(E)-4,4,5,5-Tetramethyl-2-styryl-1,3,2-dioxaborolane

Base Information

• Chemical Name: (E)-4,4,5,5-Tetramethyl-2-styryl-1,3,2-dioxaborolane
• CAS No.: 83947-56-2
• Molecular Formula: C14H19BO2
• Molecular Weight: 230.115
• Hs Code.: 29310099
• European Community (EC) Number: 641-148-1,848-539-8
• Nikkaji Number: J472.478J,J672.985A
• ChEMBL ID: CHEMBL2315711
• Mol file: 83947-56-2.mol

Synonyms:83947-56-2;78782-27-1;(E)-4,4,5,5-Tetramethyl-2-styryl-1,3,2-dioxaborolane;4,4,5,5-Tetramethyl-2-styryl-1,3,2-dioxaborolane;e-phenylethenylboronic acid, pinacol ester;4,4,5,5-tetramethyl-2-[(E)-2-phenylethenyl]-1,3,2-dioxaborolane;trans-2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)styrene;beta-styrylboronic acid pinacol ester;E-Phenylethenylboronic acid pinacol ester;trans-2-Phenylvinylboronic acid pinacol ester;1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[(1E)-2-phenylethenyl]-;4,4,5,5-tetramethyl-2-[(e)-2-phenylvinyl]-1,3,2-dioxaborolane;E-Phenylethenylboronic acid,pinacol ester;MFCD03453666;trans-styrylboronic acid, pinacol ester;SCHEMBL1007719;SCHEMBL1007720;CHEMBL2315711;(E/Z)4,4,5,5-tetramethyl-2-styryl-1,3,2-dioxaborolane;ARAINKADEARZLZ-ZHACJKMWSA-N;AKOS015960064;GS-5850;6-Nitro-1-diazo-2-naphthol-4-sulfonicacid;(E)-Phenylethenylboronic acid, pinacol ester;(E)-STYRYLBORONIC ACID PINACOL ESTER;CS-0006605;CS-0437049;F11372;H10648;EN300-1270619;2-Styryl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;Z2312943806;2-trans-Styryl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane;4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane;(E)-4,4,5,5-TETRAMETHYL-2-(2-PHENYLVINYL)-1,3,2-DIOXABOROLANE;4,4,5,5-tetramethyl-2-[(1E)-2-phenylethenyl]-1,3,2-dioxaborolane;4,4,5,5-tetramethyl-2-[(1Z)-2-phenylethenyl]-1,3,2-dioxaborolane;1,3,2-DIOXABOROLANE,4,4,5,5-TETRAMETHYL-2-[(1E)-2-PHENYLETHENYL]-

Chemical Property of (E)-4,4,5,5-Tetramethyl-2-styryl-1,3,2-dioxaborolane

Chemical Property:

• Vapor Pressure: 0.0105mmHg at 25°C
• Melting Point: 27-33 °C(lit.)
• Refractive Index: 1.5290
• Boiling Point: 271.9 °C at 760 mmHg
• Flash Point: 118.2 °C
• PSA: 18.46000
• Density: 0.99g/cm³
• LogP: 3.33120
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 230.1478100
• Heavy Atom Count: 17
• Complexity: 275

Purity/Quality:

97% ^*data from raw suppliers

E-PhenylethenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B1(OC(C(O1)(C)C)(C)C)C=CC2=CC=CC=C2
• Isomeric SMILES: B1(OC(C(O1)(C)C)(C)C)/C=C/C2=CC=CC=C2
• Uses: Reactant for:Oxidative coupling reactions catalyzed by arenerutheniumCycloaddition reactionsPreparation of allyl vinyl ethers via Cu-catalyzed coupling with alcoholsPreparation of 5-vinyl-3-pyridinecarbonitriles as PKCθ inhibitorsDiastereoselective addition to zincated hydrazones and stereospecific trapping of boron/zinc bimetallic intermediates by carbon electrophilesRegioselective and stereoselective Pd-catalyzed chelate-controlled intermolecular oxidative Heck reactions

Technology Process of (E)-4,4,5,5-Tetramethyl-2-styryl-1,3,2-dioxaborolane

There total 114 articles about (E)-4,4,5,5-Tetramethyl-2-styryl-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:

Reference yield: 100.0%

2,3-dimethyl-2,3-butane diol (76-09-5) + trans-2-phenylvinylboronic acid (6783-05-7) → 4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane (83947-56-2)

Guidance literature:

In tetrahydrofuran; at 23 ℃; for 3h;

DOI:10.1021/ol0483192

Reference yield: 100.0%

phenylacetylene (536-74-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane (83947-56-2)

Guidance literature:

With C₃₉H₂₂BF₁₀OP; In dichloromethane-d2; at 20 ℃; for 12h; Reagent/catalyst; Catalytic behavior;

Reference yield: 99.0%

phenylacetylene (536-74-3) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane (83947-56-2)

Guidance literature:

With methanol; bis[2-(diphenylphosphino)phenyl] ether; sodium t-butanolate; copper(l) chloride; In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1039/b716697d

upstream raw materials:

styrene

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

phenylacetylene

bis(pinacol)diborane

Downstream raw materials:

trans-3,5-diphenyl-4-hydroxy-Δ²-isoxazoline

3-bromo-4-phenylbutan-2-one

diethyl (E)-(2-phenylethenyl)phosphonate

racemic 4,4,5,5-tetramethyl-2-((1S,2S)-2-phenylcyclopropyl)-1,3,2-dioxaborolane