9-(2-Ethylhexyl)-2,7-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

Base Information

• Chemical Name: 9-(2-Ethylhexyl)-2,7-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole
• CAS No.: 476360-83-5
• Molecular Formula: C32H47B2NO4
• Molecular Weight: 531.351
• Mol file: 476360-83-5.mol

Synonyms:9-(2-Ethylhexyl)-2,7-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

Chemical Property of 9-(2-Ethylhexyl)-2,7-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

Chemical Property:

• PSA: 41.85000
• LogP: 6.60930
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

9-(2-Ethylhexyl)-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole ^*data from reagent suppliers

Safty Information:

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• Hazard Codes: 

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Technology Process of 9-(2-Ethylhexyl)-2,7-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

There total 9 articles about 9-(2-Ethylhexyl)-2,7-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: 61.0%

bis(pinacol)diborane (73183-34-3) + 2,7-dibromo-9-(2-ethyl-hexyl)-9H-carbazole (544436-46-6) → N-(2-ethylhexyl)-2,7-bis(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaboralan-2′-yl)-9H-carbazole (476360-83-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In N,N-dimethyl-formamide; at 80 ℃; Inert atmosphere;

DOI:10.1021/acs.inorgchem.0c02366

Reference yield: 42.4%

N-(2-ethylhexyl)-2,7-diiodocarbazole (353276-23-0) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → N-(2-ethylhexyl)-2,7-bis(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaboralan-2′-yl)-9H-carbazole (476360-83-5)

Guidance literature:

N-(2-ethylhexyl)-2,7-diiodocarbazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 - 20 ℃; Further stages.;

DOI:10.1021/ma050425b

Reference yield:

2,7-diamino-carbazole (6402-13-7) → N-(2-ethylhexyl)-2,7-bis(4′,4′,5′,5′-tetramethyl-1′,3′,2′-dioxaboralan-2′-yl)-9H-carbazole (476360-83-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium nitrite; aq. HCl / 2 h / 0 °C

1.2: potassium iodide / H₂O / 24 h / 20 °C

2.1: 1.57 g / NaOH / benzyltrimethylammonium chloride / dimethylsulfoxide; H₂O / 3 h / 80 °C

3.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

3.2: 42.4 percent / tetrahydrofuran; hexane / -78 - 20 °C

With hydrogenchloride; sodium hydroxide; n-butyllithium; sodium nitrite; benzyltrimethylammonium chloride; In tetrahydrofuran; hexane; water; dimethyl sulfoxide;

DOI:10.1021/ma050425b

upstream raw materials:

N-(2-ethylhexyl)-2,7-diiodocarbazole

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

2,7-diamino-carbazole

2,7-diiodo-9H-carbazole

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