Isopropenylboronic acid pinacol ester

Synonym(s):2-Isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4,4,5,5-tetramethyl-2-(1-methylethenyl)-1,3,2-dioxaborolane;4,4,5,5-Tetramethyl-2-(isopropenyl)-1,3,2-dioxaborolane;4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane

CAS NO.：126726-62-3
Empirical Formula: C9H17BO2
Molecular Weight: 168.04
MDL number: MFCD08276843
SAFETY DATA SHEET (SDS)
Update Date: 2023-05-11 17:26:00

Isopropenylboronic acid pinacol ester Structural

What is Isopropenylboronic acid pinacol ester?

The Uses of Isopropenylboronic acid pinacol ester

Isopropenylboronic Acid Pinacol Ester, can be used as an intermediate in the synthesis of variety of cyclic and acyclic organic compounds. It is also shown that the α-Substituted Allyl/Croty of this compound can be used for highly Diastereo- and Enantioselective allylboration of aldehydes.

The Uses of Isopropenylboronic acid pinacol ester

suzuki reaction

The Uses of Isopropenylboronic acid pinacol ester

Reagent used for

Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions
Inverse-electron-demand Diels-Alder reaction
Simmons-Smith Cyclopropanation Reaction
Polyene cyclization
Stereoselective aldol reactions
Grubbs cross-metathesis reaction
Intramolecular Suzuki-Miyaura reaction
Stereoselective cross-metathesis
Dipolar cycloaddition
Iodosulfonylation
Asymmetric conjugate addition and intramolecular hydroacylation

Reagent used in preparation of various therapeutic kinase and enzymatic inhibitors

What are the applications of Application

Isopropenylboronic acid pinacol ester is a substrate used in a palladium-catalyzed cross-coupling with olefins providing substituted 1,3-dienes

Properties of Isopropenylboronic acid pinacol ester

Melting point:	157-161 °C
Boiling point:	47-49 °C/9 mbar
Density	0.894 g/mL at 25 °C
refractive index	1.4320
Flash point:	42 °C
storage temp.	2-8°C
solubility	Chloroform (Slightly), Ethyl Acetate (Slightly)
form	Liquid
color	Clear, colorless to brown
CAS DataBase Reference	126726-62-3

Safety information for Isopropenylboronic acid pinacol ester

Signal word	Warning
Pictogram(s)	Flame Flammables GHS02 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H226:Flammable liquids H315:Skin corrosion/irritation H317:Sensitisation, Skin H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.