2-trifluoroMethyl-trans-beta-styrylboronic acid pinacol ester

Base Information

• Chemical Name: 2-trifluoroMethyl-trans-beta-styrylboronic acid pinacol ester
• CAS No.: 1294009-25-8
• Molecular Formula: C15H18BF3O2
• Molecular Weight: 298.11
• Hs Code.: 2934999090
• Mol file: 1294009-25-8.mol

Synonyms:-4,4,5,5-tetramethyl-2-(2-(trifluoromethyl);2-trifluoroMethyl-trans-beta-styrylboronic acid picol ester;4,4,5,5-tetramethyl-2-[(e)-2-[2-(trifluoromethyl)phenyl]ethe;2-trifluoroMethyl-trans-beta-styrylboronic acid pinacol ester;(E)-4,4,5,5-tetraMethyl-2-(2-(trifluoroMethyl)styryl)-1,3,2-dioxaborolane;4,4,5,5-tetramethyl-2-[(E)-2-[2-(trifluoromethyl)phenyl]ethenyl]-1,3,2-dioxaborolane;1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[(1E)-2-[2-(trifluoromethyl)phenyl]ethenyl]-

Chemical Property of 2-trifluoroMethyl-trans-beta-styrylboronic acid pinacol ester

Chemical Property:

• Boiling Point: 281.5±50.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.13±0.1 g/cm3(Predicted)
• LogP: 4.35000
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

(E)-4,4,5,5-tetramethyl-2-(2-(trifluoromethyl)styryl)-1,3,2-dioxaborolane 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-trifluoroMethyl-trans-beta-styrylboronic acid pinacol ester

There total 5 articles about 2-trifluoroMethyl-trans-beta-styrylboronic 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: 84.0%

1-ethynyl-2-(trifluoromethyl)benzene (704-41-6) + bis(pinacol)diborane (73183-34-3) → (E)-4,4,5,5-tetramethyl-2-(2-(trifluoromethyl)styryl)-1,3-dioxa-2-borolane (1294009-25-8)

Guidance literature:

With sodium methylate; copper; In ethanol; at 25 ℃; for 24h; regioselective reaction; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1039/c3cc48670b

Reference yield: 77.0%

2-(trifluoromethyl)styryl acetate + bis(pinacol)diborane (73183-34-3) → (E)-4,4,5,5-tetramethyl-2-(2-(trifluoromethyl)styryl)-1,3-dioxa-2-borolane (1294009-25-8)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In di-isopropyl ether; at 70 ℃; for 4h; stereoselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/cjoc.201800575

Reference yield: 70.0%

o-trifluoromethylphenyl bromide (392-83-6) + pinacol vinylboronate (75927-49-0) → (E)-4,4,5,5-tetramethyl-2-(2-(trifluoromethyl)styryl)-1,3-dioxa-2-borolane (1294009-25-8)

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-2-(trifluoromethyl)benzene

bis(pinacol)diborane

o-trifluoromethylphenyl bromide

pinacol vinylboronate