2-Iodo-3-octylthiophene

Base Information

• Chemical Name: 2-Iodo-3-octylthiophene
• CAS No.: 153938-80-8
• Molecular Formula: C12H19IS
• Molecular Weight: 322.253
• DSSTox Substance ID: DTXSID60455971
• Nikkaji Number: J1.150.631C
• Wikidata: Q82278150
• Mol file: 153938-80-8.mol

Synonyms:2-iodo-3-octylthiophene;153938-80-8;Thiophene, 2-iodo-3-octyl-;SCHEMBL8035874;DTXSID60455971

Chemical Property of 2-Iodo-3-octylthiophene

Chemical Property:

• PSA: 28.24000
• LogP: 5.25570
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 7
• Exact Mass: 322.02522
• Heavy Atom Count: 14
• Complexity: 138

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC1=C(SC=C1)I

Technology Process of 2-Iodo-3-octylthiophene

There total 1 articles about 2-Iodo-3-octylthiophene 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: 92.0%

3-octylthiophene (65016-62-8,104934-51-2) → 2-iodo-3-octylthiophene (153938-80-8)

Guidance literature:

With N-iodo-succinimide; acetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1039/c4tc02347a

Reference yield: 81.0%

4-[(2,2-dimethyl-1,3-dioxolane-4-yl)methoxy]phenylacetylene (1097651-36-9) + 2-iodo-3-octylthiophene (153938-80-8) → C26H34O3S

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

DOI:10.1039/c4tc02347a

Reference yield:

2-iodo-3-octylthiophene (153938-80-8) → C52H66O6S2

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 20 °C / Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran; hexane / -60 - -40 °C / Inert atmosphere

2.2: 12 h / -40 - 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; triethylamine; In tetrahydrofuran; hexane; 1.1: |Sonogashira Cross-Coupling;

DOI:10.1039/c4tc02347a

upstream raw materials:

3-octylthiophene

Refernces

• 1、 Sevignon, Marc,Papillon, Julien,Schulz, Emmanuelle,Lemaire, Marc. "New synthetic method for the polymerization of alkylthiophenes". . p. 5873 - 5876. Retrieved 1999.