Indolizine

Base Information

• Chemical Name: Indolizine
• CAS No.: 274-40-8
• Molecular Formula: C8H7 N
• Molecular Weight: 117.15
• Hs Code.: 2933990090
• European Community (EC) Number: 691-518-1
• UNII: B48FMH8YFQ
• DSSTox Substance ID: DTXSID50181818
• Nikkaji Number: J11.601G
• Wikipedia: Indolizine
• Wikidata: Q910641
• Metabolomics Workbench ID: 55147
• ChEMBL ID: CHEMBL3622747
• Mol file: 274-40-8.mol

Synonyms:indolizine;pyrrolo(1,2-a)pyridine

Chemical Property of Indolizine

Chemical Property:

• Melting Point: 75°C
• Refractive Index: 1.5211 (estimate)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 4.41000
• Density: 1.02g/cm³
• LogP: 1.93930
• Storage Temp.: <0°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 117.057849228
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

98%,99%, ^*data from raw suppliers

Indolizine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC=CN2C=C1
• Physical Properties: Indolizine and its alkyl derivatives are generally of low-mp or high- bp liquid, sensitive to light and air. They are steam volatile. The stability of indolizines is increased by the presence of substituents. The presence of aryl substituent at both the C2- and C5-positions increases stability and decreases steam volatility. The pKaH (3.9) of indolizine is much more basic than indole (pKaH ?3.5).
• Uses: Indolizine is a useful chemical intermediate

Technology Process of Indolizine

There total 4 articles about 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: 17.3%

trans-5-(Pyrrol-2-yl)pyrrolidin-2-carbonitril → indolizine (274-40-8) + indole (120-72-9)

Guidance literature:

With 4 A molecular sieve; at 500 ℃; under 0.2 Torr;

DOI:10.1002/hlca.19940770814

Reference yield: 14.57%

2,3-Dihydro-2-(pyrrol-2-yl)pyrrol (167320-18-5) → indolizine (274-40-8) + indole (120-72-9)

Guidance literature:

With 4 A molecular sieve; at 500 ℃; under 0.2 Torr;

DOI:10.1002/hlca.19940770814

Reference yield:

(1S,2S,2aR,7bR)-1,2-Diphenyl-1,2,2a,7b-tetrahydro-7a-aza-cyclobuta[e]indene (116915-64-1) → indolizine (274-40-8) + (E)-1,2-diphenyl-ethene (103-30-0)

Guidance literature:

In methanol; Product distribution; Irradiation;

DOI:10.1016/S0040-4039(00)61834-8

upstream raw materials:

3H-pyrrolizine

dichloromethane

(1S,2S,2aR,7bR)-1,2-Diphenyl-1,2,2a,7b-tetrahydro-7a-aza-cyclobuta[e]indene

2,3-Dihydro-2-(pyrrol-2-yl)pyrrol

Downstream raw materials:

4-(indolizin-5-yl)benzonitrile

pyrrolo[2,1,5-cd]indolizine

ethyl 4-[3-[3-[[bis(4-isobutylphenyl)methyl]amino]benzoyl]indolizin-1-yl]butyrate

ethyl 4-[1-[3-[[bis(4-isobutylphenyl)methyl]amino]benzoyl]indolizin-3-yl]butyrate

Refernces

• 1、 Kaupp, Gerd,Ringer, Ernst. "THE FIRST PHOTOCYCLOADDITIONS OF INDOLIZINE". . p. 6155 - 6158. Retrieved 2007/10/02.