(4-bromonaphthalen-1-yl)boronic acid

• ChemBase ID: 141590
• Molecular Formular: C10H8BBrO2
• Molecular Mass: 250.88432
• Monoisotopic Mass: 249.9800719
• SMILES: B(c1ccc(c2c1cccc2)Br)(O)O
• Canonical SMILES: OB(c1ccc(c2c1cccc2)Br)O
• InChI: InChI=1S/C10H8BBrO2/c12-10-6-5-9(11(13)14)7-3-1-2-4-8(7)10/h1-6,13-14H
• InChIKey: DKKOMUVRCPKTFX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4-bromonaphthalen-1-yl)boronic acid
• IUPAC Traditional name: 4-bromonaphthalen-1-ylboronic acid
• Synonyms: 1-Bromonaphthalene-4-boronic acid; (4-Bromonaphthalen-1-yl)boronic acid; 4-Bromo-1-naphthaleneboronic acid; (4-溴萘-1-基)硼酸; 4-溴-1-萘硼酸

Database IDs

• CAS Number: 145965-14-6
• MDL Number: MFCD08701764
• PubChem SID: 162235824
• PubChem CID: 23005424

CALCULATED PROPERTIES

• Acid pKa: 8.577439
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.4334388
• LogD (pH = 7.4): 3.4060025
• Log P: 3.4338
• Molar Refractivity: 54.6765 cm^3
• Polarizability: 23.721525 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 230-260 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• 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

Product Information

• Empirical Formula (Hill Notation): C10H8BBrO2

DETAILS

Sigma Aldrich - 696595

General description
May contain varying amounts of anhydride
Packaging
1 g in glass bottle
Application
Reactant for:
• Preparation of 3,5-substituted enones via Suzuki coupling1
• Copper catalyzed oxidative cross-coupling2
• Microwave-assisted synthesis of ethynylarylboronates3