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570214

Sigma-Aldrich

trans-2-Phenylvinylboronic acid pinacol ester

Synonym(s):

(E)-4,4,5,5-Tetramethyl-2-(2-phenylvinyl)-1,3,2-dioxaborolane, (E)-4,4,5,5-Tetramethyl-2-styryl-1,3,2-dioxaborolane, 4,4,5,5-Tetramethyl-2-((E)-2-phenylethenyl)-1,3,2-dioxaborolane, trans-2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)styrene, trans-2-Styreneboronic acid pinacol ester

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About This Item

Linear Formula:
C6H5CH=CHBO2C2(CH3)4
CAS Number:
Molecular Weight:
230.11
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

mp

27-33 °C (lit.)

Quality Level

SMILES string

[H]\C(B1OC(C)(C)C(C)(C)O1)=C(\[H])c2ccccc2

InChI

1S/C14H19BO2/c1-13(2)14(3,4)17-15(16-13)11-10-12-8-6-5-7-9-12/h5-11H,1-4H3/b11-10+

InChI key

ARAINKADEARZLZ-ZHACJKMWSA-N

Application

Reactant for:
  • Oxidative coupling reactions catalyzed by areneruthenium
  • Cycloaddition reactions
  • Preparation of allyl vinyl ethers via Cu-catalyzed coupling with alcohols
  • Preparation of 5-vinyl-3-pyridinecarbonitriles as PKCθ inhibitors
  • Diastereoselective addition to zincated hydrazones and stereospecific trapping of boron/zinc bimetallic intermediates by carbon electrophiles
  • Regioselective and stereoselective Pd-catalyzed chelate-controlled intermolecular oxidative Heck reactions

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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