[(E)-2-cyclohexylethenyl]boronic acid

• ChemBase ID: 139616
• Molecular Formular: C8H15BO2
• Molecular Mass: 154.0145
• Monoisotopic Mass: 154.11651012
• SMILES: B(/C=C/C1CCCCC1)(O)O
• Canonical SMILES: OB(/C=C/C1CCCCC1)O
• InChI: InChI=1S/C8H15BO2/c10-9(11)7-6-8-4-2-1-3-5-8/h6-8,10-11H,1-5H2/b7-6+
• InChIKey: FBRJOMMIILHLCG-VOTSOKGWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(E)-2-cyclohexylethenyl]boronic acid
• IUPAC Traditional name: (E)-2-cyclohexylethenylboronic acid
• Synonyms: (E)-(2-Cyclohexylvinyl)boronic acid; trans-(2-Cyclohexylethenyl)boronic acid; trans-(2-Cyclohexylvinyl)boronic acid; 反式-(2-环己基乙烯基)硼酸

Database IDs

• CAS Number: 37490-33-8
• MDL Number: MFCD01074615
• PubChem SID: 162233864; 24881621
• PubChem CID: 6031024

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.3216
• LogD (pH = 7.4): 2.3216
• Log P: 2.3216
• Molar Refractivity: 41.4354 cm^3
• Polarizability: 17.718325 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 106-111 °C(lit.)

Safety Information

• 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%
• Empirical Formula (Hill Notation): C8H15BO2

DETAILS

Sigma Aldrich - 596256

Other Notes
Contains varying amounts of anhydride
Packaging
1, 10 g in glass bottle
Application
Reactant for:
• Pd-catalyzed coupling reactions1
• Chiral palladacycle-catalyzed asymmetric ring-opening reaction2
• Asymmetric Suzuki-Miyaura coupling3