Overview Refer to quality standards Chemical properties Uses Production method Hazards & Safety Information
ChemicalBook > CAS DataBase List > p-Toluenesulfonic acid

p-Toluenesulfonic acid

Overview Refer to quality standards Chemical properties Uses Production method Hazards & Safety Information
Product Name
p-Toluenesulfonic acid
CAS No.
104-15-4
Chemical Name
p-Toluenesulfonic acid
Synonyms
TsOH;PTSA;4-METHYLBENZENESULFONIC ACID;P-TOLUENE SULPHONIC ACID;p-toluenesulfonic;p-Toluenesulfonate;TOLUENESULFONIC ACID;TOSIC ACID;Tosylic acid;4-TOLUENESULFONIC ACID
CBNumber
CB1771154
Molecular Formula
C7H8O3S
Formula Weight
172.2
MOL File
104-15-4.mol
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p-Toluenesulfonic acid Property

Melting point:
106~107℃
Boiling point:
116 °C
Density 
1.07
vapor pressure 
69.8Pa at 20℃
refractive index 
1.3825-1.3845
Flash point:
41 °C
storage temp. 
Inert atmosphere,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solution
pka
-0.43±0.50(Predicted)
color 
Clear colorless to light yellow
Odor
pungent odor
Water Solubility 
soluble
LogP
0.41 at 25℃
CAS DataBase Reference
104-15-4(CAS DataBase Reference)
NIST Chemistry Reference
P-toluene sulfonic acid(104-15-4)
EPA Substance Registry System
4-Methylbenzenesulfonic acid (104-15-4)
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Safety

Hazard Codes 
C
Risk Statements 
34-10
Safety Statements 
45-26-23
RIDADR 
2585
HazardClass 
8
PackingGroup 
III
HS Code 
29163990
Hazardous Substances Data
104-15-4(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Frontier Specialty Chemicals
Product number
JK562397
Product name
p-Toluenesulfonicacid,12wt.%solutioninaceticacid
Packaging
250g
Price
$146
Updated
2021/12/16
Frontier Specialty Chemicals
Product number
JK562397
Product name
p-Toluenesulfonicacid,12wt.%solutioninaceticacid
Packaging
1000g
Price
$221
Updated
2021/12/16
Labseeker
Product number
SC-16073
Product name
p-Toluenesulfonic acid monohydrate
Purity
98
Packaging
500g
Price
$133
Updated
2021/12/16
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p-Toluenesulfonic acid Chemical Properties,Usage,Production

Overview

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.

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

Chemical properties

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

Uses

(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.

Production method

By p-toluenesulfonyl chloride hydrolysis derived. Toluene can also be used as raw materials, sulfonated by sulfuric acid derived.

Hazards & Safety Information

Category:Corrosive articles
Toxicity classification:Low toxicity
Acute 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
Extinguishing agent
Mist water, carbon dioxide, foam

Description

p-Toluene sulfonic acid (PTSA) or tosylic acid (TsOH) is an organic compound with the formula CH3C6H4SO3H. It 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.
TsOH is a strong organic acid, about a million times stronger than benzoic acid. It 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.

Chemical Properties

Clear colorless to light yellow solution

Uses

p-Toluenesulfonic Acid Hydrate (Lisinopril EP Impurity B) is used in the synthesis of resveratrol. Also used in the synthesis of oxane derivatives as antimalarial agents.

Definition

ChEBI: p-Toluenesulfonic acid is an arenesulfonic acid that is benzenesulfonic acid in which the hydrogen at position 4 is replaced by a methyl group. It is a member of toluenes and an arenesulfonic acid. It is a conjugate acid of a toluene-4-sulfonate.

Reactions

p-Toluene sulfonic acid may be converted to p-toluene sulfonic anhydride by heating with phosphorus pentoxide.
When TsOH 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 p- TsOH is unaffected by cold concentrated hydrochloric acid, but hydrolyzes when heated to 186°C in concentrated phosphoric acid.

