(ethanesulfonyl)benzene

• ChemBase ID: 8789
• Molecular Formular: C8H10O2S
• Molecular Mass: 170.2288
• Monoisotopic Mass: 170.04015056
• SMILES: c1cccc(c1)S(=O)(=O)CC
• Canonical SMILES: CCS(=O)(=O)c1ccccc1
• InChI: InChI=1S/C8H10O2S/c1-2-11(9,10)8-6-4-3-5-7-8/h3-7H,2H2,1H3
• InChIKey: VBQUDDWATQWCPP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (ethanesulfonyl)benzene
• IUPAC Traditional name: ethyl phenyl sulfone
• Synonyms: Ethyl phenyl sulfone; Ethyl phenyl sulfone; (Ethylsulphonyl)benzene; Ethyl phenyl sulphone; 乙基苯基砜

Database IDs

• CAS Number: 599-70-2
• EC Number: 209-972-2
• MDL Number: MFCD00025081
• Beilstein Number: 2045095
• PubChem SID: 24879679; 160972096
• PubChem CID: 69032

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.3225515
• LogD (pH = 7.4): 1.3225515
• Log P: 1.3225515
• Molar Refractivity: 44.7272 cm^3
• Polarizability: 18.1461 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 35-40 °C(lit.); 35-44°C; 40-42°C; 40-44°C
• Boiling Point: 103°C/0.75mm
• Flash Point: 110 °C; 110°C; 230 °F
• Density: 1.14

Safety Information

• Storage Warning: Irritant
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... LOC129293(129293)

Product Information

• Purity: 97%; 98%; 98+%
• Linear Formula: C6H5SO2CH2CH3

DETAILS

Sigma Aldrich - 557560

Packaging
5 g in glass bottle

REFERENCES

• 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. mesylate, and elimination/desulfurative reduction with sodium amalgam provides a stereospecific route to (E)-alkenes (the Julia olefination reaction): Tetrahedron Lett., 4833 (1973); J. Chem. Soc., Perkin 1, 829 (1978):