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p-Toluenesulfonic acid

p-Toluenesulfonic acid Structure
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
Molecular Weight:
172.2
MOL File:
104-15-4.mol
Modify Date:
2024/6/17 17:42:23

p-Toluenesulfonic acid Properties

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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Hazard Codes  C
Risk Statements  34-10
Safety Statements  45-26-23
RIDADR  2585
HazardClass  8
PackingGroup  III
HS Code  29163990
NFPA 704
1
3 2
W

p-Toluenesulfonic acid Chemical Properties,Uses,Production

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

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.

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