Flammability and Explosibility

Non flammable

Preparation and handling

TsOH is prepared on an industrial scale by the sulfonation of toluene. It hydrates readily. Common impurities include benzene sulfonic acid and sulfuric acid. Impurities can be removed by recrystallization from its concentrated aqueous solution followed by azeotropic drying with toluene.
Toluene sulfonic acid finds use in organic synthesis as an "organic - soluble" acid catalyst. Examples of uses :
Acetalization of an aldehyde.
Esterification of carboxylic acids.
Trans esterification of an ester.

Tosylate esters

Tosylate esters are used as alkylating agents because the tosyl group is electron-with drawing, which makes the tosylate anion a good leaving group. The tosyl group is also a protecting group for alcohols and amines, prepared by combining the alcohol with 4- toluenesulfonyl chloride, usually in an aprotic solvent, often pyridine, the basicity of which activates the reaction. Toluenesulfonate esters undergo nucleophilic attack or elimination. Reduction of tosylate esters gives the hydrocarbon. Thus, tosylation followed by reduction allows for the deoxygenation of alcohols.

Toxics Screening Level

The initial threshold screening levels (ITSLs) for p-toluenesulfonic acid are 1.8 μg/m3, annual averaging time and 210 μg/m3, 1 hour averaging time.

p-Toluenesulfonic acid Preparation Products And Raw materials

Raw materials

Toluene Tosyl chloride Methanol Sulfuric acid

Preparation Products

ISOPROPYL PROPIONATE 5-TERT-BUTYL-1H-INDOLE-2-CARBOXYLIC ACID ETHYL ESTER Caproic acid propyl ester Levelling agent GS ISOPROPYL BUTYRATE 1-PHENYL-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID 5-HYDROXY-NICOTINIC ACID ETHYL ESTER Diallyl maleate 4-Hydroxybutyl acrylate 2-hydroxy-4-methylbenzenesulphonic acid ETHYL 1-(TERT-BUTYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLATE 5-METHYL-4-ISOXAZOLESULFONYL CHLORIDE 1,2,3,4-TETRAMETHYL-1,3-CYCLOPENTADIENE Cleaning agent for tableware ETHYL 2-PHENYL-3-(TRIFLUOROMETHYL)PYRAZOLE-4-CARBOXYLATE alkyl polyglucoside Spirapril 3-NITROBENZO[B]FURAN-5-OL Ethyl 2-(2-aminothiazole-4-yl)-2-hydroxyiminoacetate 1,10-Decanediol Anecortave Acetate Exemestane PENTYL HEXANOATE Butyl hexanoate ALLYL PROPIONATE FEMA 2080 Flocoumafen Cation hydroxy silicone oil emulsion 1-(1-PIPERIDINO)CYCLOHEXENE finishing agent for wool baylan W-G3 FEMA 2079 (5-(TRIFLUOROMETHYL)-1-METHYL-1H-PYRAZOL-4-YL)METHANOL estra-1,3,5(10),16-tetraene-3,17-diol diacetate surfactant ASMS Methyl 5-hydroxynicotinate Butyl propionate Doxofylline 4-(4-BROMOPHENYL)-1,2,3-THIADIAZOLE 2-Amino-5-chloro-4-methylbenzenesulfonic acid 2-(Dimethylamino)ethyl (4-chlorphenoxy)acetate
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View Lastest Price from p-Toluenesulfonic acid manufacturers

Hebei Saisier Technology Co., LTD
Product
p-Toluenesulfonic acid 104-15-4
Price
US $6.00/KG
Min. Order
1KG
Purity
More than 99%
Supply Ability
2000KG/Month
Release date
2024-03-26
Hebei Saisier Technology Co., LTD
Product
p-Toluenesulfonic acid 104-15-4
Price
US $6.00/KG
Min. Order
1KG
Purity
More than 99%
Supply Ability
2000KG/MONTH
Release date
2024-05-13
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
p-Toluenesulfonic acid 104-15-4
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-05-06

104-15-4, p-Toluenesulfonic acidRelated Search:

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