cyclohexylboronic acid

• ChemBase ID: 10033
• Molecular Formular: C6H13BO2
• Molecular Mass: 127.97722
• Monoisotopic Mass: 128.10086006
• SMILES: C1(CCCCC1)B(O)O
• Canonical SMILES: OB(C1CCCCC1)O
• InChI: InChI=1S/C6H13BO2/c8-7(9)6-4-2-1-3-5-6/h6,8-9H,1-5H2
• InChIKey: XDRVAZAFNWDVOE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyclohexylboronic acid
• IUPAC Traditional name: cyclohexylboronic acid
• Synonyms: Cyclohexylboronic acid; Cyclohexylboronic acid; cyclohexylboranediol; Cyclohexylboronicacid; 环己基硼酸

Database IDs

• CAS Number: 4441-56-9
• MDL Number: MFCD01311824
• PubChem SID: 24879564; 160973340
• PubChem CID: 199578

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.757588
• LogD (pH = 7.4): 1.7412764
• Log P: 1.7578
• Molar Refractivity: 31.6151 cm^3
• Polarizability: 14.275076 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• Acid pKa: 8.8089285

PROPERTIES

Physical Property

• Hydrophobicity(logP): 1.717

Safety Information

• Storage Warning: IRRITANT
• RTECS: GU7171000
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C6H13BO2

DETAILS

Sigma Aldrich - 556580

Packaging
5, 10 g in glass bottle
Application
Reactant involved in:
• HF-free synthesis of tetrabutylammonium trifluoroborates1
• Cross-coupling with aromatic amines2
• Suzuki cross-coupling reactions3
• Arylation and alkylation of diphenylisoxazole4