CAS 3112-85-4|sulfone, phenyl, methyl-|Methyl phenyl sulfone|methanesulfonylbenzene|Methyl phenyl sulfone|甲基苯基砜|Methyl phenyl sulphone|(Methylsulphonyl)benzene

General Information

Structure

Molecular Formula

C₇H₈O₂S

Molecular Mass

156.20222

Exact Mass

156.0245005

Charge

InChI

InChI=1S/C7H8O2S/c1-10(8,9)7-5-3-2-4-6-7/h2-6H,1H3

InChIKey

JCDWETOKTFWTHA-UHFFFAOYSA-N

Canonic Smiles

CS(=O)(=O)c1ccccc1

Isomeric Smiles

CS(=O)(=O)c1ccccc1

Calculated Properties

JChem

Acid pKa

19.698997

H Acceptors

H Donor

LogD (pH = 5.5)

0.81355435

LogD (pH = 7.4)

0.81355435

Log P

0.81355435

Molar Refractivity

40.0616

Polarizability

16.307894

Polar Surface Area

34.14

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Names and Identifiers

Synonyms

Methyl phenyl sulfone甲基苯基砜Methyl phenyl sulfoneMethyl phenyl sulphone(Methylsulphonyl)benzene

IUPAC Traditional name

sulfone, phenyl, methyl-

IUPAC name

methanesulfonylbenzene

Names and Identifiers

Registration numbers

PubChem SID

PubChem CID

EC Number

CAS Number

MDL Number

Beilstein Number

Registration numbers

Properties

Product Information

Purity

98%

≥98.0% (GC)

98+%

Linear Formula

CH3SO2C6H5

Physical Property

Melting Point

86-88°C

85-87°C

85-87 °C

85-88°C

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Sigma Aldrich

68742

Other Notes
Versatile building block for the construction of diverse functionalities1,2,3,4
Packaging
10 g in glass bottle

Molecule Details

References

PubChem Literature

From Data Sources

• Adds to aldehydes and ketones in the presence of base, e.g. n-BuLi, to give ?-hydroxy sulfones. Conversion of the OH to, e.g. to mesylate, and elimination/desulfurative reduction with sodium amalgam provides a 1-substitued or 1,1-disubstituted alkene by the Julia olefination reaction: Tetrahedron Lett., 4833 (1973); J. Chem. Soc., Perkin 1, 829 (1978). For reaction scheme, see Ethyl phenyl sulfone, A10710. The adducts with aldehydes can also be rearranged to give the dimethyl acetals of the homologous aldehydes: J. Chem. Soc., Perkin 1, 1646 (1978). Reaction with acyl halides gives ?-keto sulfones: J. Org. Chem., 53, 906 (1988).

• Factors governing the selective alkylation have been studied. Lithium bases favor dialkylation. For monoalkylation, a potassium base, e.g. KH in THF, should be used: J. Org. Chem., 55, 2234 (1990).

References

Bioactivity

PubChem BioAssay

Bioactivity