[7-(dihydroxyboranyl)-9,9-dihexyl-9H-fluoren-2-yl]boronic acid

• ChemBase ID: 151709
• Molecular Formular: C25H36B2O4
• Molecular Mass: 422.17294
• Monoisotopic Mass: 422.27997043
• SMILES: B(c1ccc2c(c1)C(c1c2ccc(c1)B(O)O)(CCCCCC)CCCCCC)(O)O
• Canonical SMILES: CCCCCCC1(CCCCCC)c2cc(ccc2c2c1cc(cc2)B(O)O)B(O)O
• InChI: InChI=1S/C25H36B2O4/c1-3-5-7-9-15-25(16-10-8-6-4-2)23-17-19(26(28)29)11-13-21(23)22-14-12-20(27(30)31)18-24(22)25/h11-14,17-18,28-31H,3-10,15-16H2,1-2H3
• InChIKey: QFWOJNOZWMHNTK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [7-(dihydroxyboranyl)-9,9-dihexyl-9H-fluoren-2-yl]boronic acid
• IUPAC Traditional name: 7-(dihydroxyboranyl)-9,9-dihexylfluoren-2-ylboronic acid
• Synonyms: 9,9-Dihexylfluorene-2,7-diboronic acid; 9,9-二己基芴-2,7-二硼酸

Database IDs

• CAS Number: 203927-98-4
• MDL Number: MFCD03427279
• PubChem SID: 24880291; 162245859
• PubChem CID: 4524285

CALCULATED PROPERTIES

• Acid pKa: 8.430714
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 7.6776934
• LogD (pH = 7.4): 7.638888
• Log P: 7.6782
• Molar Refractivity: 129.4925 cm^3
• Polarizability: 50.88384 Å^3
• Polar Surface Area: 80.92 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95%
• Linear Formula: C6H3B(OH)2C(CH2CH2CH2CH2CH2CH3)2C6H3B(OH)2

DETAILS

Sigma Aldrich - 566330

Other Notes
May contain varying amounts of anhydrides
Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Rhodium-catalyzed hydroarylation1
• Molecular bridging of silicon nanogaps2
• Preparation of boronate ester coordinated polymer and macrocycle for sensing and storing of benzene3
• Synthesis of light-emitting carbazole-based copolymers bearing cyano-substituted arylenevinylene chromophore4
• Rhodium-catalyzed arylation5