial metal cleaners), in electroplating bathes, plastics, dyes, pharmaceutical intermediates, food packaging adhesives, and as a coupling and wetting agent.
Toluene-4-sulfonic acid monohydrateis prepared on an industrial scale by the sulfonation of toluene. Common impurities include benzenesulfonic acid and sulfuric acid.
Toluene-4-sulfonic acid monohydrate is an initiator for catalytic polymerization of caprolactam, catalyst for dimerization of alpha- methylstyrene.
Manufacture of dyes and oral antidiabetic drugs requires Toluene-4-sulfonic acid monohydrate.
Toluene-4-sulfonic acid monohydrate can be used for conversion to sodium and ammonium salts for manufacture of hydrotropes.
Toluene-4-sulfonic acid monohydrate contains an amount of water.
To estimate the total moisture of Toluene-4-sulfonic acid monohydrate present as impurity, the Karl Fischer method is used.
Toluene-4-sulfonic acid monohydrate acts as a catalyst in the preparation of the following:
1,3,5-trisubstituted pyrazoles derivatives
selenated ketene dithioacetals
triazoloquinazolinone
benzimidazoquinazolinone derivatives.
Toluene-4-sulfonic acid monohydrate is an initiator for catalytic polymerization of caprolactam, catalyst for dimerization of alpha- methylstyrene.
Toluene-4-sulfonic acid monohydrate is a catalyst in coatings, paint, polymer, and textile industries.
Toluene-4-sulfonic acid monohydrate is a stabilizer for monomers and polymers, pharmaceutical intermediate, cleaning agents, plating additive.
Toluene-4-sulfonic acid monohydrate (p-TsOH·H2O) may be used as a catalyst in the synthesis of the following:
Unsymmetrical benzils.
Highly substituted piperidines.
1,3,5-Trisubstituted benzenes by trimerization of alkynes.
Triazoloquinazolinone and benzimidazoquinazolinone derivatives.
1,3,5-Trisubstituted pyrazoles derivatives.
Selenated ketene dithioacetals.
Toluene-4-sulfonic acid monohydrate is used in the chemical industry as a catalyst.
Also, Toluene-4-sulfonic acid monohydrate is used in the manufacturing of textile dyes, drugs, cleaning agents, polymers, and paints.
Toluene-4-sulfonic acid monohydrate is used in photography (color bleaching).
Some other uses of Toluene-4-sulfonic acid monohydrate:
Products that remove stains or discoloration of fabric used in laundry
Cleaning products and household care
Photographic Processing
Plastic Composites Manufacturing
Agricultural chemicals
Acid and Alkali Cleaning of Metals
Intermediates
Surface active agents
Adhesives and sealants
Toluene-4-sulfonic acid monohydrate may be used as a catalyst in the synthesis of the following:
Unsymmetrical benzils.
Highly substituted piperidines.
Toluene-4-sulfonic acid monohydrate can be used in manufacture of dyes and oral antidiabetic drugs; conversion to sodium and ammonium salts for manufacture of hydrotropes.
Further, Toluene-4-sulfonic acid monohydrate is a catalyst in coatings, paint, polymer, and textile industries.
Toluene-4-sulfonic acid monohydrate is prepared on an industrial scale by the sulfonation of toluene. Common impurities include benzenesulfonic acid and sulfuric acid.
Toluene-4-sulfonic 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.
Toluene-4-sulfonic acid monohydrate is used in the synthesis of resveratrol.
Also, Toluene-4-sulfonic acid monohydrate is used in the synthesis of oxane derivatives as antimalarial agents.
Toluene-4-sulfonic acid monohydratecontains an amount of water.
To estimate the total moisture present as impurity, the Karl Fischer method is used.
Impurities can be removed by recrystallization from concentrated aqueous solution of Toluene-4-sulfonic acid monohydrate followed by azeotropic drying with toluene.
Toluene-4-sulfonic acid monohydrate is used in pharmaceuticals, pesticides, dyes and detergents.
Also, Toluene-4-sulfonic acid monohydrate is used in plastics and printing coatings.
Toluene-4-sulfonic acid monohydrate is used in the preparation of cresol and Pharmaceutical (such as the preparation of doxycycline), pesticides (such as the preparation of dicofol), dyes and detergents and other industries.
Toluene-4-sulfonic acid monohydrate also serves as an intermediate in the esterification and in reductive amination reactions.
The use of a quantity of Toluene-4-sulfonic acid monohydrate in an unventilated or confined space may result in increased exposure and an irritating atmosphere developing.
