[4'-(9H-carbazole-9-yl)-1,1-biphenyl-4-yl]-boroonic acid (CBp4BA)

Base Information

• Chemical Name: [4'-(9H-carbazole-9-yl)-1,1-biphenyl-4-yl]-boroonic acid (CBp4BA)
• CAS No.: 858131-73-4
• Molecular Formula: C24H18BNO2
• Molecular Weight: 363.223
• Mol file: 858131-73-4.mol

Synonyms:Boronic acid, [4'-(9H-carbazol-9-yl)[1,1'-biphenyl]-4-yl]-;[4'-(Carbazol-9-yl)-1,1'-biphenyl-4-yl]boronic acid;[4'-(9H-carbazole-9-yl)-1,1-biphenyl-4-yl]-boroonic acid;

Chemical Property of [4'-(9H-carbazole-9-yl)-1,1-biphenyl-4-yl]-boroonic acid (CBp4BA)

Chemical Property:

• Boiling Point: 544.2±60.0 °C(Predicted)
• PKA: 8.54±0.17(Predicted)
• PSA: 45.39000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 4.13050
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

97% ^*data from raw suppliers

[4''-(Carbazol-9-yl)-4-biphenylyl]boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [4'-(9H-carbazole-9-yl)-1,1-biphenyl-4-yl]-boroonic acid (CBp4BA)

There total 2 articles about [4'-(9H-carbazole-9-yl)-1,1-biphenyl-4-yl]-boroonic acid (CBp4BA) 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: 62.0%

9-(4'-iodine-[1,1'-biphenyl]-4-yl)-9H-carbazole (207447-27-6) → (4'-(9H-carbazol-9-yl)-[1,1'-biphenyl]-4-yl)boronic acid (858131-73-4)

Guidance literature:

9-(4'-iodine-[1,1'-biphenyl]-4-yl)-9H-carbazole; With n-butyllithium; In tetrahydrofuran; cyclohexane; at -78 - 20 ℃; for 1.5h;

With Trimethyl borate; In tetrahydrofuran; cyclohexane; at -78 - 20 ℃;

With water; ammonium chloride; In tetrahydrofuran; cyclohexane;

DOI:10.1039/b925608c

Reference yield: 62.0%

Trimethyl borate (121-43-7,63156-11-6) + 9-(4'-iodine-[1,1'-biphenyl]-4-yl)-9H-carbazole (207447-27-6) + water (7732-18-5) → (4'-(9H-carbazol-9-yl)-[1,1'-biphenyl]-4-yl)boronic acid (858131-73-4)

Guidance literature:

With n-C₄H₉Li; NH₄Cl; In tetrahydrofuran; cyclohexane; (N2); n-C4H9Li in cyclohexane added dropwise to C12H8N(C6H4)2I in THF at-78°C, kept for 30 min, warmed to room temp. for 1 h, B(OCH3)3 a dded at -78°C, stirred for 30 min, warmed to room temp. and stirred overnight, aq. NH4Cl added; extd. (CH2Cl2), evapd., chromd. (silica gel, CH2Cl2/MeOH), evapd., dissolved in THF, added dropwise to HCl soln. (pH 5), filtered, dried; elem. anal.;

DOI:10.1039/b925608c

Reference yield: 89.0%

(4'-(9H-carbazol-9-yl)-[1,1'-biphenyl]-4-yl)boronic acid (858131-73-4) + 4'-bromo-5'-phenyl-[1,1':2',1''-terphenyl]-4-carbonitrile → C49H32N2

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; Inert atmosphere; Reflux;

upstream raw materials:

Trimethyl borate

9-(4'-iodine-[1,1'-biphenyl]-4-yl)-9H-carbazole

water