2-(benzenesulfonyl)-1-phenylethan-1-one

• ChemBase ID: 9749
• Molecular Formular: C14H12O3S
• Molecular Mass: 260.30828
• Monoisotopic Mass: 260.05071524
• SMILES: O=C(CS(=O)(=O)c1ccccc1)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)CS(=O)(=O)c1ccccc1
• InChI: InChI=1S/C14H12O3S/c15-14(12-7-3-1-4-8-12)11-18(16,17)13-9-5-2-6-10-13/h1-10H,11H2
• InChIKey: DREVPGKOIZVPQV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(benzenesulfonyl)-1-phenylethan-1-one
• IUPAC Traditional name: 2-(benzenesulfonyl)-1-phenylethanone
• Synonyms: 2-(Phenylsulfonyl)acetophenone; α-PHENYLSULFONYLACETOPHENONE; 2-(Benzenesulfonyl)acetophenone; Phenacyl phenyl sulfone; 2-(Phenylsulfonyl)acetophenone; 2-(苯基磺酰)苯乙酮

Database IDs

• CAS Number: 3406-03-9
• EC Number: 222-292-0
• MDL Number: MFCD00025043
• Beilstein Number: 1879574
• PubChem SID: 160973056
• PubChem CID: 76949

CALCULATED PROPERTIES

• Acid pKa: 11.59749
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.5023441
• LogD (pH = 7.4): 2.502317
• Log P: 2.5023444
• Molar Refractivity: 69.7143 cm^3
• Polarizability: 27.790384 Å^3
• Polar Surface Area: 51.21 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 92-96°C; 93-95°C

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false; 否

Product Information

• Purity: 99%

DETAILS

MP Biomedicals - 05211806

MP Biomedicals Rare Chemical collection

REFERENCES

• ?-Keto sulfones can be metallated, e.g. with NaH or LDA. K₂CO₃ in DMF is also effective, e.g. in dialkylation with 1,2-dibromoethane to give a cyclopropane derivative: Synth. Commun., 18, 1433 (1988). The product can be cleaved to the sulfur-free cyclopropyl ketone with Raney nickel.