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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 
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

Preparation Products

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Isopropenylboronic acid pinacol ester Suppliers

AllyChem Co., Ltd.
Tel
0411-62313318 13942603642
Fax
0411-87549748
Email
info@allychem.com
Country
China
ProdList
928
Advantage
65
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
021-61259108 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40228
Advantage
62
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
Wuhan Chemwish Technology Co., Ltd
Tel
86-027-67849912
Fax
86-027-87531808
Email
sales@chemwish.com
Country
China
ProdList
35896
Advantage
56
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18207
Advantage
66
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9414
Advantage
66
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
Accela ChemBio Co.,Ltd.
Tel
021-50795510 4000665055
Fax
021-50795055
Email
sales@accelachem.com
Country
China
ProdList
11655
Advantage
64
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19172
Advantage
64
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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:


  • 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