2-Chloro-5-(trifluoromethyl)phenylboronic acid pinacol ester

Base Information

• Chemical Name: 2-Chloro-5-(trifluoromethyl)phenylboronic acid pinacol ester
• CAS No.: 1146214-95-0
• Molecular Formula: C13H15BClF3O2
• Molecular Weight: 306.52
• Mol file: 1146214-95-0.mol

Synonyms:2-Chloro-5-(trifluoromethyl)phenylboronic acid pinacol ester;2-[2-Chloro-5-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 2-Chloro-5-(trifluoromethyl)phenylboronic acid pinacol ester

Chemical Property:

• Boiling Point: 326.4±42.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.23±0.1 g/cm3(Predicted)
• LogP: 3.65800

Purity/Quality:

98.5% ^*data from raw suppliers

2-Chloro-5-(trifluoromethyl)phenylboronicAcidPinacolEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Chloro-5-(trifluoromethyl)phenylboronic acid pinacol ester

There total 3 articles about 2-Chloro-5-(trifluoromethyl)phenylboronic 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: 97.0%

3-bromo-4-chlorobenzotrifluoride (454-78-4) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-trifluoromethyl-1-chlorobenzene (1146214-95-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -60 ℃; Concentration; Flow reactor;

DOI:10.1002/chem.201303736

Reference yield: 75.0%

4-chlorobenzotrifluoride (98-56-6) + bis(pinacol)diborane (73183-34-3) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-trifluoromethyl-1-chlorobenzene (1146214-95-0) + C19H26B2ClF3O4 (1146215-02-2)

Guidance literature:

With Silica-SMAP-Ir(OMe)(cod); In hexane; at 50 ℃; for 4h; regioselective reaction; Autoclave;

Reference yield: 75.0%

4-chlorobenzotrifluoride (98-56-6) + bis(pinacol)diborane (73183-34-3) → 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-4-trifluoromethyl-1-chlorobenzene (1146214-95-0)

Guidance literature:

With silica-SMAP-Ir(OCH₃)(C₈H₁₂); In hexane; ligand reacted with B-compound in hexane in presence of Ir-complex as catalyst at 50°C for 4 h;

upstream raw materials:

4-chlorobenzotrifluoride

bis(pinacol)diborane

3-bromo-4-chlorobenzotrifluoride

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Refernces

• 1、 Kawamorita, Soichiro,Ohmiya, Hirohisa,Hara, Kenji,Fukuoka, Atsushi,Sawamura, Masaya. "Directed ortho borylation of functionalized Arenes catalyzed by a silica-supported compact phosphine-iridium system". . p. 5058 - 5059. Retrieved 2009/09/30.