2-phenyl-3,5-dimethyl-6-[(4-dimethyl(chloromethyl)silyl)phenyl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

Base Information

• Chemical Name: 2-phenyl-3,5-dimethyl-6-[(4-dimethyl(chloromethyl)silyl)phenyl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide
• CAS No.: 500772-43-0
• Molecular Formula: C₂₅H₂₃ClO₂S₃Si
• Molecular Weight: 515.193
• Mol file: 500772-43-0.mol

Synonyms:2-phenyl-3,5-dimethyl-6-[(4-dimethyl(chloromethyl)silyl)phenyl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

Chemical Property of 2-phenyl-3,5-dimethyl-6-[(4-dimethyl(chloromethyl)silyl)phenyl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-phenyl-3,5-dimethyl-6-[(4-dimethyl(chloromethyl)silyl)phenyl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

There total 5 articles about 2-phenyl-3,5-dimethyl-6-[(4-dimethyl(chloromethyl)silyl)phenyl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide 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: 43.0%

2-bromo-3,5-dimethyl-6-phenyl-dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide (500772-42-9) + 4-tributylstannyl-dimethyl(chloromethyl)silylbenzene → 2-phenyl-3,5-dimethyl-6-[(4-dimethyl(chloromethyl)silyl)phenyl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide (500772-43-0)

Guidance literature:

tetrakis(triphenylarsine)palladium⁽⁰⁾; In toluene; for 3h; Heating;

DOI:10.1021/jo026298o

Reference yield:

tributylphenylstannane (960-16-7) → 2-phenyl-3,5-dimethyl-6-[(4-dimethyl(chloromethyl)silyl)phenyl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide (500772-43-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 42 percent / Pd(AsPh₃)4 / toluene / 2 h / Heating

2: 85 percent / N-bromosuccinimide / CH₂Cl₂; acetic acid / 0 - 20 °C

3: 43 percent / Pd(Ph₃As)4 / toluene / 3 h / Heating

With N-Bromosuccinimide; tetrakis(triphenylarsine)palladium⁽⁰⁾; In dichloromethane; acetic acid; toluene;

DOI:10.1021/jo026298o

Reference yield:

2,3'-bis(3-methylthiophene)-dithienol[3,2-b;2',3'-d]thiophene-4,4-dioxide → 2-phenyl-3,5-dimethyl-6-[(4-dimethyl(chloromethyl)silyl)phenyl]dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide (500772-43-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 68 percent / N-bromosuccinimide / CH₂Cl₂; acetic acid / 0 - 20 °C

2: 42 percent / Pd(AsPh₃)4 / toluene / 2 h / Heating

3: 85 percent / N-bromosuccinimide / CH₂Cl₂; acetic acid / 0 - 20 °C

4: 43 percent / Pd(Ph₃As)4 / toluene / 3 h / Heating

With N-Bromosuccinimide; tetrakis(triphenylarsine)palladium⁽⁰⁾; In dichloromethane; acetic acid; toluene;

DOI:10.1021/jo026298o

upstream raw materials:

2-bromo-3,5-dimethyl-6-phenyl-dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide

tributylphenylstannane

2-bromo-3,5-dimethyl-dithieno[2,3-d:3',2'-b]thiophene-4,4-dioxide

2-phenyl-3,5-dimethyl-dithieno[3,2-b:2',3'-d]thiophene-4,4-dioxide