2-Phenylindolizine

Base Information

• Chemical Name: 2-Phenylindolizine
• CAS No.: 25379-20-8
• Molecular Formula: C14H11N
• Molecular Weight: 193.248
• Hs Code.: 2933990090
• European Community (EC) Number: 246-925-5
• NSC Number: 54311
• UNII: Q5A78AM7NA
• DSSTox Substance ID: DTXSID70180025
• Nikkaji Number: J250.454E
• Wikidata: Q83050530
• Mol file: 25379-20-8.mol

Synonyms:2-Phenylindolizine;25379-20-8;2-Phenyl-indolizine;Indolizine, 2-phenyl-;Q5A78AM7NA;EINECS 246-925-5;MFCD00014558;NSC-54311;2-Phenylindolizin;NSC54311;Indolizine,2-phenyl-;2-PHENYLPYRROCOLINE;Bionet2_000624;UNII-Q5A78AM7NA;SCHEMBL942764;DTXSID70180025;HMS1365M08;CCG-15089;ICCB6_000231;NSC 54311;STK324856;AKOS001483169;2-PHENYLPYRROLO(1,2-A)PYRIDINE;NCGC00340093-01;BCB03_000128;EU-0033366;FT-0613339;EN300-49170;2P-720;AB01333314-02;AE-473/30515062;SR-01000389064;SR-01000389064-1;SR-01000389064-2;F0191-0079;Z275365424

Chemical Property of 2-Phenylindolizine

Chemical Property:

• Appearance/Colour: white to beige fine crystalline powder
• Melting Point: 211-214 °C
• Refractive Index: 1.608
• Boiling Point: 319.47°C (rough estimate)
• PSA: 4.41000
• Density: 1.05 g/cm³
• LogP: 3.60630
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 193.089149355
• Heavy Atom Count: 15
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

2-phenylindolizine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CN3C=CC=CC3=C2

Technology Process of 2-Phenylindolizine

There total 36 articles about 2-Phenylindolizine 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: 97.0%

2-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide (32896-98-3) → 2-phenylindolizine (25379-20-8)

Guidance literature:

With N,N-dimethyl-formamide dimethyl acetal; In N,N-dimethyl-formamide; for 0.166667h; Heating;

DOI:10.1002/jhet.5570300621

Reference yield: 91.0%

2-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide (32896-98-3) + (Z)-hex-2-en-1-yl methyl carbonate → 2-phenylindolizine (25379-20-8) + (R)-3-(hex-1-en-3-yl)-2-phenylindolizine

Guidance literature:

2-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide; (Z)-hex-2-en-1-yl methyl carbonate; With chloro(1,5-cyclooctadiene)rhodium(I) dimer; bis[2-(4'-(R)-isopropyl-oxazolin-2'-yl)phenyl]phenylphosphine; In acetonitrile; at 40 ℃; for 24h; Schlenk technique; Inert atmosphere;

With caesium carbonate; In acetonitrile; at 40 ℃; for 2h; enantioselective reaction; Schlenk technique;

DOI:10.1021/acs.orglett.0c03383

Reference yield: 60.0%

octane-4,5-dione (5455-24-3) + 2-methyl-1-(2-oxo-2-phenylethyl)pyridinium bromide (32896-98-3) → 2-phenylindolizine (25379-20-8) + 2,3-Dipropyl-quinolizinylium; bromide (83260-60-0)

Guidance literature:

With dibutylamine; In acetone; for 2h; Heating;

upstream raw materials:

diethyl ether

1-(2-phenyl-indolizin-3-yl)-ethanone

ethylmagnesium bromide

3-benzoyl-2-phenylindolizine

Downstream raw materials:

1-(2-phenyl-indolizin-3-yl)-ethanone

3-benzoyl-2-phenylindolizine

1,3-diacetyl-2-phenylindolizine

2-(4-nitrophenyl)indolizine

Refernces

• 1、 Li, Junxuan,Liu, Xiang,Deng, Jiadi,Huang, Yingshan,Pan, Zihao,Yu, Yue,Cao, Hua. "Electrochemical diselenylation of indolizines: Via intermolecular C-Se formation with 2-methylpyridines, α-bromoketones and diselenides". . p. 735 - 738. Retrieved 2020.
• 2、 Li, Bin,Chen, Zhiyu,Cao, Hua,Zhao, Hong. "Transition-Metal-Free Regioselective Cross-Coupling: Controlled Synthesis of Mono- or Dithiolation Indolizines". . p. 3291 - 3295. Retrieved 2018.
• 3、 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.