3-Fluorophenylboronic Acid Pinacol Ester

Base Information

• Chemical Name: 3-Fluorophenylboronic Acid Pinacol Ester
• CAS No.: 936618-92-7
• Molecular Formula: C₁₂H₁₆BFO₂
• Molecular Weight: 222.067
• Hs Code.: 2931900090
• Mol file: 936618-92-7.mol

Synonyms:3-Fluorophenylboronic Acid Pinacol Ester;2-(3-Fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Chemical Property of 3-Fluorophenylboronic Acid Pinacol Ester

Chemical Property:

• Boiling Point: 286.6±23.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.05±0.1 g/cm3(Predicted)
• LogP: 2.12490
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Fluorophenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Fluorophenylboronic Acid Pinacol Ester

There total 29 articles about 3-Fluorophenylboronic 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: 100.0%

1-Fluoro-3-iodobenzene (1121-86-4) + bis(pinacol)diborane (73183-34-3) → 2-(3-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (936618-92-7)

Guidance literature:

bis(pinacol)diborane; With diethylzinc; sodium t-butanolate; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 0.5h; Schlenk technique; Glovebox; Inert atmosphere;

1-Fluoro-3-iodobenzene; In tetrahydrofuran; hexane; at 20 - 75 ℃; for 24h; Schlenk technique; Glovebox; Inert atmosphere; Sealed tube;

DOI:10.1021/ja409748m

Reference yield: 99.0%

3-fluorobromobenzene (1073-06-9) + bis(pinacol)diborane (73183-34-3) → 2-(3-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (936618-92-7)

Guidance literature:

With 10H-phenothiazine; caesium carbonate; In acetonitrile; for 48h; Irradiation; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.9b12519

Reference yield: 90.0%

3-chlorofluorobenzene (625-98-9) + bis(pinacol)diborane (73183-34-3) → 2-(3-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (936618-92-7)

Guidance literature:

With pyridine-4-carbonitrile; potassium phosphate; sodium oxalate; 2,4,5-tri(9H-carbazol-9-yl)-6-(ethyl(phenyl)amino)isophthalonitrile; In acetonitrile; at 20 ℃; for 24h; Irradiation; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.1c05994

upstream raw materials:

2,3-dimethyl-2,3-butane diol

3-fluorophenylboronic acid

fluorobenzene

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

Downstream raw materials:

C₁₂H₁₃F₄NO₄S

Refernces

• 1、 Cao, Jilei,Tang, Xinxin,Toh, Ren Wei,Wang, Han,Wu, Jie,Wu, Xiangyang,Xu, Jinhui,Yang, Xiaona,Yeow, Edwin K. L.,Zhou, Rong. "Unveiling Extreme Photoreduction Potentials of Donor-Acceptor Cyanoarenes to Access Aryl Radicals from Aryl Chlorides". supporting information. p. 13266 - 13273. Retrieved 2021/09/07.
• 2、 Qiu, Di,Li, Songyi,Yue, Guanglu,Mao, Jinshan,Xu, Bei,Yuan, Xinyu,Ye, Fei. "Synthesis of arylboronates via the Pd-catalyzed desulfitative coupling reaction of sodium arylsulfinates with bis(pinacolato)diboron". supporting information. . Retrieved 2021/11/04.