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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
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)
G Shanmugam et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 95, 177-183 (2012-05-29)
Bulk crystals of newly identified organic nonlinear optical material 4-methylanilinium p-toluenesulfonate (PMPT) were grown by slow evaporation solution growth method using ethanol as a solvent. It crystallizes in monoclinic system with a noncentrosymmetric space group P2(1). The formation of the
Mild C-H halogenation of anilides and the isolation of an unusual palladium(I)-palladium(II) species.
Robin B Bedford et al.
Angewandte Chemie (International ed. in English), 50(24), 5524-5527 (2011-05-14)
Pei Liu et al.
Organic & biomolecular chemistry, 10(24), 4696-4698 (2012-05-18)
A convenient one-pot Mannich-type-cyclization-oxidation tandem process has been developed for the synthesis of 1,3,5-trisubstituted pyrazoles derivatives from aldehydes, hydrazines and alkynes using p-toluenesulfonic acid monohydrate (PTSA) as a multifunctional catalyst. This method provides a flexible and rapid route to 1,3,5-trisubstituted
Hans H Adomat et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 902, 84-95 (2012-07-24)
Androgens are key mediators of prostate development and function, a role that extends to the development of prostate diseases such as benign prostatic hyperplasia (BPH) and prostate cancer. In prostate, DHT is the major androgen and reduction and glucuronidation are
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