2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzofuran

Base Information

• Chemical Name: 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzofuran
• CAS No.: 947770-80-1
• Molecular Formula: C18H19BO3
• Molecular Weight: 294.158
• Mol file: 947770-80-1.mol

Synonyms:Dibenzofuran,2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl);

Chemical Property of 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzofuran

Chemical Property:

• PSA: 31.60000
• Density: 1.15
• LogP: 3.88520

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzofuran (cas# 947770-80-1) is a compound useful in organic synthesis.

Technology Process of 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzofuran

There total 9 articles about 2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzofuran 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: 90.0%

→ 4,4,5,5-tetramethyl-2-{8-oxatricyclo[7.4.02,7,]trideca-1(9),2,4,6,10,12-hexaen-4-yl}-1,3,2-dioxaborolane (947770-80-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium acetate; In tetrahydrofuran; at 20 ℃; for 0.0833333h; Inert atmosphere;

In tetrahydrofuran; at 80 ℃; for 24h; Inert atmosphere;

Reference yield: 85.0%

N,N,N-trimethyldibenzo[b,d]furan-2-aminium trifluoromethanesulfonate + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-{8-oxatricyclo[7.4.02,7,]trideca-1(9),2,4,6,10,12-hexaen-4-yl}-1,3,2-dioxaborolane (947770-80-1)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel⁽⁰⁾; potassium tert-butylate; 1,3-dicyclohexyl-1H-imidazol-3-ium chloride; In 2-ethoxy-ethanol; toluene; at 50 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.5b02557

Reference yield: 84.0%

2-bromodibenzo[b,d]furan (86-76-0) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → 4,4,5,5-tetramethyl-2-{8-oxatricyclo[7.4.02,7,]trideca-1(9),2,4,6,10,12-hexaen-4-yl}-1,3,2-dioxaborolane (947770-80-1)

Guidance literature:

2-bromodibenzo[b,d]furan; In tetrahydrofuran; at -78 ℃; for 0.5h;

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h;

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

DOI:10.1016/j.dyepig.2020.108697

upstream raw materials:

2-bromodibenzo[b,d]furan

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

dibenzo[b,d]furan-2-amine

bis(pinacol)diborane

Downstream raw materials:

12H-benzofuro[3,2-a]carbazole

2-(2-nitrophenyl)dibenzo[b,d]furan

Refernces

• 1、 -. "ORGANIC LIGHT-EMITTING DIODE HAVING LONG LIFESPAN, LOW VOLTAGE, AND HIGH EFFICIENCY PROPERTY". Paragraph 0166-0167. . Retrieved 2021/09/17.
• 2、 -. "COMPOUND FOR ORGANIC ELECTRONIC ELEMENT, ORGANIC ELECTRONIC ELEMENT USING SAME, AND ELECTRONIC DEVICE THEREFOR". Paragraph 0091-0093; 0100-0102. . Retrieved 2020/02/19.