N-Octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole

Base Information

• Chemical Name: N-Octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole
• CAS No.: 871696-12-7
• Molecular Formula: C30H43B2NO4
• Molecular Weight: 503.298
• Mol file: 871696-12-7.mol

Synonyms:N-Hexyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole;9-Hexyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole

Chemical Property of N-Octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole

Chemical Property:

• Melting Point: 221.0 to 225.0 °C
• Boiling Point: 587.6±43.0 °C(Predicted)
• PSA: 41.85000
• Density: 1.06±0.1 g/cm3(Predicted)
• LogP: 5.97320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

9-Hexyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-Octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole

There total 5 articles about N-Octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)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: 88.0%

2,7-dibromo-9-n-hexyl-9H-carbazole (654676-12-7) + 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (61676-62-8) → C30H43B2NO4 (871696-12-7)

Guidance literature:

2,7-dibromo-9-n-hexyl-9H-carbazole; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere; Schlenk technique;

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.1c03240

Reference yield:

2,7-dibromo-9-n-hexyl-9H-carbazole (654676-12-7) → C30H43B2NO4 (871696-12-7)

Guidance literature:

2,7-dibromo-9-n-hexyl-9H-carbazole; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

borolane; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1016/j.tet.2011.08.096

Reference yield:

4-(4-bromophenyl)bromobenzene (92-86-4) → C30H43B2NO4 (871696-12-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: nitric acid; acetic acid / 110 °C

2.1: triethyl phosphite / 18 h / 160 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 80 °C

4.1: n-butyllithium / tetrahydrofuran / -78 °C

4.2: 18 h / 20 °C

With n-butyllithium; nitric acid; potassium carbonate; acetic acid; triethyl phosphite; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2011.08.096

upstream raw materials:

2,7-dibromo-9-n-hexyl-9H-carbazole

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

4-(4-bromophenyl)bromobenzene

4,4'-dibromo-2-nitro-biphenyl

Refernces

• 1、 Ryan, Aoife,Tuffy, Brian,Horn, Sabine,Blau, Werner J.,Senge, Mathias O.. "Carbazole-linked porphyrin dimers for organic light emitting diodes: Synthesis and initial photophysical studies". scheme or table. p. 8248 - 8254. Retrieved 2011/11/12.