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392391

Sigma-Aldrich

Di-p-tolyl sulfone

99%

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About This Item

Linear Formula:
(CH3C6H4)2SO2
CAS Number:
Molecular Weight:
246.32
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

99%

form

solid

mp

158-160 °C (lit.)

solubility

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

functional group

sulfone

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
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

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