2-Propionyl-1-pyrroline

Base Information

• Chemical Name: 2-Propionyl-1-pyrroline
• CAS No.: 133447-37-7
• Molecular Formula: C₇H₁₁NO
• Molecular Weight: 125.17
• Hs Code.: 2933990090
• UNII: C032C57DYG
• DSSTox Substance ID: DTXSID60158112
• Nikkaji Number: J676.709E
• Wikidata: Q27274991
• Metabolomics Workbench ID: 46727
• Mol file: 133447-37-7.mol

Synonyms:2-propionyl-1-pyrroline;133447-37-7;1-(3,4-dihydro-2H-pyrrol-5-yl)propan-1-one;2-Propionylpyrroline;FEMA No. 4063;3,4-Dihydro-5-propanoyl-2H-pyrrole;1-Propanone, 1-(3,4-dihydro-2H-pyrrol-5-yl)-;1-Pyrroline, 2-propanoyl;UNII-C032C57DYG;C032C57DYG;1-(3,4-Dihydro-2H-pyroll-5-yl)-1-propanone;propionylpyrroline,2-propionyl-1-pyrroline;SCHEMBL2134321;DTXSID60158112;CHEBI:184280;2-PROPIONYLPYRROLINE [FHFI];AKOS015842699;FT-0674079;1-(3,4-Dihydro-2H-pyrrol-5-yl)-1-propanone, 9CI;Q27274991

Chemical Property of 2-Propionyl-1-pyrroline

Chemical Property:

• Vapor Pressure: 0.292mmHg at 25°C
• Refractive Index: 1.524
• Boiling Point: 202.4°Cat760mmHg
• PKA: 5.60±0.20(Predicted)
• Flash Point: 76°C
• PSA: 29.43000
• Density: 1.06g/cm³
• LogP: 0.63590
• Storage Temp.: 2-8°C
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 125.084063974
• Heavy Atom Count: 9
• Complexity: 149

Purity/Quality:

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

1-(3,4-Dihydro-2H-pyrrol-5-yl)propan-1-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)C1=NCCC1
• Uses: The most powerful naturally occurring Maillard flavors.

Technology Process of 2-Propionyl-1-pyrroline

There total 17 articles about 2-Propionyl-1-pyrroline 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: 80.0%

N-(4,5-Dioxo-heptyl)-2-phenyl-acetamide (184153-61-5) → 2-propionyl-1-pyrroline (133447-37-7)

Guidance literature:

With immobilized penicillin acylase; In ethanol; at 23 ℃; for 0.5h; pH 7.5;

DOI:10.1021/jo961474c

Reference yield: 32.0%

2-Propyl-Δ1-pyrrolin (872-81-1) → 2-propionyl-1-pyrroline (133447-37-7)

Guidance literature:

2-propyl-1-pyrroline; With tert.-butylhydroperoxide; selenium(IV) oxide; In dichloromethane; at 20 ℃; for 9h;

With triphenylphosphine; In dichloromethane; at 0 ℃; for 12h;

DOI:10.1016/j.tet.2007.03.089

Reference yield:

D-Glucose (2280-44-6) + L-proline (147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → 1-(3,4,5,6-tetrahydro-2-pyridyl)-1-ethanone (27300-27-2) + 1-(1,4,5,6-tetrahydro-2-pyridyl)-1-ethanone (25343-57-1) + dimethylglyoxal (431-03-8) + 2-acetyl-1-pyrrolidine (85213-22-5) + 2-propionyl-1-pyrroline (133447-37-7) + 1-(3,4,5,6-tetrahydro-2-pyridyl)-1-propanone (80933-75-1)

Guidance literature:

With phosphate buffer pH=7.0; In water; at 160 ℃; for 0.166667h; flavor contribution and formation of intense roast-smelling odorants;

DOI:10.1021/jf971101s

upstream raw materials:

N-(4,5-Dioxo-heptyl)-2-phenyl-acetamide

D-Glucose

L-proline

2-Propyl-Δ¹-pyrrolin

Refernces

• 1、 Fuganti, Claudio,Gatti, Francesco G.,Serra, Stefano. "A general method for the synthesis of the most powerful naturally?occurring Maillard flavors". . p. 4762 - 4767. Retrieved 2007.
• 2、 Favino, Tito Fabrizio,Fronza, Giovanni,Fuganti, Claudio,Fuganti, Daniela,Grasselli, Piero,Mele, Andrea. "Penicillin acylase-mediated synthesis of 2-acetyl-1-pyrroline and of 2-propionyl-1-pyrroline, key roast-smelling odorants in food. Inclusion complexes with i-cyclodextrin and their NMR and MS characterization". . p. 8975 - 8979. Retrieved 2007/10/03.