1,1'-binaphthyl-4-ylboronic acid

Base Information

• Chemical Name: 1,1'-binaphthyl-4-ylboronic acid
• CAS No.: 363607-69-6
• Molecular Formula: C20H15BO2
• Molecular Weight: 298.14300
• Hs Code.: 2931900090
• Mol file: 363607-69-6.mol

Synonyms:(4-naphthalen-1-ylnaphthalen-1-yl)boronic acid;

Chemical Property of 1,1'-binaphthyl-4-ylboronic acid

Chemical Property:

• Boiling Point: 507.7±58.0 °C(Predicted)
• PKA: 8.56±0.30(Predicted)
• PSA: 40.46000
• Density: 1.27
• LogP: 3.33980
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

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

[1,1''-Binaphthalen]-4-ylboronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,1'-binaphthyl-4-ylboronic acid

There total 6 articles about 1,1'-binaphthyl-4-ylboronic 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%

4-bromo[1,1']binaphthyl + Trimethyl borate (121-43-7,63156-11-6) → 4-(α-naphthyl)naphthylboronic acid (363607-69-6)

Guidance literature:

4-bromo[1,1']binaphthyl; With n-butyllithium; In tetrahydrofuran; at -78 - 0 ℃; for 1h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 12h; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; for 0.5h; Inert atmosphere;

Reference yield: 83.0%

C22H19BO2 + water (7732-18-5) → 4-(α-naphthyl)naphthylboronic acid (363607-69-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 0.5h; Inert atmosphere;

Reference yield:

1-Naphthylboronic acid (13922-41-3) → 4-(α-naphthyl)naphthylboronic acid (363607-69-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / toluene / 24 h / Inert atmosphere; Reflux

2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere

2.2: 12 h / -78 - 20 °C / Inert atmosphere

2.3: 0.5 h / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; In tetrahydrofuran; toluene;

upstream raw materials:

Trimethyl borate

1-Naphthylboronic acid

1-Bromonaphthalene

water

Refernces

• 1、 -. "BLUE FLUORESCENT DOPANT MATERIALS, AND ORGANIC THIN FILM AND ORGANIC LIGHT EMITTING DEVICES COMPRISING THE SAME". . . Retrieved 2017/06/23.