By p-toluenesulfonyl chloride hydrolysis derived. Toluene can also be used as raw materials, sulfonated by sulfuric acid derived.
Clear colorless to light yellow solution
ChEBI: An arenesulfonic acid that is benzenesulfonic acid in which the hydrogen at position 4 is replaced by a methyl group.
Hazards & Safety Information
Toxicity classification:Low toxicity
Oral-rat LD50: 2480 mg/kg
Flammability hazard characteristics
Combustible; fire in the release of toxic sulfur dioxide gas
Storage and transportation characteristics
Storehouse is ventilates, low temperature and dry; Store with base separately
Mist water, carbon dioxide, foam
Refer to quality standards
Item/Index Industrial Grade Pharmaceutical Grade Refined Grade Reagent Grade (Chemically Pure)
Content (as C7H8O3S • H2O)% ≥ 90-93.0 96.0 97.0 98.0
Free acid (H2SO4) ≤% 3.0 0.7 0.5 0.1
Moisture (excluding crystal water) ≤% 4.0 3.5 2.5 1.5
Iron (in Fe ++) ≤ ppm 50 30 30 10
Ignition residue ≤%/0.2 0.2 0.02
Melting point (°C)// 102-105
Ethanol dissolved test/qualified qualified qualified
Water dissolution test/qualified qualified qualified
Colorless monoclinic sheet or columnar crystals. Soluble in ethanol and ether, slightly soluble in water and hot benzene.
(1) For chemical reagents, but also for dyes, organic synthesis.
(2) Used as the intermediates of medicine (such as doxycycline), pesticides (such as dicofol), dyes. Also used in detergents, plastics, coatings and so on.
(3) For medicine, pesticides, dyes and detergents, but also for plastics and printing coatings.
(4) 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.
p-toluene sulfonic 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, p-toluenesulfonic acid-monohydrate (TsOHH2O) 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 p-toluenesulfonic acid often contains benzene sulfonic acid and sulfuric acid impurities, can be purified in recrystallization of concentrated hydrochloric acid, azeotropic drying.
p-toluene sulfonic 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 it is also the commonly used acid catalyst in organic synthesis. It 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 p-toluenesulfonic acid also catalyzes the protection of dihydrofuran on the alcohol, carboxylic acid esterification, transesterification reaction, making the aldehyde generate acetal.