2-Acetyl-1-pyrroline

Base Information

• Chemical Name: 2-Acetyl-1-pyrroline
• CAS No.: 85213-22-5
• Molecular Formula: C6H9NO
• Molecular Weight: 111.144
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40335080
• Nikkaji Number: J487.706C
• Wikipedia: 2-Acetyl-1-pyrroline
• Wikidata: Q767025
• Metabolomics Workbench ID: 44808
• Mol file: 85213-22-5.mol

Synonyms:2-acetyl-1-pyrroline;2-acetylpyrroline

Chemical Property of 2-Acetyl-1-pyrroline

Chemical Property:

• Vapor Pressure: 0.793mmHg at 25°C
• Refractive Index: 1.531
• Boiling Point: 182.9 °C at 760 mmHg
• PKA: 5.69±0.20(Predicted)
• Flash Point: 66.2 °C
• PSA: 29.43000
• Density: 1.09 g/cm³
• LogP: 0.24580
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 111.068413911
• Heavy Atom Count: 8
• Complexity: 138

Purity/Quality:

97% ^*data from raw suppliers

2-Acetyl-1-pyrroline, ~10% w/w in Toluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=NCCC1
• Uses: It is isolated from rice and identified as the compound responsible for the flavor and aroma of scented rice after cooking.

Technology Process of 2-Acetyl-1-pyrroline

There total 54 articles about 2-Acetyl-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-hexyl)-2-phenyl-acetamide (184153-60-4) → 2-acetyl-1-pyrrolidine (85213-22-5)

Guidance literature:

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

DOI:10.1021/jo961474c

Reference yield: 32.0%

methyllithium (917-54-4) + methyl-Δ1-pyrroline-2-carboxylate (57224-14-3) → 2-acetyl-1-pyrrolidine (85213-22-5) + 2-(1-hydroxy-1-methylethyl)-1-pyrroline

Guidance literature:

In diethyl ether; at -30 - 20 ℃; for 20h;

DOI:10.1021/jf00033a020

Reference yield: 30.0%

2-acetylpyrrolidine hydrochloride → 2-acetyl-1-pyrrolidine (85213-22-5)

Guidance literature:

With sodium hydrogencarbonate; In water; at 20 ℃; for 0.5h; pH=7.4;

DOI:10.1021/acs.jafc.9b00220

upstream raw materials:

methyl magnesium iodide

2-cyano-Δ¹-pyrroline

methyl-Δ¹-pyrroline-2-carboxylate

methyllithium