(3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane)

Base Information

• Chemical Name: (3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane)
• CAS No.: 1619967-09-7
• Molecular Formula: C14H20F2S2Sn2
• Molecular Weight: 527.86
• Mol file: 1619967-09-7.mol

Synonyms:(3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane)

Chemical Property of (3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane)

Chemical Property:

• Boiling Point: 410.9±55.0 °C(Predicted)
• PSA: 56.48000
• LogP: 4.84520
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99%, ^*data from raw suppliers

(3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane) >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: 3,3'-Difluoro-5,5'-bis(trimethylstannyl)-2,2'-bithiophene is?used for the synthesis of small molecules or polymer semiconductors in organic electronic applications, such as?P(NDI2OD-T2F).

Technology Process of (3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane)

There total 4 articles about (3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane) 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: 94.7%

3,3'-difluoro-2,2'-bithiophene + trimethyltin(IV)chloride (1066-45-1) → 3-fluoro-2-(3-fluoro-5-(trimethylstannyl) thiophen-2-yl)-5-(trimethylstannyl)thiophene (1619967-09-7)

Guidance literature:

3,3'-difluoro-2,2'-bithiophene; With n-butyllithium; In tetrahydrofuran; at -40 - 20 ℃; for 1.5h; Inert atmosphere;

trimethyltin(IV)chloride; In tetrahydrofuran; at -40 - 20 ℃; for 3.5h;

Reference yield: 60.0%

5,5'-bisbromo-3,3'-difluoro-2,2'-bithiophene (1619967-08-6) + trimethyltin(IV)chloride (1066-45-1) → 3-fluoro-2-(3-fluoro-5-(trimethylstannyl) thiophen-2-yl)-5-(trimethylstannyl)thiophene (1619967-09-7)

Guidance literature:

5,5'-bisbromo-3,3'-difluoro-2,2'-bithiophene; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h; Inert atmosphere;

trimethyltin(IV)chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.6b05418

Reference yield:

(3,3′-difluoro-[2,2′-bithiophene]-5,5′-diyl)bis(trimethylsilane) → 3-fluoro-2-(3-fluoro-5-(trimethylstannyl) thiophen-2-yl)-5-(trimethylstannyl)thiophene (1619967-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetic acid; N-Bromosuccinimide / chloroform / 60 °C / Darkness

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 - 20 °C

2.2: -78 - 20 °C

With N-Bromosuccinimide; n-butyllithium; acetic acid; In tetrahydrofuran; hexane; chloroform;

DOI:10.1021/cm502229k

upstream raw materials:

5,5'-bisbromo-3,3'-difluoro-2,2'-bithiophene

trimethyltin(IV)chloride

3,3'-dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene

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