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Isopropenylboronic acid pinacol ester

Description Sources
Product Name
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;2-(1-Methylethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CBNumber
CB0972288
Molecular Formula
C9H17BO2
Formula Weight
168.04
MOL File
126726-62-3.mol
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Isopropenylboronic acid pinacol ester Property

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
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H226Flammable liquid and vapour

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

H335May cause respiratory irritation

H412Harmful to aquatic life with long lasting effects

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P233Keep container tightly closed.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

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

Isopropenylboronic acid pinacol ester Preparation Products And Raw materials

Raw materials

Trimethyl borate Pinacol ISOPROPENYLMAGNESIUM BROMIDE

Preparation Products

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Isopropenylboronic acid pinacol ester Suppliers

China 159 India 2 Switzerland 1 United Kingdom 1 United States 22 Global 185
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
India
ProdList
6905
Advantage
58
A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
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View Lastest Price from Isopropenylboronic acid pinacol ester manufacturers

Career Henan Chemical Co
Product
Isopropenylboronic acid pinacol ester 126726-62-3
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2020-01-03

126726-62-3, Isopropenylboronic acid pinacol esterRelated Search:

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

  • 2-(1-Methylethenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • 2-Isopropenyl boronic acid pinacol ester
  • 2-Isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
  • Isopropenylboronic acid pinacol ester
  • 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-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
  • 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%,
  • 126726-62-3
  • Alkenyl Boronate Esters
  • Boronate Esters
  • Boronic Acids and Derivatives
  • Chemical Synthesis
  • Organometallic Reagents
  • Alkyl
  • Organoborons