Isopropenylboronic acid pinacol ester Chemical Properties

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

InChIKey

SVSUYEJKNSMKKW-UHFFFAOYSA-N

CAS DataBase Reference

126726-62-3

Safety Information

Hazard Codes 

Xi

Risk Statements 

10-36/37/38-43

Safety Statements 

16-26-36/37

RIDADR 

UN 1993

WGK Germany 

3

TSCA 

No

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

29349990

Isopropenylboronic acid pinacol ester Usage And Synthesis

Description

Isopropenylboronic acid pinacol ester is a versatile ester reagent used for palladium-catalyzed Suzuki-Miyaura cross-coupling processes, 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 and preparation of various therapeutic kinase and enzymatic inhibitors¹. It 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 Diastereoand Enantioselective allylboration of aldehydes².

Sources

1. https://www.sigmaaldrich.com/catalog/product/aldrich/663212?lang=en&region=US
2. https://www.trc-canada.com/product-detail/?I821825

Uses

suzuki reaction

Uses

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.

Uses

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

Isopropenylboronic acid pinacol ester(126726-62-3)Related Product Information

• Pinacol
• Methyl acrylate
• Dimethyl succinate
• N-Isopropylacrylamide
• POLY(N-ISOPROPYL ACRYLAMIDE)
• BUTYL OLEATE
• Olibanum oil
• Tris(trimethylsilyl)phosphate
• Triisopropyl borate
• Bis(pinacolato)diboron
• ISOPROPENYLMAGNESIUM BROMIDE
• Isopropenyloxytris(triMethylsilyl)silane
• 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• ISOPROPYLHYDRAZINE HYDROCHLORIDE
• Isopropylboronic acid
• (-)-DIOP
• ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE
• Ethyl isobutyrylacetate