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571350

Sigma-Aldrich

1-Phenylvinylboronic acid

95%

Synonym(s):

α-Methylene-α-tolueneboronic acid, α-Phenyl vinylboronic acid, (1-Phenylethenyl)boronic acid, Styrene α-boronic acid

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About This Item

Linear Formula:
C6H5C=CH2B(OH)2
CAS Number:
Molecular Weight:
147.97
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

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

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

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

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