2-Phenyl-4-phenylethynylbenzofuran

Base Information

• Chemical Name: 2-Phenyl-4-phenylethynylbenzofuran
• CAS No.: 863870-94-4
• Molecular Formula: C₂₂H₁₄O
• Molecular Weight: 294.353
• DSSTox Substance ID: DTXSID00461016
• Nikkaji Number: J2.223.312B
• Wikidata: Q82285232
• Mol file: 863870-94-4.mol

Synonyms:2-PHENYL-4-PHENYLETHYNYLBENZOFURAN;863870-94-4;2-phenyl-4-(2-phenylethynyl)-1-benzofuran;2-Phenyl-4-(phenylethynyl)benzofuran;2-phenyl-4-(2-phenylethynyl)benzofuran;DTXSID00461016;2-Phenyl-4-(phenylethynyl)-1-benzofuran

Chemical Property of 2-Phenyl-4-phenylethynylbenzofuran

Chemical Property:

• PSA: 13.14000
• LogP: 5.49960
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 294.104465066
• Heavy Atom Count: 23
• Complexity: 443

Purity/Quality:

98% ^*data from raw suppliers

2-PHENYL-4-PHENYLETHYNYLBENZOFURAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CC2=C3C=C(OC3=CC=C2)C4=CC=CC=C4

Technology Process of 2-Phenyl-4-phenylethynylbenzofuran

There total 2 articles about 2-Phenyl-4-phenylethynylbenzofuran 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:

4-iodo-2-phenyl-benzofuran + phenylacetylene (536-74-3) → 2-phenyl-4-(phenylethynyl)benzo[b]furan (863870-94-4)

Guidance literature:

With piperidine; copper(l) iodide; bis(triphenylphosphine) palladium (Il) acetate; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1021/jo0508402

Reference yield:

phenylacetylene (536-74-3) → 2-phenyl-4-(phenylethynyl)benzo[b]furan (863870-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine; CuI / Pd(OAc)2(PPh₃)2 / dimethylformamide / 60 °C

2: 0.180 g / piperidine; CuI / Pd(OAc)2(PPh₃)2 / dimethylformamide / 60 °C

With piperidine; copper(l) iodide; bis(triphenylphosphine) palladium (Il) acetate; In N,N-dimethyl-formamide; 2: Sonogashira coupling;

DOI:10.1021/jo0508402

upstream raw materials:

phenylacetylene

Refernces