1-Phenyl-2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-benzimidazole

Base Information

• Chemical Name: 1-Phenyl-2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-benzimidazole
• CAS No.: 952514-86-2
• Molecular Formula: C25H25BN2O2
• Molecular Weight: 396.297
• Hs Code.: 2934999090
• Mol file: 952514-86-2.mol

Synonyms:3-(1-Phenyl-1H-benzimidazole-2-yl)phenylboronic acid pinacol ester

Chemical Property of 1-Phenyl-2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-benzimidazole

Chemical Property:

• Melting Point: 172.0 to 176.0 °C
• Boiling Point: 579.9±52.0 °C(Predicted)
• PKA: 4.22±0.10(Predicted)
• PSA: 36.28000
• Density: 1.12
• LogP: 4.99170
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

1-Phenyl-2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-benzo[d]imidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Phenyl-2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-benzimidazole

There total 6 articles about 1-Phenyl-2-[3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1H-benzimidazole 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: 96.0%

2-2-(4-bromophenyl)-1-phenyl-1H-benzo[d]imidazole (760212-40-6) + bis(pinacol)diborane (73183-34-3) → 1-phenyl-2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-benzo[d]imidazole (952514-86-2)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; for 3h; Inert atmosphere; Reflux;

Reference yield:

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) + 2-2-(4-bromophenyl)-1-phenyl-1H-benzo[d]imidazole (760212-40-6) + CH2Cl2:CH3OH + [1,1'-bis(diphenylphosphino)-ferrocene]dichloropalladium + bis(pinacolato)diboron → 1-phenyl-2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-benzo[d]imidazole (952514-86-2)

Guidance literature:

With potassium acetate; In dichloromethane;

Reference yield:

N-phenyl-1,2-benzenediamine (534-85-0) → 1-phenyl-2-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-benzo[d]imidazole (952514-86-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / dichloromethane / 19 h / 20 °C

2.1: trichlorophosphate / 1,4-dioxane / 2 h / 115 °C

2.2: 20 °C

3.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 17 h / 80 °C / Inert atmosphere

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

upstream raw materials:

1,4-dioxane

2-2-(4-bromophenyl)-1-phenyl-1H-benzo[d]imidazole

bis(pinacol)diborane

3-bromobenzoyl chloride

Downstream raw materials:

C₅₇H₃₉N₅

2,6-bis(3-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)benzene

2,6-bis(3-(1-phenyl-1H-benzo[d]imidazol-2-yl)phenyl)pyridine