13-phenylethynyl-15,15-dioctyl-15H-dibenzo[a,c]indeno[1,2-i]phenazine

Base Information

• Chemical Name: 13-phenylethynyl-15,15-dioctyl-15H-dibenzo[a,c]indeno[1,2-i]phenazine
• CAS No.: 1612186-63-6
• Molecular Formula: C₅₁H₅₂N₂
• Molecular Weight: 692.987
• Mol file: 1612186-63-6.mol

Synonyms:13-phenylethynyl-15,15-dioctyl-15H-dibenzo[a,c]indeno[1,2-i]phenazine

Chemical Property of 13-phenylethynyl-15,15-dioctyl-15H-dibenzo[a,c]indeno[1,2-i]phenazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 13-phenylethynyl-15,15-dioctyl-15H-dibenzo[a,c]indeno[1,2-i]phenazine

There total 9 articles about 13-phenylethynyl-15,15-dioctyl-15H-dibenzo[a,c]indeno[1,2-i]phenazine 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:

13-bromo-15,15-dioctyl-15H-dibenzo[a,c]indeno[1,2-i]phenazine (1612186-48-7) + phenylacetylene (536-74-3) → 13-phenylethynyl-15,15-dioctyl-15H-dibenzo[a,c]indeno[1,2-i]phenazine (1612186-63-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; for 24h; Reflux; Inert atmosphere;

DOI:10.1016/j.dyepig.2014.04.042

Reference yield:

2-bromo-7-nitro-9H-fluorene (6638-61-5) → 13-phenylethynyl-15,15-dioctyl-15H-dibenzo[a,c]indeno[1,2-i]phenazine (1612186-63-6)

Guidance literature:

Multi-step reaction with 8 steps

1.1: potassium hydroxide / dimethyl sulfoxide / 0.5 h / 20 °C

1.2: 5 h / 20 °C

2.1: iron(III) chloride hexahydrate; pyrographite / methanol / 0.17 h / Inert atmosphere; Reflux

2.2: 2 h / Inert atmosphere; Reflux

3.1: acetic acid / 4 h / 20 °C

4.1: acetic acid; nitric acid / 0.5 h / 0 °C

5.1: sulfuric acid / ethanol / 2 h / 80 °C

6.1: iron(III) chloride hexahydrate; pyrographite / methanol / 0.17 h / Reflux; Inert atmosphere

6.2: 2 h / Reflux; Inert atmosphere

7.1: acetic acid; potassium carbonate / Reflux; Inert atmosphere

8.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 24 h / Reflux; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iron(III) chloride hexahydrate; sulfuric acid; nitric acid; potassium carbonate; pyrographite; acetic acid; triethylamine; potassium hydroxide; In methanol; ethanol; dimethyl sulfoxide; 8.1: |Sonogashira Cross-Coupling;

DOI:10.1016/j.dyepig.2014.04.042

Reference yield:

2-nitro-9H-fluorene (607-57-8) → 13-phenylethynyl-15,15-dioctyl-15H-dibenzo[a,c]indeno[1,2-i]phenazine (1612186-63-6)

Guidance literature:

Multi-step reaction with 9 steps

1.1: bromine / dichloromethane / 20 °C

2.1: potassium hydroxide / dimethyl sulfoxide / 0.5 h / 20 °C

2.2: 5 h / 20 °C

3.1: iron(III) chloride hexahydrate; pyrographite / methanol / 0.17 h / Inert atmosphere; Reflux

3.2: 2 h / Inert atmosphere; Reflux

4.1: acetic acid / 4 h / 20 °C

5.1: acetic acid; nitric acid / 0.5 h / 0 °C

6.1: sulfuric acid / ethanol / 2 h / 80 °C

7.1: iron(III) chloride hexahydrate; pyrographite / methanol / 0.17 h / Reflux; Inert atmosphere

7.2: 2 h / Reflux; Inert atmosphere

8.1: acetic acid; potassium carbonate / Reflux; Inert atmosphere

9.1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 24 h / Reflux; Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; iron(III) chloride hexahydrate; sulfuric acid; bromine; nitric acid; potassium carbonate; pyrographite; acetic acid; triethylamine; potassium hydroxide; In methanol; ethanol; dichloromethane; dimethyl sulfoxide; 9.1: |Sonogashira Cross-Coupling;

DOI:10.1016/j.dyepig.2014.04.042

upstream raw materials:

2-bromo-7-nitro-9H-fluorene

2-bromo-7-nitro-9,9-dioctyl-9H-fluorene

2-nitro-9H-fluorene

7-bromo-9,9-dioctyl-9H-fluoren-2-amine

Refernces