6-bromo-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene-2-carbaldehyde

Base Information

• Chemical Name: 6-bromo-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene-2-carbaldehyde
• CAS No.: 1221821-39-1
• Molecular Formula: C₂₂H₂₉BrOS₂
• Molecular Weight: 453.508
• Mol file: 1221821-39-1.mol

Synonyms:6-bromo-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene-2-carbaldehyde

Chemical Property of 6-bromo-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene-2-carbaldehyde

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-bromo-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene-2-carbaldehyde

There total 8 articles about 6-bromo-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene-2-carbaldehyde 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: 100.0%

4,4-dihexyl-4H-cyclopenta[2,1-b;3,4-b']dithiophene-2-carbaldehyde (1221821-38-0) → 6-bromo-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene-2-carbaldehyde (1221821-39-1)

Guidance literature:

With N-Bromosuccinimide; In tetrahydrofuran; at 20 ℃;

DOI:10.1055/s-0033-1341278

Reference yield:

4,4-dihexyl-4H-cyclopenta[1,2-b:5,4-b’]dithiophene (153312-86-8) → 6-bromo-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene-2-carbaldehyde (1221821-39-1)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate

2: N-Bromosuccinimide / tetrahydrofuran

With N-Bromosuccinimide; trichlorophosphate; In tetrahydrofuran;

DOI:10.1021/ol301730c

Reference yield:

3-thiophene carboxaldehyde (498-62-4) → 6-bromo-4,4-dihexyl-4H-cyclopenta[2,1-b:3,4-b′]dithiophene-2-carbaldehyde (1221821-39-1)

Guidance literature:

Multi-step reaction with 8 steps

1.1: n-butyllithium / diethyl ether / -78 °C

1.2: -78 - 20 °C

2.1: n-butyllithium / diethyl ether / -23 - 20 °C

2.2: -23 - 20 °C

3.1: pyridinium chlorochromate / 1,2-dichloro-ethane / 80 °C

4.1: copper / N,N-dimethyl-formamide / Reflux

5.1: hydrazine hydrate; potassium hydroxide / ethylene glycol / 180 °C

6.1: potassium hydroxide; potassium iodide / dimethyl sulfoxide / 20 °C

7.1: trichlorophosphate / 1,2-dichloro-ethane / 0 °C

8.1: N-Bromosuccinimide / tetrahydrofuran / 20 °C

With N-Bromosuccinimide; n-butyllithium; copper; hydrazine hydrate; pyridinium chlorochromate; potassium iodide; potassium hydroxide; trichlorophosphate; In tetrahydrofuran; diethyl ether; ethylene glycol; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 7.1: |Vilsmeier-Haack Formylation;

DOI:10.1055/s-0033-1341278

upstream raw materials:

4,4-dihexyl-4H-cyclopenta[2,1-b;3,4-b']dithiophene-2-carbaldehyde

4,4-dihexyl-4H-cyclopenta[1,2-b:5,4-b’]dithiophene

3-thiophene carboxaldehyde

1,1-di(thien-3-yl)-methanol

Downstream raw materials:

C₅₀H₅₉NO₅S₂

(4,4'-dihexyl-cyclopenta[2,1-b:3,4-b']dithiophene-2-carbaldehyde)phenylazanediyldibenzoic acid

(4,4'-dihexyl-cyclopenta[2,1-b:3,4-b']dithiophene-(2,2-dicyanovinyl)phenylazanediyl)dibenzoic acid

6-(5-(bis(4-(hexyloxy)phenyl)amino) thiophen-2-yl)-4,4-dihexyl-4H-cyclopenta[1,2-b:5,4-b']dithiophene-2-carbaldehyde