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571350 Sigma-Aldrich

1-Phenylvinylboronic acid

95%

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

  • CAS Number 14900-39-1

  • Linear Formula C6H5C=CH2B(OH)2

  • Molecular Weight 147.97

  •  MDL number MFCD01074578

  •  PubChem Substance ID 24880629

  •  NACRES NA.22

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Properties

Related Categories Alkenyl Boronic Acids, Boronic Acids, Boronic Acids and Derivatives, Chemical Synthesis, Organometallic Reagents More...
Quality Level   100
assay   95%
mp   125 °C (dec.) (lit.)
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

Packaging

1, 5 g in glass bottle

Other Notes

Contains varying amounts of anhydride

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

Boronic Acids - ChemFiles 2007

Most boronic acids readily undergo dehydration reactions to give a cyclic (trimer) anhydride. Our selection of boronic acids may contain varying amounts of this cyclic anhydride. Fortunately, the aci...
ChemFiles 2007, 7.7, 3.
Keywords: Coupling reactions, Dehydration reaction, Suzuki coupling

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