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Allylboronic acid pinacol ester

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Allylboronic acid pinacol ester Basic information

Product Name:
Allylboronic acid pinacol ester
Synonyms:
  • 2-(Prop-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • Allylboronic acid pinacol ester 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • Allylboronic acid pinacol ester 97%
  • 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (stabilized with Phenothiazine)
  • 4,4,5,5-tetramethyl-2-(2-propen-1-yl)-1,3,2-dioxaborolane
  • 4,4,5,5-tetramethyl-2-(2-propenyl)-1,3,2-dioxaborolane
  • Allyl pinacol boronate
  • Pinacolyl 2-propenylboronate
CAS:
72824-04-5
MF:
C9H17BO2
MW:
168.04
EINECS:
672-877-3
Product Categories:
  • Alkyl Boronate Esters
  • Boronate Esters
  • Olefin
  • Boronic Acids and Derivatives
  • Chemical Synthesis
  • Organometallic Reagents
  • Organoborons
  • B (Classes of Boron Compounds)
  • Boronic Acids Esters
  • CHIRAL CHEMICALS
Mol File:
72824-04-5.mol
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Allylboronic acid pinacol ester Chemical Properties

Boiling point:
50-53 °C/5 mmHg (lit.)
Density 
0.896 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.4268(lit.)
Flash point:
115 °F
storage temp. 
2-8°C
solubility 
Chloroform, Methanol (Slightly)
form 
Liquid
color 
Clear colorless
Water Solubility 
Not miscible or difficult to mix in water.
BRN 
4244068
CAS DataBase Reference
72824-04-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
10-36/37/38
Safety Statements 
26-36
RIDADR 
UN 1993 3/PG 3
WGK Germany 
3
Hazard Note 
Irritant
HazardClass 
3
PackingGroup 
III
HS Code 
29310095

MSDS

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Allylboronic acid pinacol ester Usage And Synthesis

Chemical Properties

Clear corless liquid

Uses

Allylboronic acid pinacol ester reacts with carboxylic acids, in the presence of tri-n-butyltin hydride, to give homoallylic alcohols in good yield. Homoallylic alcohols can also be formed by allylboration of aldehydes. It is a reagent used for palladium-catalyzed Suzuki-Miyaura cross-coupling reactions and olefin metathesis, intermolecular radical additions, allylboration of aldehydes catalyzed by chiral spirobiindane diol (SPINOL) based phosphoric acids, cobalt-catalyzed regioselective hydrovinylation of dienes with alkenes, nucleic acid-templated energy transfer leading to a photorelease reaction and stereoselective indium-catalyzed Hosomi-Sakurai reactions.

Uses

Allylboronic acid pinacol ester can act as reagent used for Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions and olefin metathesis; Intermolecular radical additions; Allylboration of aldehydes catalyzed by chiral spirobiindane diol (SPINOL) based phosphoric acids and Cobalt-catalyzed regioselective hydrovinylation of dienes with alkenes ; Nucleic acid-templated energy transfer leading to a photorelease reaction .

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