4-Octyl-4H-dithieno[3,2-b:2',3'-d]pyrrole

Base Information

• Chemical Name: 4-Octyl-4H-dithieno[3,2-b:2',3'-d]pyrrole
• CAS No.: 141029-75-6
• Molecular Formula: C₁₆H₂₁NS₂
• Molecular Weight: 291.481
• DSSTox Substance ID: DTXSID10452753
• Nikkaji Number: J1.888.978A,J3.228.019F
• Wikidata: Q72497556
• Mol file: 141029-75-6.mol

Synonyms:4-Octyl-4H-dithieno[3,2-b:2',3'-d]pyrrole;141029-75-6;4-n-Octyl-4H-dithieno[3,2-b:2',3'-d]pyrrole;7-octyl-3,11-dithia-7-azatricyclo[6.3.0.02,6]undeca-1(8),2(6),4,9-tetraene;N-Octyldithieno[3,2-b:2',3'-d]pyrrole;4-Octyl-4H-dithieno[3,2-b;SCHEMBL12184419;DTXSID10452753;AMY27073;BCP08253;MFCD26793506;AKOS016011838;DS-6910;3,3'-(Octylimino)-2,2'-bithiophene;AC-33749;CS-0152156;O0431;C72617;4-Octyl-4H-dithieno[3,2-b:2/',3/'-d]pyrrole

Chemical Property of 4-Octyl-4H-dithieno[3,2-b:2',3'-d]pyrrole

Chemical Property:

• Melting Point: 35℃
• Boiling Point: 424.2±38.0 °C(Predicted)
• Density: 1.19
• Storage Temp.: 0-10°C
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 7
• Exact Mass: 291.11154202
• Heavy Atom Count: 19
• Complexity: 264

Purity/Quality:

≥99% ^*data from raw suppliers

4-Octyl-4H-dithieno[3,2-b:2'',3''-d]pyrrole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCN1C2=C(C3=C1C=CS3)SC=C2

Technology Process of 4-Octyl-4H-dithieno[3,2-b:2',3'-d]pyrrole

There total 3 articles about 4-Octyl-4H-dithieno[3,2-b:2',3'-d]pyrrole 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: 83.0%

3,3'dibromo-2,2'-bithiophene (51751-44-1) + n-Octylamine (111-86-4) → 4-n-octyl-4H-dithieno[3,2-b:2′,3′-d]pyrrole (141029-75-6)

Guidance literature:

3,3'dibromo-2,2'-bithiophene; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In para-xylene;

n-Octylamine; In para-xylene; Reflux;

DOI:10.1002/chem.201801158

Reference yield:

bis-(2-bromo-thiophen-3-yl)-octyl-amine → 4-n-octyl-4H-dithieno[3,2-b:2′,3′-d]pyrrole (141029-75-6)

Guidance literature:

With copper; In N,N-dimethyl-formamide; for 2h; Heating;

DOI:10.1021/jo034078k

Reference yield:

N-octyl-N-(3'-thienyl)-3-amino-thiophene (394203-43-1) → 4-n-octyl-4H-dithieno[3,2-b:2′,3′-d]pyrrole (141029-75-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NBS / dimethylformamide / 2 h / Cooling

2: copper powder / dimethylformamide / 2 h / Heating

With N-Bromosuccinimide; copper; In N,N-dimethyl-formamide;

DOI:10.1021/jo034078k

upstream raw materials:

3,3'dibromo-2,2'-bithiophene

n-Octylamine

N-octyl-N-(3'-thienyl)-3-amino-thiophene

Downstream raw materials:

N-octyl-2,6-diphenyldithieno[3,2-b:2',3'-d]pyrrole