5-(5-Formyl-2-thienyl)-2-thiopheneboronic Acid

Base Information

• Chemical Name: 5-(5-Formyl-2-thienyl)-2-thiopheneboronic Acid
• CAS No.: 1369328-62-0
• Molecular Formula: C₉H₇BO₃S₂
• Molecular Weight: 238.096
• Mol file: 1369328-62-0.mol

Synonyms:(5’-formyl-[2,2’-bithiophen]-5-yl)boronic acid

Chemical Property of 5-(5-Formyl-2-thienyl)-2-thiopheneboronic Acid

Chemical Property:

• Storage Temp.: 0-10°C

Purity/Quality:

97% ^*data from raw suppliers

5''-Formyl-2,2''-bithiophene-5-boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(5-Formyl-2-thienyl)-2-thiopheneboronic Acid

There total 4 articles about 5-(5-Formyl-2-thienyl)-2-thiopheneboronic Acid 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: 61.0%

2-(5’-bromo-[2,2’-bithiophen]-5-yl)-1,3-dioxolane (773093-00-8) → (5’-formyl-[2,2’-bithiophen]-5-yl)boronic acid (1369328-62-0)

Guidance literature:

2-(5’-bromo-[2,2’-bithiophen]-5-yl)-1,3-dioxolane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

With boric acid tributyl ester; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

DOI:10.1021/ol4001685

Reference yield:

2,2'-bithiophene-5-carboxaldehyde (3779-27-9) → (5’-formyl-[2,2’-bithiophen]-5-yl)boronic acid (1369328-62-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrachloromethane; N-Bromosuccinimide / 4 h / 20 - 75 °C

2.1: toluene-4-sulfonic acid / toluene / 20 h / Reflux; Dean-Stark

3.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

3.2: 1 h / -78 °C

With tetrachloromethane; N-Bromosuccinimide; n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; toluene;

DOI:10.1021/ol4001685

Reference yield:

5'-bromo-2,2'-bithiophene-5-carboxaldehyde (110046-60-1) → (5’-formyl-[2,2’-bithiophen]-5-yl)boronic acid (1369328-62-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / toluene / 20 h / Reflux; Dean-Stark

2.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C

2.2: 1 h / -78 °C

With n-butyllithium; toluene-4-sulfonic acid; In tetrahydrofuran; hexane; toluene;

DOI:10.1021/ol4001685

upstream raw materials:

2,2'-bithiophene-5-carboxaldehyde

5'-bromo-2,2'-bithiophene-5-carboxaldehyde

2-(5’-bromo-[2,2’-bithiophen]-5-yl)-1,3-dioxolane

2,2'-Bithiophene

Downstream raw materials:

5’-(4-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)phenyl)-[2,2’-bithiophene]-5-carbaldehyde

(E)-3-(5’-(4-(bis(1,3-dihexyl-2-thioxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)amino)phenyl)-[2,2’-bithiophen]-5-yl)-2-cyanoacrylic acid

5′-(4-(bis(4-methoxyphenyl)amino)phenyl)-[2,2′-bithiophene]-5-carbaldehyde