571350

1-Phenylvinylboronic acid

95%

• Synonym(s): α-Methylene-α-tolueneboronic acid, α-Phenyl vinylboronic acid, (1-Phenylethenyl)boronic acid, Styrene α-boronic acid
• Linear Formula: C₆H₅C=CH₂B(OH)₂
• CAS Number: 14900-39-1
• Molecular Weight: 147.97
• MDL number: MFCD01074578
• UNSPSC Code: 12352103
• PubChem Substance ID: 24880629
• NACRES: NA.22

Properties

• Quality Level: 100
• Assay: 95%
• mp: 125 °C (dec.) (lit.)
• functional group: phenyl
• storage temp.: 2-8°C
• SMILES string: OB(O)C(=C)c1ccccc1
• InChI: 1S/C8H9BO2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-6,10-11H,1H2
• InChI key: YJCPVMYUISTDKG-UHFFFAOYSA-N

Description

Application

Reactant involved in:

• Halogenation of alkynes for preparation of enol esters
• Liebeskind-Srogl cross-coupling
• Homocoupling of arylboronic acids for synthesis of biaryls
• Iterative cross-coupling of boronate building blocks
• Enantioselective hydrogenation of hydroxyphenyl styrenes
• Samarium diiodide-mediated cyclization for synthesis of substituted benzannulated cyclooctanol derivatives
• Suzuki-Miyaura cross-coupling for synthesis of C-6-substituted uridine phosphonates

Other Notes

Contains varying amounts of anhydride

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves