dibutyl ethenylboronate

• ChemBase ID: 140230
• Molecular Formular: C10H21BO2
• Molecular Mass: 184.08354
• Monoisotopic Mass: 184.16346031
• SMILES: B(C=C)(OCCCC)OCCCC
• Canonical SMILES: CCCCOB(OCCCC)C=C
• InChI: InChI=1S/C10H21BO2/c1-4-7-9-12-11(6-3)13-10-8-5-2/h6H,3-5,7-10H2,1-2H3
• InChIKey: JQKJEPJLCSCBGW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dibutyl ethenylboronate
• IUPAC Traditional name: dibutyl ethenylboronate
• Synonyms: Vinylboronic acid dibutyl ester; VINYLBORONIC ACID DIBUTYL ESTER; 乙烯基硼酸二丁酯

Database IDs

• CAS Number: 6336-45-4
• MDL Number: MFCD00050049
• PubChem SID: 24880423; 162234474
• PubChem CID: 236543

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.4293
• LogD (pH = 7.4): 4.4293
• Log P: 4.4293
• Molar Refractivity: 51.3233 cm^3
• Polarizability: 22.290867 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 35-40 °C/0.1 atm(lit.)
• Flash Point: 152.6 °F; 67 °C
• Density: 0.835 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.4180(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38-43
• Safety Statements: 26-36/37
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H317-H319-H335
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: 97%; 98%
• Contains: 2-3 wt. % phenothiazine as stabilizer (prevents polymerizing)
• Linear Formula: H2C=CHB(OCH2CH2CH2CH3)2

DETAILS

Sigma Aldrich - 568147

Application
Used as a vinylation reagent and in Suzuki coupling reactions.1,2
Packaging
1, 5 g in glass bottle