cyclobutylboronic acid

• ChemBase ID: 90434
• Molecular Formular: C4H9BO2
• Molecular Mass: 99.92406
• Monoisotopic Mass: 100.06955993
• SMILES: B(C1CCC1)(O)O
• Canonical SMILES: OB(C1CCC1)O
• InChI: InChI=1S/C4H9BO2/c6-5(7)4-2-1-3-4/h4,6-7H,1-3H2
• InChIKey: MIUALDDWOKMYDA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyclobutylboronic acid
• IUPAC Traditional name: cyclobutylboronic acid
• Synonyms: Cyclobutaneboronic acid; Cyclobutylboronic acid; Cyclobutylboronic acid; 环丁基硼酸

Database IDs

• CAS Number: 849052-26-2
• MDL Number: MFCD06798108
• PubChem SID: 162077242; 24883473
• PubChem CID: 16217845

CALCULATED PROPERTIES

• Acid pKa: 8.8089285
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.964988
• LogD (pH = 7.4): 0.9486764
• Log P: 0.9652
• Molar Refractivity: 22.4131 cm^3
• Polarizability: 10.598332 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 118-123 °C(lit.); 118-123°C

Safety Information

• Storage Warning: Irritant/Store under -20°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥95.0%; 95+%; 98%
• Empirical Formula (Hill Notation): C4H9BO2

DETAILS

Sigma Aldrich - 646598

Packaging
2 g in glass bottle
500 mg in glass bottle
Application

• Reagent used in palladium-catalyzed arylation and alkylation of diphenylisoxazole with boronic acids via C-H activated isoxazole palladacycle intermediate
• Reagent used in the preparation of cyclobutyl arenes and heteroarenes via palladium catalyzed Suzuki-Miyaura cross-coupling reaction of potassium cyclobutyltrifluoroborate intermediate with aryl and heteroaryl chlorides