Before starting consider control of exposure by mechanical ventilation.
Toluene-4-sulfonic acid monohydrate is used in solutions as accelerator, hardener, catalyst for amino and phenolic resins in coatings, foundry binders
DESCRIPTION
Toluene-4-sulfonic acid monohydrate has been used as a reducing agent for the reductive amination of ketones and aldehydes.
Toluene-4-sulfonic acid monohydrate, an oxonium salt, is an inexpensive and easy to handle organic catalyst used in organic synthesis.
Toluene-4-sulfonic acid monohydrate (4-Methylbenzenesulfonic acid, Tosylic acid, tosic acid, para-toluene) is an extremely strong acidic compound.
Further, Toluene-4-sulfonic acid monohydrate esters, are a common class of reagents used in the pharmaceutical industry as alkylating agents, catalysts, and in purification steps of the chemical synthesis of a drug substance.
Physical Data about Toluene-4-sulfonic acid monohydrate:
Toluene-4-sulfonic acid monohydrate exists as monoclinic leaflets or prisms, mp 106–107 °C; pKa −6.62 (H2SO4).1
There is also a metastable form of Toluene-4-sulfonic acid monohydrate, mp 38 °C.
Toluene-4-sulfonic acid monohydrate is a white crystalline powder, mp 103–106 °C.
Form of Toluene-4-sulfonic acid monohydrate:
Toluene-4-sulfonic acid monohydrate is widely available as the monohydrate, which is commonly used.
Various metal salts are also commercially available.
Toluene-4-sulfonic acid monohydrate is an organic compound with the formula CH3C6H4SO3H.
Moreover, Toluene-4-sulfonic acid monohydrate is a white solid that is soluble in water, alcohols, and other polar organic solvents.
Toluene-4-sulfonic acid monohydrate is is a strong organic acid.
Toluene-4-sulfonic acid monohydratefinds use in organic synthesis as an "organic-soluble" acid catalyst.
Most often, Toluene-4-sulfonic acid monohydraterefers to the monohydrate, TsOH•H2O.
Toluene-4-sulfonic acid monohydrate is a white solid that is soluble in water, alcohols, and other polar organic solvents.
Toluene-4-sulfonic acid monohydrate has also been synthesized in the presence of p-Toluenesulfonic acid monohydrate.
Moreover, Toluene-4-sulfonic acid monohydrate is an organic compound with the formula CH3C6H4SO3H.
Toluene-4-sulfonic acid monohydrate is an aromatic sulfonic acid, often used as a strong acid catalyst.
Toluene-4-sulfonic acid monohydrate is a strong organic acid, about a million times stronger than benzoic acid.
Toluene-4-sulfonic acid monohydrate is one of the few strong acids that is solid and, hence, conveniently weighed.
Also, unlike some of the strong mineral acids (especially nitric acid, sulfuric acid, and perchloric acid), Toluene-4-sulfonic acid monohydrate is non-oxidizing.
The study of crystalline structure of Toluene-4-sulfonic acid monohydrate shows that it is monoclinic with P21/c space group.
Toluene-4-sulfonic acid monohydrate belongs to the class of organic compounds known as p-methylbenzenesulfonates.
These are benzenesulfonic acids (or derivative thereof) carrying a methyl group at the para- position.
Toluene-4-sulfonic acid monohydrate or tosylic acid (TsOH) is an organic compound with the formula CH3C6H4SO3H.
Toluene-4-sulfonic acid monohydrate, also known as tosylate or para-toluene sulfonate, is a member of the class of compounds known as p-methylbenzenesulfonates.
Thus, Toluene-4-sulfonic acid monohydrate is slightly soluble (in water) and an extremely strong acidic compound (based on its pKa).
In the presence of Toluene-4-sulfonic acid monohydrate novel deazaflavin-cholestane hybrid compounds have been synthesized in a condensation reaction.
Toluene-4-sulfonic acid monohydrate, an oxonium salt, is an inexpensive and easy to handle organic catalyst used in organic synthesis.
Toluene-4-sulfonic acid monohydrate is used as an acid catalyst soluble in organic solvents, e.g. in esterification reactions and also for the elimination of the hydroxyl group.
Physical description of Toluene-4-sulfonic acid monohydrate:
White, almost white or pale pink crystals
Toluene-4-sulfonic acid monohydrate is an organic compound with the formula CH3C6H4SO3H.
