9-(2-Ethylhexyl)-3,6-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

Base Information

• Chemical Name: 9-(2-Ethylhexyl)-3,6-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole
• CAS No.: 448955-87-1
• Molecular Formula: C32H47B2NO4
• Molecular Weight: 531.34200
• Mol file: 448955-87-1.mol

Synonyms:

Chemical Property of 9-(2-Ethylhexyl)-3,6-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

Chemical Property:

• PSA: 41.85000
• LogP: 6.60930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

9-(2-Ethylhexyl)-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9-(2-Ethylhexyl)-3,6-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

There total 5 articles about 9-(2-Ethylhexyl)-3,6-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole 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: 65.0%

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) + 3,6-dibromo-9-(2-ethyl-hexyl)-9H-carbazole (173063-52-0) → 9-(2-ethylhexyl)-3,6-bis(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-9H-carbazole (448955-87-1)

Guidance literature:

3,6-dibromo-9-(2-ethyl-hexyl)-9H-carbazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 - 20 ℃; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; hexane; water; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.inorgchem.0c02366

Reference yield:

9H-carbazole (86-74-8,105184-46-1,97960-57-1) → 9-(2-ethylhexyl)-3,6-bis(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-9H-carbazole (448955-87-1)

Guidance literature:

Multi-step reaction with 3 steps

1: N-Bromosuccinimide / N,N-dimethyl-formamide / 20 °C

2: potassium hydroxide / acetone / 12 h / Reflux

3: n-butyllithium / tetrahydrofuran; hexane / 24 h / -78 - 20 °C

With N-Bromosuccinimide; n-butyllithium; potassium hydroxide; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.dyepig.2014.11.013

Reference yield:

3,6-dibromo-9H-carbazole (6825-20-3) → 9-(2-ethylhexyl)-3,6-bis(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)-9H-carbazole (448955-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / acetone / 12 h / Reflux

2: n-butyllithium / tetrahydrofuran; hexane / 24 h / -78 - 20 °C

With n-butyllithium; potassium hydroxide; In tetrahydrofuran; hexane; acetone;

DOI:10.1016/j.dyepig.2014.11.013

upstream raw materials:

3,6-dibromo-9H-carbazole

9H-carbazole

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

3,6-dibromo-9-(2-ethyl-hexyl)-9H-carbazole

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