N-(phenylmethylidene)benzenesulfonamide

• ChemBase ID: 156697
• Molecular Formular: C13H11NO2S
• Molecular Mass: 245.29694
• Monoisotopic Mass: 245.0510496
• SMILES: c1ccc(cc1)/C=N/S(=O)(=O)c1ccccc1
• Canonical SMILES: O=S(=O)(c1ccccc1)/N=C/c1ccccc1
• InChI: InChI=1S/C13H11NO2S/c15-17(16,13-9-5-2-6-10-13)14-11-12-7-3-1-4-8-12/h1-11H
• InChIKey: MPNRJEPBAYEQBY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(phenylmethylidene)benzenesulfonamide
• IUPAC Traditional name: N-(phenylmethylidene)benzenesulfonamide
• Synonyms: N-Benzylidenebenzenesulfonamide

Database IDs

• CAS Number: 13909-34-7
• MDL Number: MFCD00011587
• Beilstein Number: 1964884
• PubChem SID: 24848170; 162250834; 24858166
• PubChem CID: 9602006

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.8444774
• LogD (pH = 7.4): 2.8444796
• Log P: 2.8444796
• Molar Refractivity: 67.815 cm^3
• Polarizability: 26.60709 Å^3
• Polar Surface Area: 46.5 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 78-81 °C; 78-81 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (HPLC); 97%
• Grade: purum
• Linear Formula: C6H5SO2N=CHC6H5

DETAILS

Sigma Aldrich - 13465

Other Notes
Starting material for the synthesis of the unstable 3-phenyl-2-(phenylsulfonyl)oxaziridine (Davis′ reagent) with oxone 1; This oxaziridine is used in many hydroxylation, epoxidation and other oxidation reactions 2,3

Sigma Aldrich - 301108

Packaging
5 g in glass bottle