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

Base Information

• Chemical Name: 4-trifluoroMethyl-trans-beta-styrylboronic acid pinacol ester
• CAS No.: 1242770-50-8
• Molecular Formula: C15H18BF3O2
• Molecular Weight: 298.113
• Hs Code.: 2931900090
• Mol file: 1242770-50-8.mol

Synonyms:(E)-4,4,5,5-Tetramethyl-2-(4-(trifluoromethyl)styryl)-1,3,2-dioxaborolane;

Chemical Property of 4-trifluoroMethyl-trans-beta-styrylboronic acid pinacol ester

Chemical Property:

• Melting Point: 60 °C(Solv: hexane (110-54-3); ethyl acetate (141-78-6))
• Boiling Point: 282.9±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-(4-(trifluoromethyl)styryl)-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-trifluoroMethyl-trans-beta-styrylboronic acid pinacol ester

There total 20 articles about 4-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: 92.0%

4-trifluoromethylphenylacetylene (705-31-7) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → (E)-4,4,5,5-tetramethyl-2-(4-trifluoromethylphenyl-vin-1-yl)-1,3,2-dioxaborolane (1242770-50-8)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; iron(II) triflate; In toluene; at 100 ℃; for 72h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/adsc.201800588

Reference yield: 85.0%

p-trifluoromethylphenyl bromide (402-43-7) + pinacol vinylboronate (75927-49-0) → (E)-4,4,5,5-tetramethyl-2-(4-trifluoromethylphenyl-vin-1-yl)-1,3,2-dioxaborolane (1242770-50-8)

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

Reference yield: 84.0%

4-trifluoromethylphenylacetylene (705-31-7) + bis(pinacol)diborane (73183-34-3) → (E)-4,4,5,5-tetramethyl-2-(4-trifluoromethylphenyl-vin-1-yl)-1,3,2-dioxaborolane (1242770-50-8)

Guidance literature:

With triphenylphosphine; In ethanol; at 50 ℃; for 2h;

DOI:10.1002/asia.201700856

upstream raw materials:

4-trifluoromethylphenylacetylene

bis(pinacol)diborane

4-Trifluoromethylbenzaldehyde

pinacol dichloromethylboronic ester

Downstream raw materials:

(E)-N-(4-cyano-3-trifluoromethylphenyl)-2-ethoxy-6-(4-trifluoromethylphenyl)ethen-1-yl benzamide

trans-2-[4-(trifluoromethyl)phenyl]vinylboronic acid

(E)-1-(2-iodovinyl)-4-(trifluoromethyl)-benzene