PROPERTIES
Water Solubility: 2.3 g/L
pKa (Strongest Acidic): 2.1
Physiological Charge: -1
Hydrogen Acceptor Count: 3
Hydrogen Donor Count: 1
Polar Surface Area: 54.37 Ų
logP: -0.88
logP: 1.67
logS: -1.9
Solubility in water: Soluble.
Physical State: Crystals
Color: white
Odor: none reported
pH: Not applicable.
Vapor Pressure: 0.0000027 mm Hg @ 25 deg C
Viscosity: Not available.
Bioavailability Yes
Rule of Five: Yes
Ghose Filter: No
Rotatable Bond Count: 1
Refractivity: 41.72 m³·mol⁻¹
Polarizability: 16.55 ų
Number of Rings: 1
Veber's Rule: No
MDDR-like Rule: No
Boiling Point: 140 deg C @ 20 mmHg
Freezing/Melting Point: 103 deg C
Autoignition Temperature: 350 deg C ( 662.00 deg F)
Flash Point: 180 deg C ( 356.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: Not available.
Specific Gravity/Density: Not available.
Molecular Formula: C7H8O3S.H2O
Molecular Weight: 190.22
STORAGE AND HANDLING
A dry place is needed.
Tightly closed.
Store p-Toluenesulfonic acid at +15°C to +25°C.
Requirements for storage rooms and containers:
Metal containers should not be used for the storage of p-Toluenesulfonic acid.
PROCEDURE FOR HANDLING
Contains low boiling substance:
Storage of p-Toluenesulfonic acid in sealed containers may result in pressure buildup causing violent rupture of containers not rated appropriately.
Check for bulging containers.
Vent periodically
Always release caps or seals slowly to ensure slow dissipation of vapors
Avoid all personal contact, including inhalation
Wear protective clothing when risk of exposure occurs.
Use in a well-ventilated area.
Avoid contact with moisture.
Avoid contact with incompatible materials.
When handling, DO NOT eat, drink or smoke.
Keep containers securely sealed when not in use.
Avoid physical damage to containers.
Always wash hands with soap and water after handling.
Work clothes should be laundered separately. Launder contaminated clothing before re-use.
Use good occupational work practice.
Observe manufacturer's storing and handling recommendations.
Atmosphere should be regularly checked against established exposure standards to ensure safe working conditions are maintained.
PROPERTIES
Form: crystals
Colour: white
Odour: weak
pH value: not available
Melting point: 105 °C (anhydrous substance)
Boiling point: not available
Ignition temperature: not available
Flash point: 180 °C
Explosion limits:
lower: not available
upper: not available
Density: not available
Bulk density: ~ 510 kg/m3
Solubility in:
water: (20 °C) ~ 750 g/l
ethanol: (20 °C) freely soluble
chloroform: (20 °C) freely soluble
FIRST AID
Eyes:
Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids.
Get medical aid imme diately.
Skin:
Get medical aid immediately.
Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting.
Get medical aid immediately.
Call a poison control center.
Inhalation:
Get medical aid immediately.
Remove from exposure and move to fresh air immediately.
If breathing is difficult, give oxygen.
Do not use mouth-to-mouth resuscitation if victim ingested or inhaled the substance; induce artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device.
Notes to Physician:
Treat symptomatically and supportively.
SYNONYMS
4-Toluenesulfonicacid
p-toluene sulfonicacid
p-toluene-sulfonicacid
p-toluensulphonic acid
paratoluensulfonic acid
Ts-OH
p-toluen sulfonic 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-toluenesuiphonic acid
p-toluenylsulfonic acid
paratoluenesulfonic acid
p-toluenesulfonicacid
P-Toluene Sulfonic acid(monohydrate)
p-TsOH
Tos-OH
p-toluenesufonic acid
PTS ACID
4-toluenesulphonic acid
p -toluenesulfonic acid
para toluenesulfonic acid
