3,3'-Dibromo-2,2'-bifuran

Base Information

• Chemical Name: 3,3'-Dibromo-2,2'-bifuran
• CAS No.: 66721-51-5
• Molecular Formula: C₈H₄Br₂O₂
• Molecular Weight: 291.927
• Mol file: 66721-51-5.mol

Synonyms:3,3'-Dibromo-2,2'-bifuran

Chemical Property of 3,3'-Dibromo-2,2'-bifuran

Chemical Property:

• PSA: 26.28000
• LogP: 4.06460

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,3'-Dibromo-2,2'-bifuran

There total 2 articles about 3,3'-Dibromo-2,2'-bifuran 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: 69.0%

3-bromofurane (22037-28-1) → 3,3′-dibromo-2,2′-bifuran (66721-51-5)

Guidance literature:

3-bromofurane; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 1.5h; Inert atmosphere;

With copper dichloride; In tetrahydrofuran; hexane; at -78 - 20 ℃;

DOI:10.1039/c8tc02908c

Reference yield: 6.0%

3-bromofurane (22037-28-1) → 3,3′-dibromo-2,2′-bifuran (66721-51-5) + C12H5Br3O3

Guidance literature:

3-bromofurane; With lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; at -78 ℃; for 1h;

With copper dichloride; at 25 ℃;

DOI:10.1039/c4sc02664k

Reference yield:

3,3′-dibromo-2,2′-bifuran (66721-51-5) → difuran[3,2-b:2′,3′-d]phosphole methyl triflate

Guidance literature:

Multi-step reaction with 3 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere; Schlenk technique; Glovebox

1.2: 10 h / Inert atmosphere; Schlenk technique; Glovebox

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere; Schlenk technique; Glovebox

2.2: 10 h / -78 °C / Inert atmosphere; Schlenk technique; Glovebox

2.3: 2 h / Inert atmosphere; Schlenk technique; Glovebox

3.1: trichlorosilane / toluene / 12 h / Inert atmosphere; Reflux; Glovebox; Schlenk technique

3.2: 3 h / Inert atmosphere; Schlenk technique; Glovebox

With n-butyllithium; trichlorosilane; lithium diisopropyl amide; In tetrahydrofuran; hexane; toluene;

DOI:10.1021/acs.organomet.7b00135

upstream raw materials:

3-bromofurane

Refernces

• 1、 Shi, Shengbin,Wang, Hang,Uddin, Mohammad Afsar,Yang, Kun,Su, Mengyao,Bianchi, Luca,Chen, Peng,Cheng, Xing,Guo, Han,Zhang, Shiming,Woo, Han Young,Guo, Xugang. "Head-to-Head Linked Dialkylbifuran-Based Polymer Semiconductors for High-Performance Organic Thin-Film Transistors with Tunable Charge Carrier Polarity". . p. 1808 - 1817. Retrieved 2019.
• 2、 Cao, Hongda,Brettell-Adams, Ian A.,Qu, Fengrui,Rupar, Paul A.. "Bridged Difurans: Stabilizing Furan with p-Block Elements". . p. 2565 - 2572. Retrieved 2017.