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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.)

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

Warning

Hazard Statements

H290,H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Met. Corr. 1 - Skin Irrit. 2 - 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
BCCM3634
BCCM0236
BCCM3636
BCCL3865
BCCL3866

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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)
Zhiqiang Ji et al.
Inorganic chemistry, 49(4), 1337-1346 (2010-01-23)
Two back-to-back terpyridine ligands using fluorenyl as bridging group (1-L and 2-L) and their corresponding dinuclear platinum(II) complexes (1 and 2) were synthesized and characterized. Their electronic absorption, photoluminescence, and the triplet transient difference absorption were systematically investigated. Both ligands
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
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
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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