3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Base Information

• Chemical Name: 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid
• CAS No.: 936728-22-2
• Molecular Formula: C13H16BFO4
• Molecular Weight: 266.077
• Hs Code.: 2934999090
• Mol file: 936728-22-2.mol

Synonyms:3-Carboxy-5-fluorophenylboronic acid, pinacol ester;3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid;3-Carboxy-5-fluorobenzeneboronic acid pinacol ester, 96%

Chemical Property of 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

Chemical Property:

• PSA: 55.76000
• LogP: 1.82310
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

3-Carboxy-5-fluorophenylboronicacid,pinacolester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

There total 3 articles about 3-Fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid 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: 86.0%

→ 2-(3'-carboxy-5'-fluorophenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane (936728-22-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 110 ℃; Inert atmosphere;

Reference yield: 46.0%

carbon dioxide (124-38-9,18923-20-1) + 1,3-dibromo-5-fluorobenzene (1435-51-4) + 2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1195-66-0) → 2-(3'-carboxy-5'-fluorophenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane (936728-22-2)

Guidance literature:

1,3-dibromo-5-fluorobenzene; With n-butyllithium; In diethyl ether; hexane; at -80 ℃; for 0.5h; Inert atmosphere;

2-methoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; diethyl ether; hexane; at -70 ℃; for 0.5h; Inert atmosphere;

carbon dioxide; Further stages;

DOI:10.1002/ejoc.200800245

Reference yield:

3-bromo-5-fluorobenzoic acid (176548-70-2) + bis(pinacol)diborane (73183-34-3) → 2-(3'-carboxy-5'-fluorophenyl)-4,4,5,5-tetramethyl[1,3,2]dioxaborolane (936728-22-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; Reflux;

DOI:10.1021/acs.jmedchem.9b02071

upstream raw materials:

carbon dioxide

1,3-dibromo-5-fluorobenzene

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

3-bromo-5-fluorobenzoic acid

Downstream raw materials:

2-fluoro-N'-(3-fluoro-5-(pyridin-2-yl)benzoyl)benzenesulfonohydrazide