All Photos(4)

T35920

Sigma-Aldrich

p-Toluenesulfonic acid monohydrate

ReagentPlus®, ≥98%

Linear Formula:
CH3C6H4SO3H · H2O
CAS Number:
Molecular Weight:
190.22
Beilstein:
3568023
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

vapor density

5.9 (vs air)

product line

ReagentPlus®

assay

≥98%

mp

103-106 °C (lit.)

SMILES string

[H]O[H].Cc1ccc(cc1)S(O)(=O)=O

InChI

1S/C7H8O3S.H2O/c1-6-2-4-7(5-3-6)11(8,9)10;/h2-5H,1H3,(H,8,9,10);1H2

InChI key

KJIFKLIQANRMOU-UHFFFAOYSA-N

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Application

p-toluenesulfonic acid monohydrate may be used as a better alternative to Friedel-Crafts catalysts for the alkylation of the aromatic nucleus with activated alkyl halides, alkenes, or tosylates under mild conditions.

Packaging

3, 15 kg in poly drum
5 g in glass bottle
100, 500 g in poly bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Detailed characterization of p-toluenesulfonic acid monohydrate as a convenient, recoverable, safe, and selective catalyst for alkylation of the aromatic nucleus.
Mahindaratne MPD and Wimalasena K.
The Journal of Organic Chemistry, 63(9), 2858-2866 (1998)
Jhonny Azuaje et al.
ACS combinatorial science, 13(1), 89-95 (2011-01-21)
We document here the use of polymer-supported p-toluenesulfonic acid as a highly effective, robust, economical and eco-friendly isocyanide scavenger. The herein described strategy circumvent the intense and repulsive odor of volatile isocyanides, enabling simplified and odorless workup and purifications. The
Koneni V Sashidhara et al.
Bioorganic & medicinal chemistry letters, 22(12), 3926-3930 (2012-05-23)
First synthesis of novel coumarin-trioxane hybrids is reported. The synthesis was achieved via condensation of β-hydroxyhydroperoxides with coumarinic-aldehydes in presence of p-toluenesulfonic acid in good yields and the novel hybrids were evaluated for their antimalarial activity both in vitro and
Daniel C Yee et al.
The FEBS journal, 280(22), 5780-5800 (2013-08-29)
Visual rhodopsins are recognized members of the large and diverse family of G protein-coupled receptors (GPCRs), but their evolutionary origin and relationships to other proteins are not known. In a previous paper [Shlykov MA, Zheng WH, Chen JS & Saier
Aditya Kulkarni et al.
Organic letters, 13(19), 5124-5127 (2011-09-10)
An environmentally benign procedure for the hydrogenation of unprotected indoles is described. The hydrogenation reaction is catalyzed by Pt/C and activated by p-toluenesulfonic acid in water as a solvent. The efficacy of the method is illustrated by the hydrogenation of

Protocols

HPLC Analysis of p-Toluenesulfonic Acid (PTSA) and Pyrimethamine on SeQuant® ZIC-HILIC

Separation of p-Toluenesulfonic acid (PTSA); Pyrimethamine

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