4,9-dihydro-4,4,9,9-tetraoctyl-s-indaceno[1,2-b:5,6-b']dithiophene

Base Information

• Chemical Name: 4,9-dihydro-4,4,9,9-tetraoctyl-s-indaceno[1,2-b:5,6-b']dithiophene
• CAS No.: 1209012-32-7
• Molecular Formula: C₄₈H₇₄S₂
• Molecular Weight: 715.248
• Mol file: 1209012-32-7.mol

Synonyms:

Chemical Property of 4,9-dihydro-4,4,9,9-tetraoctyl-s-indaceno[1,2-b:5,6-b']dithiophene

Chemical Property:

• Boiling Point: 750.6±50.0 °C(Predicted)
• Density: 0.980±0.06 g/cm3(Predicted)

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4,9-dihydro-4,4,9,9-tetraoctyl-s-indaceno[1,2-b:5,6-b']dithiophene

There total 6 articles about 4,9-dihydro-4,4,9,9-tetraoctyl-s-indaceno[1,2-b:5,6-b']dithiophene 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: 67.0%

1-bromo-octane (111-83-1) + 4,9-dihydro-s-indaceno[1,2-b:5,6-b′]dithiophene (1209012-31-6) → 4,4,9,9-tetraoctyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene (1209012-32-7)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; for 16h; Cooling with ice;

Reference yield:

2,5-dibromoterephtalic acid (13731-82-3) → 4,4,9,9-tetraoctyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene (1209012-32-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sulfuric acid / water / 25 °C / Reflux; Inert atmosphere

2.1: tris-(o-tolyl)phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 3 h / Reflux; Inert atmosphere

3.1: sodium hydroxide / water; methanol / 16 h / Reflux

4.1: phosgene; N,N-dimethyl-formamide / dichloromethane / 16 h / 20 °C / Cooling with ice

4.2: 4.5 h / 20 °C / Cooling with ice

5.1: hydrazine; potassium hydroxide / diethylene glycol / 24 h / 160 - 170 °C / Cooling with ice

6.1: potassium tert-butylate / tetrahydrofuran / 16 h / Cooling with ice

With phosgene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sulfuric acid; potassium tert-butylate; N,N-dimethyl-formamide; tris-(o-tolyl)phosphine; potassium hydroxide; sodium hydroxide; hydrazine; In tetrahydrofuran; methanol; dichloromethane; water; diethylene glycol;

Reference yield:

dimethyl 2,5-dibromoterephthalate (18014-00-1) → 4,4,9,9-tetraoctyl-4,9-dihydro-s-indaceno[1,2-b:5,6-b']dithiophene (1209012-32-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: tris-(o-tolyl)phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / tetrahydrofuran / 3 h / Reflux; Inert atmosphere

2.1: sodium hydroxide / water; methanol / 16 h / Reflux

3.1: phosgene; N,N-dimethyl-formamide / dichloromethane / 16 h / 20 °C / Cooling with ice

3.2: 4.5 h / 20 °C / Cooling with ice

4.1: hydrazine; potassium hydroxide / diethylene glycol / 24 h / 160 - 170 °C / Cooling with ice

5.1: potassium tert-butylate / tetrahydrofuran / 16 h / Cooling with ice

With phosgene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; N,N-dimethyl-formamide; tris-(o-tolyl)phosphine; potassium hydroxide; sodium hydroxide; hydrazine; In tetrahydrofuran; methanol; dichloromethane; water; diethylene glycol;

upstream raw materials:

2,5-dibromoterephtalic acid

dimethyl 2,5-dibromoterephthalate

2,5-bis(thiophen-2-yl)terephthalic acid

1-bromo-octane