[(E)-2-cyclopentylethenyl]boronic acid

• ChemBase ID: 165242
• Molecular Formular: C7H13BO2
• Molecular Mass: 139.98792
• Monoisotopic Mass: 140.10086006
• SMILES: C1CC(CC1)/C=C/B(O)O
• Canonical SMILES: OB(/C=C/C1CCCC1)O
• InChI: InChI=1S/C7H13BO2/c9-8(10)6-5-7-3-1-2-4-7/h5-7,9-10H,1-4H2/b6-5+
• InChIKey: REDSVDRKHXLRKC-AATRIKPKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(E)-2-cyclopentylethenyl]boronic acid
• IUPAC Traditional name: (E)-2-cyclopentylethenylboronic acid
• Synonyms: [(1E)-2-Cyclopentylethenyl]boronic Acid; (E)-(2-Cyclopentylethenyl)boronic Acid

Database IDs

• CAS Number: 161282-93-5
• PubChem SID: 162259375
• PubChem CID: 45038753

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.9253
• LogD (pH = 7.4): 1.9253
• Log P: 1.9253
• Molar Refractivity: 36.8344 cm^3
• Polarizability: 15.875266 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 70-72°C

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - C988530

Used in the Suzuki-Miyaura cross-coupling reaction.

REFERENCES

• Jacobson, K., et al.: J. Med. Chem., 35, 407 (1992)