cyclopentylboronic acid

• ChemBase ID: 9956
• Molecular Formular: C5H11BO2
• Molecular Mass: 113.95064
• Monoisotopic Mass: 114.08520999
• SMILES: C1CCC(C1)B(O)O
• Canonical SMILES: OB(C1CCCC1)O
• InChI: InChI=1S/C5H11BO2/c7-6(8)5-3-1-2-4-5/h5,7-8H,1-4H2
• InChIKey: VTTDFSNKIMAQTB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyclopentylboronic acid
• IUPAC Traditional name: cyclopentylboronic acid
• Synonyms: Cyclopentylboronic acid; Cyclopentylboronic acid; 环戊基硼酸

Database IDs

• CAS Number: 63076-51-7
• MDL Number: MFCD01074541
• PubChem SID: 24881216; 160973263
• PubChem CID: 2734327

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 1.361288
• LogD (pH = 7.4): 1.3449764
• Log P: 1.3615
• Molar Refractivity: 27.0141 cm^3
• Polarizability: 12.435585 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

• Melting Point: 126 °C (dec.)(lit.)

Safety Information

• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95%; 95%; 97%; 98%
• Empirical Formula (Hill Notation): C5H11BO2

DETAILS

Sigma Aldrich - 588415

Analysis Note
Contains varying amounts of anhydride
Packaging
1, 10 g in glass bottle
Application
Reactant involved in:
• Cross coupling reactions with quinones1 or aromatic amines2
• Arylation and alkylation of diphenylisoxazole3
• Ruphos-mediated Suzuki cross coupling reactions4