6192-52-5 Usage
Chemical Description
P-toluenesulfonic acid monohydrate is a white crystalline powder, and the dimethyl acetals are colorless liquids.
Description
p-Toluenesulfonic acid monohydrate, also known as p-TsOH·H2O, is an oxonium salt that exists as white crystals. It is an inexpensive and easy-to-handle organic catalyst widely used in various organic synthesis processes. Its crystalline structure has been studied and found to be monoclinic with a P21/c space group. Additionally, its solubility in aqueous sulfuric acid solutions has been researched.
Uses
1. Used in Organic Synthesis:
p-Toluenesulfonic acid monohydrate is used as a derivatizing agent and a catalyst in the synthesis of various compounds, including resveratrol, oxane derivatives, substituted piperidines, and unsymmetrical benzyl.
2. Used in Antimalarial Applications:
In the pharmaceutical industry, p-Toluenesulfonic acid monohydrate acts as a catalyst in the synthesis of oxane derivatives, which serve as antimalarial agents.
3. Used in Catalyst Applications:
p-Toluenesulfonic acid monohydrate is utilized as a catalyst in the preparation of several chemical compounds, such as:
a. 1,3,5-Trisubstituted pyrazoles derivatives
b. Selenated ketene dithioacetals
c. Triazoloquinazolinone and benzimidazoquinazolinone derivatives
4. Used in Esterification and Reductive Amination Reactions:
p-Toluenesulfonic acid monohydrate serves as an intermediate in esterification and reductive amination reactions, facilitating the formation of desired products.
5. Used in the Synthesis of Unsymmetrical Benzils:
p-Toluenesulfonic acid monohydrate is used as a catalyst in the synthesis of unsymmetrical benzils, which are important intermediates in organic chemistry.
6. Used in the Synthesis of Highly Substituted Piperidines:
This organic catalyst is also employed in the synthesis of highly substituted piperidines, which are valuable compounds in the pharmaceutical and chemical industries.
7. Used in the Trimerization of Alkynes:
p-Toluenesulfonic acid monohydrate acts as a catalyst in the trimerization of alkynes to produce 1,3,5-trisubstituted benzenes, which are significant building blocks in organic chemistry.
Purification Methods
Purify the acid by precipitation from a saturated solution at 0o by introducing HCl gas. It can also be crystallised from conc HCl, then crystallised from dilute HCl (charcoal) to remove benzenesulfonic acid. It has been crystallised from EtOH/water. Dry it in a vacuum desiccator over solid KOH and CaCl2. p-Toluenesulfonic acid can be dehydrated by azeotropic distillation with *benzene or by heating at 100o for 4hours under water-pump vacuum. The anhydrous acid can be crystallised from *benzene, CHCl3, ethyl acetate, anhydrous MeOH, or from acetone by adding a large excess of *benzene. It can also be dried under vacuum at 50o. The S-benzylisothiuronium salt has m 182o (from aqueous EtOH). [Beilstein 11 IV 241.]
Check Digit Verification of cas no
The CAS Registry Mumber 6192-52-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,1,9 and 2 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 6192-52:
(6*6)+(5*1)+(4*9)+(3*2)+(2*5)+(1*2)=95
95 % 10 = 5
So 6192-52-5 is a valid CAS Registry Number.
InChI:InChI=1/C7H8O3S.H2O/c1-6-2-4-7(5-3-6)11(8,9)10;/h2-5H,1H3,(H,8,9,10);1H2