E-PHENYLETHENYLBORONIC ACID

E-PHENYLETHENYLBORONIC ACID Basic information
Product Name:E-PHENYLETHENYLBORONIC ACID
Synonyms:trans-^b-Styrylboronic acid;trans-beta-Styrylboronic acid;RARECHEM AH PB 0201;TRANS-BETA-STYRENEBORONIC ACID;TRANS-B-STYRENEBORONIC ACID;TRANS-PHENYLETHENYLBORONIC ACID;TRANS-PHENYLVINYLBORONIC ACID;E-PHENYLETHENYLBORONIC ACID
CAS:6783-05-7
MF:C8H9BO2
MW:147.97
EINECS:
Product Categories:Boronic Acids;blocks;BoronicAcids;Alkenyl Boronic Acids;Boronic Acids and Derivatives;Chemical Synthesis;Organometallic Reagents;Alkenyl;Boronic Acids;Boronic Acids and Derivatives
Mol File:6783-05-7.mol
E-PHENYLETHENYLBORONIC ACID Structure
E-PHENYLETHENYLBORONIC ACID Chemical Properties
Melting point 146-156 °C(lit.)
Boiling point 315.9±35.0 °C(Predicted)
density 1.130±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Store in freezer, under -20°C
form Powder and/or Chunks
pka9.38±0.43(Predicted)
color Light yellow to beige
CAS DataBase Reference6783-05-7(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 37/39-26
WGK Germany 3
HazardClass IRRITANT
HS Code 29310099
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
E-PHENYLETHENYLBORONIC ACID Usage And Synthesis
Chemical PropertiesBrown granular powder
UsesReagent used for
  • Palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions
  • Rhodium (Rh)-catalyzed intramolecular amination of aryl azides
  • Diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction
  • Copper (Cu)-mediated cyanation
  • Rhodium (Rh)-catalyzed asymmetric addition
  • Diastereoselective synthesis via iridium (Ir)-catalyzed addition
  • Palladium (Pd)-catalyzed cascade cyclization

Reagent used in Preparation of
  • Optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reaction
  • Amino alcohol dienes via Petasis 3-component reaction using Ru-catalyzed ring-closing metathesis and isomerization
Usestrans-beta-Styrylboronic acid as reagent is used for palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions, diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction and rhodium (Rh)-catalyzed intramolecular amination of aryl azides. It is also used as reagent in preparation of optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reaction and amino alcohol dienes via Petasis 3-component reaction using Ru-catalyzed ring-closing metathesis and isomerization.
UsesE-Phenylethenylboronic acid is a reagent used for• ;Palladium (Pd)-catalyzed Suzuki-Miyaura coupling reactions
1 Rhodium (Rh)-catalyzed intramolecular amination of aryl azides
2 Diastereoselective synthesis via Pd-catalyzed Heck-Suzuki cascade reaction
3 Copper (Cu)-mediated cyanation
4 Rhodium (Rh)-catalyzed asymmetric addition
5 Diastereoselective synthesis via iridium (Ir)-catalyzed addition
6 Palladium (Pd)-catalyzed cascade cyclization
7 Reagent used in Preparation of • ;Optically active unsaturated amino acids by diastereoselective Petasis borono-Mannich reactio






4-(trans-4-Pentylcyclohexyl)benzoic acid (3R,4R)-tert-butyl 4-amino-3-fluoropiperidine-1-carboxylate (3R,4R)-tert-Butyl 3-amino-4-hydroxypyrrolidine-1-carboxylate Styrene (E)-2-Phenylethenylboronic acid

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