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Merck

392391

Sigma-Aldrich

Di-p-tolyl sulfone

99%

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About This Item

Fórmula lineal:
(CH3C6H4)2SO2
Número de CAS:
Peso molecular:
246.32
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

99%

form

solid

mp

158-160 °C (lit.)

solubility

chloroform: soluble 25 mg/mL, clear, colorless to yellow

SMILES string

Cc1ccc(cc1)S(=O)(=O)c2ccc(C)cc2

InChI

1S/C14H14O2S/c1-11-3-7-13(8-4-11)17(15,16)14-9-5-12(2)6-10-14/h3-10H,1-2H3

InChI key

WEAYCYAIVOIUMG-UHFFFAOYSA-N

General description

Di-p-tolyl sulfone is a di-p-substituted diaryl sulfone. Its synthesis by the sulfonylation of toluene with p-toluenesulfonic acid (TsOH) in the presence of polystyrene supported aluminium triflate (Ps-Al(OTf)3) catalyst has been reported along with its NMR and IR spectra. The gas-phase heats of formation of di-p-tolyl sulfone has been studied. The kinetics and thermodynamics of sulphuric acid assisted cleavage of di-p-tolyl sulfone has been invesitigated.

Application

Di-p-tolyl sulfone may be used in the synthesis of isomeric p-tolylpyridines (α , β and γ ) by photochemical decomposition.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Studies in the thermochemistry of sulphones. Part 6.-Heats of combustion, fusion, vaporization and atomization of six aromatic and two allylic sulphones.
Mackle H and O'Hare PAG.
Transactions of the Faraday Society, 57, 1521-1526 (1961)
Kinetics and thermodynamics of sulfuric acid-mediated cleavage of substituted diaryl sulfones.
Ward RS, et al.
Journal of Surfactants and Detergents, 4(2), 185-190 (2001)
Polystyrene Supported Al (OTf)3: a Stable, Efficient, Selective, and Reusable Catalyst for Sulfonylation of Arenes with Sulfonic Acids.
Boroujeni, KP.
Bull. Korean Chem. Soc., 31(7), 1887-1890 (2010)
Kazumasa Okamoto et al.
Scientific reports, 10(1), 19823-19823 (2020-11-15)
Dimer radical ions of aromatic molecules in which excess charge is localized in a pair of rings have been extensively investigated. While dimer radical cations of aromatics have been previously produced in the condensed phase, the number of molecules that
Para tolylation of pyridine by photolysis of di-p-tolyl sulfone and related compounds.
Nakabayashi T, et al.
Bulletin of the Chemical Society of Japan, 50(9), 2491-2492 (1977)

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