2-(4-Phenylphenyl)indolizine

Base Information

• Chemical Name: 2-(4-Phenylphenyl)indolizine
• CAS No.: 79373-03-8
• Molecular Formula: C20H15 N
• Molecular Weight: 269.34
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20365446
• Wikidata: Q82150119
• Mol file: 79373-03-8.mol

Synonyms:2-(4-phenylphenyl)indolizine;79373-03-8;2-BIPHENYL-4-YL-INDOLIZINE;2-([1,1'-Biphenyl]-4-yl)indolizine;MFCD00417859;2-{[1,1'-biphenyl]-4-yl}indolizine;2-(biphenyl-4-yl)indolizine;DTXSID20365446;STL115035;AKOS002232869

Chemical Property of 2-(4-Phenylphenyl)indolizine

Chemical Property:

• Refractive Index: 1.621
• PSA: 4.41000
• Density: 1.07g/cm³
• LogP: 5.27330
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 269.120449483
• Heavy Atom Count: 21
• Complexity: 325

Purity/Quality:

NLT 98% ^*data from raw suppliers

2-(4-PHENYLPHENYL)INDOLIZINE 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)C2=CC=C(C=C2)C3=CN4C=CC=CC4=C3

Technology Process of 2-(4-Phenylphenyl)indolizine

There total 2 articles about 2-(4-Phenylphenyl)indolizine 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: 48.0%

α-picoline (109-06-8) + 2-Bromo-4'-phenylacetophenone (135-73-9) → 2-biphenyl-4-yl-indolizine (79373-03-8)

Guidance literature:

α-picoline; 2-Bromo-4'-phenylacetophenone; In acetone; at 60 ℃; for 5h;

With potassium carbonate; In water; acetone; at 60 ℃; for 5h;

DOI:10.1021/acs.joc.1c00873

Reference yield:

biphenyl-4-acetaldehyde (92-91-1) → 2-biphenyl-4-yl-indolizine (79373-03-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: toluene-4-sulfonic acid / ethyl acetate / 0.17 h / Inert atmosphere

1.2: 24 h / 25 °C / Inert atmosphere

2.1: acetone / 5 h / 60 °C

2.2: 5 h / 60 °C

With toluene-4-sulfonic acid; In ethyl acetate; acetone;

DOI:10.1021/acs.joc.1c00873

Reference yield: 76.0%

2-biphenyl-4-yl-indolizine (79373-03-8) + buta-2,3-dienoic acid benzyl ester (187661-86-5) → benzyl 3-([1,1′-biphenyl]-4-yl)-2-methylpyrrolo[2,1,5-cd]indolizine-1-carboxylate

Guidance literature:

With barium titanate; dihydrogen peroxide; trifluoroacetic acid; for 6h; Milling; Sealed tube;

DOI:10.1021/acs.joc.1c02940

upstream raw materials:

α-picoline

2-Bromo-4'-phenylacetophenone

biphenyl-4-acetaldehyde

Refernces

• 1、 Wang, Yumei,Zhang, Ziwu,Deng, Lichan,Lao, Tianfeng,Su, Zhengquan,Yu, Yue,Cao, Hua. "Mechanochemical Synthesis of 1,2-Diketoindolizine Derivatives from Indolizines and Epoxides Using Piezoelectric Materials". supporting information. p. 7171 - 7176. Retrieved 2021/09/14.