Allylboronic acid pinacol ester

Synonym(s):2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Allyl pinacol boronate;Pinacol allylboronate;Pinacolyl 2-propenylboronate;4,4,5,5-tetramethyl-2-(2-propen-1-yl)-1,3,2-dioxaborolane

CAS NO.：72824-04-5
Empirical Formula: C9H17BO2
Molecular Weight: 168.04
MDL number: MFCD00013347
EINECS: 672-877-3
SAFETY DATA SHEET (SDS)
Update Date: 2024-04-08 16:27:35

Allylboronic acid pinacol ester Structural

What is Allylboronic acid pinacol ester?

Chemical properties

Clear corless liquid

The Uses of Allylboronic acid pinacol ester

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 .

The Uses of Allylboronic acid pinacol ester

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.

Properties of Allylboronic acid pinacol ester

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)

Safety information for Allylboronic acid pinacol ester

Signal word	Warning
Pictogram(s)	Flame Flammables GHS02
GHS Hazard Statements	H226:Flammable liquids
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P241:Use explosion-proof electrical/ventilating/lighting/…/equipment. P242:Use only non-sparking tools. P243:Take precautionary measures against static discharge.