diethyl 1,4-bis(thiophen-2-yl)-2,5-benzenedicarboxylate

Base Information

• Chemical Name: diethyl 1,4-bis(thiophen-2-yl)-2,5-benzenedicarboxylate
• CAS No.: 915224-39-4
• Molecular Formula: C₂₀H₁₈O₄S₂
• Molecular Weight: 386.493
• Mol file: 915224-39-4.mol

Synonyms:diethyl 1,4-bis(thiophen-2-yl)-2,5-benzenedicarboxylate

Chemical Property of diethyl 1,4-bis(thiophen-2-yl)-2,5-benzenedicarboxylate

Chemical Property:

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl 1,4-bis(thiophen-2-yl)-2,5-benzenedicarboxylate

There total 9 articles about diethyl 1,4-bis(thiophen-2-yl)-2,5-benzenedicarboxylate 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: 88.0%

thiophene boronic acid (6165-68-0) + 2,5-dibromo-terephthalic acid diethyl ester (18013-97-3) → diethyl 1,4-bis(thiophen-2-yl)-2,5-benzenedicarboxylate (915224-39-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium hydrogencarbonate; In tetrahydrofuran; water; for 48h; Inert atmosphere; Reflux;

DOI:10.1002/pola.25042

Reference yield: 87.0%

2-bromothiophene (1003-09-4) + 2,5-dibromo-terephthalic acid diethyl ester (18013-97-3) → diethyl 1,4-bis(thiophen-2-yl)-2,5-benzenedicarboxylate (915224-39-4)

Guidance literature:

2-bromothiophene; With iodine; magnesium; In tetrahydrofuran;

With zinc(II) chloride; In tetrahydrofuran; at 0 ℃;

2,5-dibromo-terephthalic acid diethyl ester; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran;

Reference yield: 82.0%

2,5-dibromo-terephthalic acid diethyl ester (18013-97-3) + tributyl(thien-2-yl)stannane (54663-78-4) → diethyl 1,4-bis(thiophen-2-yl)-2,5-benzenedicarboxylate (915224-39-4)

Guidance literature:

2,5-dibromo-terephthalic acid diethyl ester; With bis-triphenylphosphine-palladium(II) chloride; 2,6-di-tert-butylphenol; In toluene; at 100 ℃; for 0.25h; Inert atmosphere;

tributyl(thien-2-yl)stannane; In toluene; at 100 ℃; for 24h; Inert atmosphere;

With potassium fluoride; In methanol; water; toluene; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol402749s

upstream raw materials:

2,5-dibromo-terephthalic acid diethyl ester

thiophen-2-yl magnesium bromide

2-bromothiophene

2-thienylzinc bromide

Downstream raw materials:

2,5-bis-(5-trimethylsilanyl-thiophen-2-yl)-terephthalic acid diethyl ester

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

4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene

C₄₄H₃₃BrS₂