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89762

Sigma-Aldrich

p-Toluenesulfonic acid monohydrate

≥98.0% (T), ≥98.0% (HPLC)

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About This Item

Linear Formula:
CH3C6H4SO3H · H2O
CAS Number:
6192-52-5
Molecular Weight:
190.22
Beilstein:
3568023
MDL number:
MFCD00142137
UNSPSC Code:
12352100
PubChem Substance ID:
329769532

vapor density

5.9 (vs air)

Assay

≥98.0% (HPLC)
≥98.0% (T)

form

solid

impurities

8-12% water

mp

100-104 °C
103-106 °C (lit.)

solubility

H2O: 1 g/10 mL, clear, colorless

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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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
BCBN4892V
BCBM8419V
BCBK4813V
BCBK4812V
BCBM2575V

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The crystal and molecular structure of 4-methyl sulfonic acid (p-toluenesulfonic acid) monohydrate, C7H8SO3-. H3O+, an oxonium salt.
Arora SK and Sundaralingam M.
Acta Crystallographica Section B, Structural Science, 27(7), 1293-1298 (1971)
Makoto Ueno et al.
The Journal of organic chemistry, 68(16), 6424-6426 (2003-08-05)
alpha-Tosyloxyketones and alpha-tosyloxyaldehydes were directly prepared from alcohols by treatment with iodosylbenzene and p-toluenesulfonic acid monohydrate in good yields. This method can be used for the direct preparation of thiazoles, imidazoles, and imidazo[1,2-a]pyridines from alcohols in good to moderate yields
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)
Solvent-Free Reductive Amination: An Organic Chemistry Experiment.
Goldstein SW and Cross AV.
Journal of Chemical Education (2015)
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)
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