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4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane

Base Information Edit
  • Chemical Name:4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane
  • CAS No.:126726-62-3
  • Molecular Formula:C9H17BO2
  • Molecular Weight:168.044
  • Hs Code.:29349990
  • European Community (EC) Number:627-007-7
  • DSSTox Substance ID:DTXSID70451202
  • Nikkaji Number:J396.324A
  • Wikidata:Q72485539
  • Mol file:126726-62-3.mol
4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane

Synonyms:126726-62-3;4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane;Isopropenylboronic acid pinacol ester;2-Isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;2-Isopropenylboronic acid, pinacol ester;1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-(1-methylethenyl)-;4,4,5,5-tetramethyl-2-prop-1-en-2-yl-1,3,2-dioxaborolane;MFCD08276843;2-Isopropenylboronic acid pinacol ester;4,4,5,5-TETRAMETHYL-2-(1-METHYLETHENYL)-1,3,2-DIOXABOROLANE;SCHEMBL252994;(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isopropene;DTXSID70451202;BBL102645;STL556448;isopropenyl boronic acid pinacol ester;AKOS005146510;Isopropenylboronic acid pinacol ester, stabilized with 0.5% phenothiazine;(Isopropenylboronic acid pinacol ester);CS-W000865;MB06091;AS-11408;A2657;FT-0658663;I1038;EN300-196435;2-ISOPROPENYL BORONIC ACID PINACOL ESTER;PROP-1-EN-2-YLBORONIC ACID PINACOL ESTER;J-005426;J-513983;4,4,5,5-TETRAMETHYL-2-(1-METHYLETHENYL)-1;2-isopropenyl-4,4,5,5-tetramethyl 1,3,2-dioxaborolane;2-isopropenyl-4,4,5,5-tetramethyl[1,3,2]dioxaborolane;Z1255387555;2-isopropenyl-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane;2-isopropenyl-4,4,5,5-tetramethyl-[1.3.2]dioxaborolane;4,4,5,5-tetra methyl-2-(prop-1-en-2-yl)-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-di oxaborolane;4.4.5.5-tetramethyl-2-(prop-1-en-2-yl)-1.3.2-dioxaborolane;2-(1-METHYLETHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;Isopropenylboronic acid pinacol ester, contains phenothiazine as stabilizer, 95%

Suppliers and Price of 4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • TRC
  • Isopropenylboronic acid pinacol ester
  • 25g
  • $ 395.00
  • SynQuest Laboratories
  • Isopropenylboronic acid, pinacol ester 97%
  • 100 g
  • $ 368.00
  • SynQuest Laboratories
  • Isopropenylboronic acid, pinacol ester 97%
  • 5 g
  • $ 48.00
  • SynQuest Laboratories
  • Isopropenylboronic acid, pinacol ester 97%
  • 25 g
  • $ 125.00
  • Sigma-Aldrich
  • Isopropenylboronic acid pinacol ester contains phenothiazine as stabilizer, 95%
  • 5g
  • $ 93.40
  • Sigma-Aldrich
  • Isopropenylboronic acid pinacol ester contains phenothiazine as stabilizer, 95%
  • 25g
  • $ 341.00
  • Medical Isotopes, Inc.
  • 4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane 95+%
  • 1 g
  • $ 315.00
  • Matrix Scientific
  • 4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane 95%
  • 25g
  • $ 142.00
  • Matrix Scientific
  • 4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane 95%
  • 5g
  • $ 40.00
  • Matrix Scientific
  • 4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane 95%
  • 100g
  • $ 375.00
Total 100 raw suppliers
Chemical Property of 4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane Edit
Chemical Property:
  • Vapor Pressure:3.552mmHg at 25°C 
  • Melting Point:157-161 °C 
  • Refractive Index:1.4320 
  • Boiling Point:157.494 °C at 760 mmHg 
  • Flash Point:49.051 °C 
  • PSA:18.46000 
  • Density:0.887 g/cm3 
  • LogP:2.19390 
  • Storage Temp.:2-8°C 
  • Solubility.:Chloroform (Slightly), Ethyl Acetate (Slightly) 
  • Hydrogen Bond Donor Count:0
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:1
  • Exact Mass:168.1321599
  • Heavy Atom Count:12
  • Complexity:193
Purity/Quality:

99% *data from raw suppliers

Isopropenylboronic acid pinacol ester *data from reagent suppliers

Safty Information:
  • Pictogram(s): IrritantXi 
  • Hazard Codes:Xi 
  • Statements: 10-36/37/38-43 
  • Safety Statements: 16-26-36/37 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Canonical SMILES:B1(OC(C(O1)(C)C)(C)C)C(=C)C
  • 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.
  • Uses suzuki reaction 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. Reagent used forPalladium-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 cycloadditionIodosulfonylation Asymmetric conjugate addition and intramolecular hydroacylation Reagent used in preparation of various therapeutic kinase and enzymatic inhibitors
Technology Process of 4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane

There total 5 articles about 4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
2,2'-bis(1,3,2-benzodioxaborole); acetone; With potassium trimethylsilonate; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; copper(l) chloride; In acetonitrile; at 70 - 80 ℃; for 3h; Inert atmosphere;
With toluene-4-sulfonic acid; In acetonitrile; at 40 - 50 ℃; for 7h;
2,3-dimethyl-2,3-butane diol; With 2,6-di-tert-butyl-4-methyl-phenol; triethylamine; In acetonitrile; at 20 ℃; for 2h;
Guidance literature:
acetone; 2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane; With potassium trimethylsilonate; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; copper(l) chloride; In acetonitrile; at 70 - 80 ℃; for 3h; Inert atmosphere;
With 10H-phenothiazine; In acetonitrile; at 40 - 50 ℃; for 7h;
2,3-dimethyl-2,3-butane diol; With 10H-phenothiazine; triethylamine; at 20 ℃; for 2h; Reagent/catalyst;
Guidance literature:
2-bromoprop-1-ene; bis(diisopropylamino)chloroborane; With lithium; In tetrahydrofuran; at -10 - 25 ℃; for 6h;
2,3-dimethyl-2,3-butane diol; With 2,6-di-tert-butyl-4-methyl-phenol; In tetrahydrofuran; Reflux;
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