paratoluene sulfonic acid
paratoluene-sulfonic acid
SCHEMBL34
4-toluene sulphonic acid
4-toluene-sulphonic acid
rho-toluene sulfonic acid
p-toluene-sulphonic acid
toluene 4-sulfonic acid
toluene p-sulphonic acid
toluene-p-sulphonic acid
4-methylbenzene sulfonic acid
4-methylbenzene-sulfonic acid
4-methylphenylsulphonic acid
para toluenesulphonic acid
para-toluene sulfonic acid
para-toluene-sulfonic acid
4methylbenzenesulfonic acid
DSSTox_CID_6701
4-methylphenylsulfonic acid
para toluene sulphonic acid
para-toluene sulphonic acid
EC 203-180-0
DSSTox_GSID_26701
4-methyl-benzenesulfonic acid
DSSTox_RID_78188
NCIOpen2_002932
NCIOpen2_003096
4-methylbenzenesulphonic acid
4-11-00-00241 (Beilstein Handbook Reference)
70788-37-3
DTXSID0026701
NSC2167
4-Toluenesulfinic acid sodium salt
(2r,4s)-toluene-4-sulfonic acid
4-methyl benzene sulfonic acid
ar-Toluenesulfonic acid (8CI)
4-methyl-benzene sulphonic acid
4-methyl-benzene-sulphonic acid
NSC-2167
BP-31081
CAS-104-15-4
Para-Toluenesulfonic acid-polymer supported
DB-050363
FT-0648905
T0267
ZINC6427042
Tox21_202364
AC-794
BDBM50294029
MFCD00064387
MFCD02683442
NSC167068
STL199173
AKOS008966288
AM90497
AT27303
CS-W019626
DB03120
MCULE-1176533515
NSC-167068
NCGC00248146-01
NCGC00248146-02
NCGC00248146-03
NCGC00259913-01
AS-82150
X8700
EN300-16830
C06677
273T276
A800907
AE-848/00887005
Q285878
Toluene sulfonic acid (INCI) 4-Toluenesulfonic acid
F1908-0079
p-Toluenesulfonic acid, polymer-supported, 1.0-2.0 mmol/g on polystyrene
25231-46-3
536747-74-7
p-toluenesulfonic acid, p-toluenesulphonic acid, 4-toluenesulfonic acid, tosic acid, p-tolylsulfonic acid, toluene-4-sulfonic acid, toluenesulfonic acid, tosylic acid, benzenesulfonic acid, 4-methyl, p-methylbenzenesulfonic acid
Toluene sulfonic acid; 4-Methylbenzenesulfonic acid; 4-Toluenesulfonic acid; Benzenesulfonic acid, 4-methyl-; Benzenesulfonic acid, methyl-; Cyclophil P T S A; Cyzac 4040; Eltesol; K-Cure 040; K-Cure 1040; Kyselina p-toluenesulfonova [Czech]; Kyselina p-
Toluenesulfonic acid
Tosic acid
benzenesulfonic acid, 4-methyl-, hydrate
benzenesulfonic acid, 4-methyl-, monohydrate
p-toluenesulfonic acid monohydrate
toluene-4-sulfonic acid
P-Toluene Sulfonic Acid
SR-01000944854
J-001117
Q-200514
SR-01000944854-1
P-Toluene Sulphonic Acid
para toluene sulfonic acid
para toluene sulphonic acid
toluensulfonova [Czech]; Manro PTSA 65 E; Manro PTSA 65 H; Manro PTSA 65 LS; Methylbenzenesulfonic acid; Nacure 1040; TSA-HP; TSA-MH; Toluenesulfonic acid; Tosic acid; p-Methylbenzenesulfonic acid
p-Methylphenylsulfonic acid; p-Toluene sulfonate; p-Toluolenesulfonic acid; p-Tolylsulfonic acid; Toluene-4-sulphonic acid; ar-Toluenesulfonic acid (8CI)
UN2583; UN2585 (not more than 5% free sulfuric acid)
Methylbenzenesulfonic acid
PARATOLUENE SULPHONIC ACID
Toluene-4-sulfonic acid; Toluenesulfonic acid; Tosic acid; 4-Methylbenzenesulfonic acid; 4-Toluenesulfonic acid; p-Toluenesulphonic acid; Kyselina p-toluenesulfonova; Kyselina p-toluensulfonova; Manro PTSA 65 E; Manro PTSA 65 H; Manro PTSA 65 LS; Tsa-hp; Tsa-mh; PTSA; Tosylic acid; Cyzac 4040; K-Cure 1040; NSC 167068; Nacure 1040; toluene-4-sulphonic acid
PTS ACID
4-methylbenzenesulfonic acid
ParaTolune Sulfonic Acid
p-toluenesulfonic acid
4-methylbenzenesulfonic acid
4-toluenesulfonic acid
benzenesulfonic acid, 4-methyl-
toluene-4-sulfonic acid monohydrate
Ar-Toluenesulfonic acid; p-Methylbenzenesulfonic acid; p-Methylphenylsulfonic acid
p-Toluenesulfonate; p-Toluenesulfonic acid; p-Toluolenesulfonic acid; p-Tolylsulfonic acid
Benzenesulfonic acid, methyl-; Cyclophil P T S A; Eltesol; Methylbenzenesulfonic acid; Toluene-p-sulfonate;
