[(benzenesulfonyl)methyl]benzene

• ChemBase ID: 108516
• Molecular Formular: C13H12O2S
• Molecular Mass: 232.29818
• Monoisotopic Mass: 232.05580062
• SMILES: O=S(=O)(Cc1ccccc1)c1ccccc1
• Canonical SMILES: O=S(=O)(c1ccccc1)Cc1ccccc1
• InChI: InChI=1S/C13H12O2S/c14-16(15,13-9-5-2-6-10-13)11-12-7-3-1-4-8-12/h1-10H,11H2
• InChIKey: FABCMLOTUSCWOR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(benzenesulfonyl)methyl]benzene; phenylmethanesulfonylbenzene
• IUPAC Traditional name: benzyl phenyl sulfone; phenylmethanesulfonylbenzene
• Synonyms: BENZYL PHENYL SULFONE; Benzyl phenyl sulfone; (Benzylsulfonyl)benzene; 苄基苯基砜

Database IDs

• CAS Number: 3112-88-7
• EC Number: 221-477-3
• MDL Number: MFCD00025040
• Beilstein Number: 2049938
• PubChem SID: 162106164
• PubChem CID: 76561

CALCULATED PROPERTIES

• Acid pKa: 17.817692
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.6902168
• LogD (pH = 7.4): 2.6902168
• Log P: 2.6902168
• Molar Refractivity: 64.5912 cm^3
• Polarizability: 25.898087 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 147-150°C

Safety Information

• RTECS: WR2700000
• TSCA Listed: 否

Product Information

• Purity: 95+%; 98+%

DETAILS

MP Biomedicals - 05207669

MP Biomedicals Rare Chemical collection

REFERENCES

• Active methylene compound: the lithio-derivative reacts with carbonyl compounds to give vinyl sulfones which can be reductively cleaved, e.g. with Al amalgam, to alkenes, in a reaction analogous to the Julia olefination (see Ethyl phenyl sulfone, A10710): J. Chem. Soc., Chem. Commun., 351 (1973). Reaction with an aldehyde in the presence of n-BuLi, followed by LiHMDS, provides a one-pot double elimination route to acetylenes: Chem. Eur. J., 5, 1355 (1999). For use in a cyclopropane synthesis, see Ethyl 4-bromocrotonate, A10371.