(4-(Pyridin-2-yl)phenyl)boronic acid

Base Information

• Chemical Name: (4-(Pyridin-2-yl)phenyl)boronic acid
• CAS No.: 170230-27-0
• Molecular Formula: C11H10BNO2
• Molecular Weight: 199.017
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID00597066
• Nikkaji Number: J2.993.088K
• Wikidata: Q82492536
• Mol file: 170230-27-0.mol

Synonyms:170230-27-0;(4-(Pyridin-2-yl)phenyl)boronic acid;4-(pyridin-2-yl)phenylboronic acid;(4-pyridin-2-ylphenyl)boronic acid;4-(2-pyridyl)phenylboronic acid;(4-(Pyridin-2-yl)phenyl)boronicacid;MFCD17013972;[4-(Pyridin-2-yl)phenyl]boronic acid;SCHEMBL1370915;DTXSID00597066;BANFGGCAQWUIAJ-UHFFFAOYSA-N;4-(Pyrid-2-yl)phenylboronic acid;VGA23027;4-(Pyridin-2-yl)phenyl boronic acid;AKOS015899891;AM85627;DS-5670;SY108300;DB-294865;CS-0044952;O10096;EN300-4301049;A851600

Chemical Property of (4-(Pyridin-2-yl)phenyl)boronic acid

Chemical Property:

• Boiling Point: 401.1±47.0 °C(Predicted)
• PKA: 7.94±0.10(Predicted)
• PSA: 53.35000
• Density: 1.24±0.1 g/cm3(Predicted)
• LogP: 0.42840
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 199.0804587
• Heavy Atom Count: 15
• Complexity: 193

Purity/Quality:

97% ^*data from raw suppliers

(4-(Pyridin-2-yl)phenyl)boronicacid 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)C2=CC=CC=N2)(O)O

Technology Process of (4-(Pyridin-2-yl)phenyl)boronic acid

There total 6 articles about (4-(Pyridin-2-yl)phenyl)boronic 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: 65.8%

2-(4-bromophenyl]pyridine (63996-36-1) + Trimethyl borate (121-43-7,63156-11-6) → (4-(pyridin-2-yl)phenyl)boronic acid (170230-27-0)

Guidance literature:

2-(4-bromophenyl]pyridine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

Trimethyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.chemmater.6b03177

Reference yield:

2-(4-bromophenyl]pyridine (63996-36-1) + Trimethyl borate (121-43-7,63156-11-6) + water (7732-18-5) → (4-(pyridin-2-yl)phenyl)boronic acid (170230-27-0)

Guidance literature:

2-(4-bromophenyl]pyridine; water; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

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

With hydrogenchloride; In tetrahydrofuran; hexane; for 0.5h; pH=5;

Reference yield:

4-Bromophenylboronic acid (5467-74-3) → (4-(pyridin-2-yl)phenyl)boronic acid (170230-27-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / tetrahydrofuran / 16 h / 110 °C / Inert atmosphere; Schlenk technique; Sealed tube

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

2.2: 16 h / -78 - 20 °C / Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; potassium carbonate; In tetrahydrofuran; 1.1: |Suzuki Coupling;

DOI:10.1021/acs.chemmater.6b03177

upstream raw materials:

4-Bromophenylboronic acid

2-(4-bromophenyl]pyridine

Trimethyl borate

2-bromo-pyridine

Downstream raw materials:

2-(4,4'-di-2-pyridyl-[1,1':3',1''-terphenyl]-5'-yl)-4,6-diphenylpyrimidine