E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER

Base Information

• Chemical Name: E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER
• CAS No.: 1073354-88-7
• Molecular Formula: C15H18BF3O2
• Molecular Weight: 298.11
• Hs Code.: 2934999090
• Mol file: 1073354-88-7.mol

Synonyms:E-2-(3-Trifluoromethylphenyl)vinylboronic acidpinacol;E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PICOL ESTER;E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER;3-trifluoroMethyl-trans-beta-styrylboronic acid pinacol ester;TRANS-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER;(E)-4,4,5,5-Tetramethyl-2-(3-(trifluoromethyl)styryl)-1,3,2-dioxaborolane

Chemical Property of E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER

Chemical Property:

• Refractive Index: n20/D 1.4848
• Flash Point: 110 °C
• PSA: 18.46000
• Density: 1.088 g/mL at 25 °C
• LogP: 4.35000
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

E-2-(3-Trifluoromethylphenyl)vinylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER

There total 6 articles about E-2-(3-TRIFLUOROMETHYLPHENYL)VINYLBORONIC ACID PINACOL ESTER 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: 79.0%

1-ethynyl-3-trifluoromethylbenzene (705-28-2) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → (E)-4,4,5,5-tetramethyl-2-(3-(trifluoromethyl)styryl)-1,3-dioxa-2-borolane (1073354-88-7)

Guidance literature:

With dibutylmagnesium; In n-heptane; toluene; at 80 ℃; for 18h; regioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201902188

Reference yield: 78.0%

1-ethynyl-3-trifluoromethylbenzene (705-28-2) + bis(pinacol)diborane (73183-34-3) → (E)-4,4,5,5-tetramethyl-2-(3-(trifluoromethyl)styryl)-1,3-dioxa-2-borolane (1073354-88-7)

Guidance literature:

bis(pinacol)diborane; With [1,3-bis(1-adamantyl)imidazolidin-2-yl]chloro-copper; sodium t-butanolate; In tetrahydrofuran; at 22 ℃; for 0.5h; Inert atmosphere;

1-ethynyl-3-trifluoromethylbenzene; With methanol; In tetrahydrofuran; at 22 ℃; for 12h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja2007643

Reference yield: 74.0%

3-bromo-1-trifluoromethylbenzene (401-78-5) + pinacol vinylboronate (75927-49-0) → (E)-4,4,5,5-tetramethyl-2-(3-(trifluoromethyl)styryl)-1,3-dioxa-2-borolane (1073354-88-7)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; tri tert-butylphosphoniumtetrafluoroborate; In toluene; at 95 ℃; for 3h; Inert atmosphere;

DOI:10.1039/C6NJ03984G

upstream raw materials:

1-ethynyl-3-trifluoromethylbenzene

bis(pinacol)diborane

3-bromo-1-trifluoromethylbenzene

pinacol vinylboronate

Downstream raw materials:

(E)-o-tolyl(4-(trifluoromethyl)styryl)-λ³-iodanyl trifluoromethanesulfonate

{(E)-2-[3-(trifluoromethyl)phenyl]vinyl}boronic acid

(3Z,5E)-4-ethyl-6-(4-(trifluoromethyl)phenyl)hexa-3,5-dien-3-yl trifluoromethanesulfonate