(10-bromoanthracen-9-yl)boronic acid

• ChemBase ID: 139453
• Molecular Formular: C14H10BBrO2
• Molecular Mass: 300.943
• Monoisotopic Mass: 299.99572196
• SMILES: B(c1c2ccccc2c(c2c1cccc2)Br)(O)O
• Canonical SMILES: OB(c1c2ccccc2c(c2c1cccc2)Br)O
• InChI: InChI=1S/C14H10BBrO2/c16-14-11-7-3-1-5-9(11)13(15(17)18)10-6-2-4-8-12(10)14/h1-8,17-18H
• InChIKey: FAVOIVPFJSKYBE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (10-bromoanthracen-9-yl)boronic acid
• IUPAC Traditional name: 10-bromoanthracen-9-ylboronic acid
• Synonyms: 10-bromoanthracene-9-boronic acid; 10-Bromoanthracen-9-boronic acid; 9-Bromoanthracen-10-boronic acid; 9-Bromoanthracene-10-boronic acid; 10-Bromoanthracene-9-boronic acid; 10-溴蒽-9-硼酸

Database IDs

• CAS Number: 641144-16-3
• MDL Number: MFCD06411293
• PubChem SID: 162233701; 24881600
• PubChem CID: 16217487

CALCULATED PROPERTIES

• Acid pKa: 8.430228
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 4.435493
• LogD (pH = 7.4): 4.397469
• Log P: 4.436
• Molar Refractivity: 71.1267 cm^3
• Polarizability: 31.19602 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 165-169 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• 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

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C14H10BBrO2

DETAILS

Sigma Aldrich - 595756

Packaging
10 g in glass bottle
Application
Reactant for:
• Suzuki cross-coupling reactions1
• Palladium-catalyzed 1,4-addition reactions2