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T35920

Sigma-Aldrich

p-Toluenesulfonic acid monohydrate

ReagentPlus®, ≥98%

Synonym(s):

4-Methylbenzenesulfonic acid monohydrate, 4-Toluenesulfonic acid monohydrate, PTSA monohydrate, TsOH monohydrate

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About This Item

Linear Formula:
CH3C6H4SO3H · H2O
CAS Number:
6192-52-5
Molecular Weight:
190.22
Beilstein:
3568023
EC Number:
203-180-0
MDL number:
MFCD00142137
UNSPSC Code:
12352100
PubChem Substance ID:
57654665
NACRES:
NA.21

vapor density

5.9 (vs air)

Quality Level

200

product line

ReagentPlus®

Assay

≥98%

mp

103-106 °C (lit.)

functional group

tosylate

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.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H290,H314,H335

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1C - STOT SE 3

Target Organs

Respiratory system

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP7259
BCCG7107
MKCQ1872
BCCG3978
BCCG3977

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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
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
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
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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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