2,2-diphenyl-2H-1,3λ4,2-benzodioxaborinin-3-ylium-2-uide

• ChemBase ID: 156635
• Molecular Formular: C19H15BO2
• Molecular Mass: 286.1322
• Monoisotopic Mass: 286.11651012
• SMILES: [B-]1(Oc2ccccc2C=[O+]1)(c1ccccc1)c1ccccc1
• Canonical SMILES: c1ccc(cc1)[B-]1([O+]=Cc2c(O1)cccc2)c1ccccc1
• InChI: InChI=1S/C19H15BO2/c1-3-10-17(11-4-1)20(18-12-5-2-6-13-18)21-15-16-9-7-8-14-19(16)22-20/h1-15H
• InChIKey: KCAFJFCATBRIMJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-diphenyl-2H-1,3λ^4,2-benzodioxaborinin-3-ylium-2-uide
• IUPAC Traditional name: 2,2-diphenyl-2H-1,3λ^4,2-benzodioxaborinin-3-ylium-2-uide
• Synonyms: (2-Hydroxybenzaldehydato-O,O′)diphenylboron; 2,2-Diphenylbenzo[d][3,1,2]oxaoxoniaboratin; DOOB; 2,2-Diphenyl-1-oxa-3-oxonia-2-boratanaphthalene

Database IDs

• CAS Number: 59911-25-0
• MDL Number: MFCD01863024
• PubChem SID: 162250772; 24867010
• PubChem CID: 4141519

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.6047
• LogD (pH = 7.4): 3.6047
• Log P: 3.6047
• Molar Refractivity: 96.0291 cm^3
• Polarizability: 34.35946 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 143-145 °C

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: ≥97.0% (T)
• Grade: puriss.
• Empirical Formula (Hill Notation): C19H15BO2

DETAILS

Sigma Aldrich - 43135

Other Notes
Derivatizing reagent for amines and fluorometric detection in HPLC1,2,3