(10-Phenyl-9-anthracenyl)boronic acid pinacol ester

Base Information

• Chemical Name: (10-Phenyl-9-anthracenyl)boronic acid pinacol ester
• CAS No.: 460347-59-5
• Molecular Formula: C26H25BO2
• Molecular Weight: 380.294
• Mol file: 460347-59-5.mol

Synonyms:(10-Phenyl-9-anthracenyl)boronic acid pinacol ester;4,4,5,5-Tetramethyl-2-(10-phenyl-9-anthryl)-1,3,2-dioxaborolane;

Chemical Property of (10-Phenyl-9-anthracenyl)boronic acid pinacol ester

Chemical Property:

• Melting Point: 165.0 to 169.0 °C
• Boiling Point: 524.111 °C at 760 mmHg
• Flash Point: 270.773 °C
• PSA: 18.46000
• Density: 1.151 g/cm³
• LogP: 5.95920

Purity/Quality:

97% ^*data from raw suppliers

4,4,5,5-Tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (10-Phenyl-9-anthracenyl)boronic acid pinacol ester

There total 8 articles about (10-Phenyl-9-anthracenyl)boronic acid pinacol ester 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: 79.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 9-bromo-10-phenylanthracene (23674-20-6) → 4,4,5,5-tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane (460347-59-5)

Guidance literature:

9-bromo-10-phenylanthracene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; at -78 - 20 ℃; for 5h;

DOI:10.1021/ja8042905

Reference yield: 64.0%

9-bromo-10-phenylanthracene (23674-20-6) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane (460347-59-5)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; for 24h; Inert atmosphere; Reflux;

DOI:10.1039/c5tc02055g

Reference yield:

9-phenylanthracene (602-55-1) → 4,4,5,5-tetramethyl-2-(10-phenylanthracen-9-yl)-1,3,2-dioxaborolane (460347-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; bromine

2: n-butyllithium

With n-butyllithium; bromine; acetic acid;

upstream raw materials:

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

9-bromo-10-phenylanthracene

9,10-Dibromoanthracene

phenylboronic acid

Downstream raw materials:

10-phenyl-9-(1,1,3,3-tetramethylisoindolin-2-yloxyl-5-yl)anthracene

9-(2-methoxy-1,1,3,3-tetramethylisoindolin-5-yl)-10-phenylanthracene

9-(4-bromophenyl)-10-phenylanthracene

1,3-bis(9-(4-(10-phenylanthracen-9-yl)phenyl)-9H-fluoren-9-yl)benzene