4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic acid

Base Information

• Chemical Name: 4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic acid
• CAS No.: 1024594-86-2
• Molecular Formula: C7H2Br2O2S2
• Molecular Weight: 342.032
• Hs Code.: 2934999090
• Mol file: 1024594-86-2.mol

Synonyms:4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic acid

Chemical Property of 4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic acid

Chemical Property:

• Boiling Point: 474.9±40.0 °C(Predicted)
• PKA: 2.99±0.30(Predicted)
• PSA: 93.78000
• Density: 2.320
• LogP: 4.18600
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

4,6-Dibromothieno[3,4-b]thiophene-2-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic Acid is a useful intermediate in the preparation of thiophene based copolymers for photovoltaic applications.

Technology Process of 4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic acid

There total 5 articles about 4,6-Dibromothieno[3,4-b]thiophene-2-carboxylic 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: 90.0%

ethyl 4,6-dibromothieno[3,4-b]thiophene-2-carboxylate → 4,6-dibromo-thieno[3,4-b]thiophene-2-carboxylic acid (1024594-86-2)

Guidance literature:

With sodium hydroxide; In ethanol; Reflux;

DOI:10.1039/c5ra13381e

Reference yield:

4-bromothiophene-3-carboxaldehyde (18791-78-1) → 4,6-dibromo-thieno[3,4-b]thiophene-2-carboxylic acid (1024594-86-2)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(II) oxide; potassium carbonate / N,N-dimethyl-formamide / 12 h / 80 °C

2: N-Bromosuccinimide / chloroform / 3 h / 20 °C

3: sodium hydroxide / ethanol / Reflux

With N-Bromosuccinimide; copper(II) oxide; potassium carbonate; sodium hydroxide; In ethanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1039/c5ra13381e

Reference yield:

thieno[3,4-b]thiophene-2-carboxylic acid methyl ester (14630-09-2) → 4,6-dibromo-thieno[3,4-b]thiophene-2-carboxylic acid (1024594-86-2)

Guidance literature:

With N-Bromosuccinimide; sodium sulfite; In hexane; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

4,6-Dihydro-thieno[3,4-b]thiophene-2-carboxylic acid methyl ester

thieno[3,4-b]thiophene-2-carboxylic acid methyl ester

4-bromothiophene-3-carboxaldehyde

Downstream raw materials:

octyl 4,6-dibromothieno[3,4-b]thiophene-2-carboxylate

C₁₄H₈Br₂O₃S₂

C₁₃H₆Br₂O₂S₂

C₁₃H₅Br₂FO₂S₂