Biphenyl-2-boronic acid pinaco

Base Information

• Chemical Name: Biphenyl-2-boronic acid pinaco
• CAS No.: 914675-52-8
• Molecular Formula: C₁₈H₂₁BO₂
• Molecular Weight: 280.175
• Hs Code.: 2931900090
• Mol file: 914675-52-8.mol

Synonyms:

Chemical Property of Biphenyl-2-boronic acid pinaco

Chemical Property:

• Melting Point: 76-79℃
• PSA: 18.46000
• LogP: 3.65280
• Water Solubility.: Insoluble in water. Soluble in organic solvents.

Purity/Quality:

99%, ^*data from raw suppliers

2-Biphenylboronicacidpinacolester 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Biphenyl-2-boronic acid pinacol ester, is used as a main benefits of the use of boronic esters in Suzuki-Miyaura cross-couplings- Enabling the coupling of organoboronic acids that are sensitive to hydrolytic deboronation. It includes other additional application such as a number of chiral boronic esters, such as the ones illustrated hereafter, have been used as inducers in stereoselective reactions.

Technology Process of Biphenyl-2-boronic acid pinaco

There total 42 articles about Biphenyl-2-boronic acid pinaco 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: 90.0%

2-fluorobiphenyl (321-60-8) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2‐{[1,1'‐biphenyl]‐2‐yl}‐4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolane (914675-52-8)

Guidance literature:

With 2-((2,4,6-trimethylphenyl)amino)-4-((2,4,6-trimethylphenyl)imino)-2-pentene; magnesium; cobalt(II) chloride; In tetrahydrofuran; at 60 ℃; for 16h; Inert atmosphere; Glovebox;

DOI:10.1021/acs.orglett.8b03167

Reference yield: 88.0%

(E/Z)-1-(phenylthio)buta-1,3-diene (53097-28-2) + 4,4,5,5-tetramethyl-2-phenylethynyl-[1,3,2]dioxaborolane (159087-45-3) → 2‐{[1,1'‐biphenyl]‐2‐yl}‐4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolane (914675-52-8)

Guidance literature:

With cobalt(II) bromide-[1,2-bis(diphenylphosphino)ethane]; zinc(II) iodide; zinc; In dichloromethane; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jo1004907

Reference yield: 86.0%

2-Bromobiphenyl (2052-07-5) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2‐{[1,1'‐biphenyl]‐2‐yl}‐4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolane (914675-52-8) + biphenyl (92-52-4,1594-86-1)

Guidance literature:

With triethylamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; at 100 ℃; for 6h;

DOI:10.1055/s-2006-947365

upstream raw materials:

2-Bromobiphenyl

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

1,2-bis(4,4,5,5-tetramethyl-[1,3,2]dioxabororan-2-yl)benzene

iodobenzene