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Isopropenylboronic acid pinacol ester

CAS No.
126726-62-3
Chemical Name:
Isopropenylboronic acid pinacol ester
Synonyms
4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane;2-Isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Isopropenylboronic acid picol ester;Isopropenylboronic acid pinacol este;Isopropenylboronic acid pinacol ester;2-Isopropenyl boronic acid pinacol ester;4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-;4,4,5,5-Tetramethyl-2-(isopropenyl)-1,3,2-dioxaborolane;4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,3-dioxaborolane;4,4,5,5-tetramethyl-2-(1-methylethenyl)-1,3,2-dioxaborolane
CBNumber:
CB0972288
Molecular Formula:
C9H17BO2
Molecular Weight:
168.04
MDL Number:
MFCD08276843
MOL File:
126726-62-3.mol
MSDS File:
SDS
Last updated:2023-05-11 17:26:00

Isopropenylboronic acid pinacol ester 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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Warning
Hazard statements  H226-H315-H317-H319-H335-H412
Precautionary statements  P210-P233-P273-P280-P303+P361+P353-P305+P351+P338
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 
HS Code  29349990

Isopropenylboronic acid pinacol ester price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 663212 Isopropenylboronic acid pinacol ester contains phenothiazine as stabilizer, 95% 126726-62-3 5g $113 2024-03-01 Buy
Sigma-Aldrich 663212 Isopropenylboronic acid pinacol ester contains phenothiazine as stabilizer, 95% 126726-62-3 25g $337 2024-03-01 Buy
TRC I821825 Isopropenylboronic acid pinacol ester 126726-62-3 25g $395 2021-12-16 Buy
Medical Isotopes, Inc. 35461 4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane 95+% 126726-62-3 1g $315 2021-12-16 Buy
SynQuest Laboratories 6H60-1-Y2 Isopropenylboronic acid, pinacol ester 97% 126726-62-3 100g $368 2021-12-16 Buy
Product number Packaging Price Buy
663212 5g $113 Buy
663212 25g $337 Buy
I821825 25g $395 Buy
35461 1g $315 Buy
6H60-1-Y2 100g $368 Buy

Isopropenylboronic acid pinacol ester Chemical Properties,Uses,Production

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

76-09-5
557-93-7
28049-80-1
126726-62-3
Synthesis of Isopropenylboronic acid pinacol ester from Pinacol and 2-BROMOPROPENE and Boranediamine, 1-chloro-N,N,N',N'-tetrakis(1-methylethyl)-
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View Lastest Price from Isopropenylboronic acid pinacol ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Isopropenylboronic acid pinacol ester pictures 2020-01-05 Isopropenylboronic acid pinacol ester
126726-62-3
US $7.00 / KG 1KG 99% 100KG Career Henan Chemical Co
2-(1-Methylethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 2-Isopropenyl boronic acid pinacol ester Isopropenylboronic acid pinacol ester 4,4,5,5-tetramethyl-2-(1-methylethenyl)-1,3,2-dioxaborolane 4,4,5,5-Tetramethyl-2-(isopropenyl)-1,3,2-dioxaborolane 2-Isopropenyl-4,4,5,5-tetraMethyl-1,3,2-dioxaborolane(Isopropenylboronic acid pinacol ester) 2-Isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 2-(Prop-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 1,3,2-Dioxaborolane,4,4,5,5-tetraMethyl-2-(1-Methylethenyl)- Isopropenylboronic acid pinacol ester contains phenothiazine as stabilizer, 95% Isopropenylboronic acid pinacol ester 2-Isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane lsopropen ylboronic acid pinacol ester (Single largest impurity under 0.5%) 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2- Isopropenylboronic acid picol ester IsoprIsopenylboronic acid pinacol ester, 97%, stabilized with 0.5% phenothiazine Isopropenylboronic acid pinacol este 4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,3-dioxaborolane 2-Isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, 90%, 2-Isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane 126726-62-3 Alkenyl Boronate Esters Boronate Esters Boronic Acids and Derivatives Chemical Synthesis Organometallic Reagents Alkyl Organoborons