1-Pyrroline

Base Information

• Chemical Name: 1-Pyrroline
• CAS No.: 5724-81-2
• Molecular Formula: C4H7 N
• Molecular Weight: 69.1063
• European Community (EC) Number: 227-230-6
• UNII: 2SK2I7766O
• DSSTox Substance ID: DTXSID10863608
• Nikkaji Number: J26.032K
• Wikidata: Q161680
• Metabolomics Workbench ID: 42035
• Mol file: 5724-81-2.mol

Synonyms:delta(1)-pyrroline;delta-pyrrolinium

Chemical Property of 1-Pyrroline

Chemical Property:

• Vapor Pressure: 3.59E-11mmHg at 25°C
• Melting Point: 96-102 °C
• Boiling Point: 526.4°C at 760 mmHg
• PKA: 7.81±0.20(Predicted)
• Flash Point: 272.2°C
• PSA: 12.36000
• Density: 1.61g/cm³
• LogP: 0.28660
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 69.057849228
• Heavy Atom Count: 5
• Complexity: 47.6

Purity/Quality:

99%, ^*data from raw suppliers

1-PYRROLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC=NC1

Technology Process of 1-Pyrroline

There total 50 articles about 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: 90.0%

N-chloropyrrolidine (19733-68-7) → 1-pyrroline (5724-81-2)

Guidance literature:

With potassium tert-butylate; at 80 ℃; for 3h; under 0.001 Torr;

DOI:10.1016/S0040-4020(01)86145-7

Reference yield: 77.6%

4'-Methoxy-4-nitro-3-(4-pyridyl)hexanophenon (74362-05-3) → 1-pyrroline (5724-81-2) + 4-(5'-Aethyl-2'-(p-methoxyphenyl)-1'-pyrrolin-4'-yl)pyridin-1'-oxid (74361-90-3)

Guidance literature:

With formic acid; zinc; In ethanol; at 25 - 35 ℃; for 5h;

DOI:10.1002/hlca.19800630313

Reference yield: 70.0%

pyrrolidine (123-75-1) → 1-pyrroline (5724-81-2)

Guidance literature:

With sodium persulfate; silver nitrate; sodium hydroxide; at 0 - 20 ℃; for 2.5h;

DOI:10.1002/chem.201504520

upstream raw materials:

pyrrolidine

putrescine dihydrochloride

1,4-diaminobutane

L-proline

Downstream raw materials:

1-(3,4-dimethoxyphenyl)-2-(pyrrolidin-2-yl)ethan-1-one

2-n-Butylpyrrolidine

2-(phenyl)pyrrolidine

biphenyl

Refernces

• 1、 Wang, Zisu,Asok, Nayanthara,Gaffen, Joshua,Gottlieb, Yael,Bi, Wenhua,Gendy, Chris,Dobrovetsky, Roman,Baumgartner, Thomas. "An Unexpected “Step-Conjugated” Biphosphole via Unique P–P Bond Formation". . p. 2628 - 2643. Retrieved 2018.
• 2、 Quast, Helmut,Fuss, Andreas,Nuedling, Wolfgang. "Photoextrusion of molecular nitrogen from annulated 5-alkylidene-4,5-dihydro-1H-tetrazoles: Annulated iminoaziridines and the first triplet diazatrimethylenemethane". . p. 317 - 327. Retrieved 1998.
• 3、 Federico, Rodolfo,Cona, Alessandra,Angelini, Riccardo,Schinina, M. Eugenia,Giartosio, Anna. "CHARACTERIZATION OF MAIZE POLYAMINE OXIDASE". . p. 2411 - 2414. Retrieved 1990.
• 4、 Robacker,Demilo,Voaden. "Mexican fruit fly attractants: Effects of 1-pyrroline and other amines on attractiveness of a mixture of ammonia, methylamine, and putrescine". . p. 1263 - 1280. Retrieved 1997.
• 5、 Paul, Anirudra,Kim, Jae Hyun,Daniel, Scott D.,Seidel, Daniel. "Diversification of Unprotected Alicyclic Amines by C?H Bond Functionalization: Decarboxylative Alkylation of Transient Imines". supporting information. p. 1625 - 1628. Retrieved 2020/11/30.
• 6、 Chen, Weijie,Seidel, Daniel. "α-C-H/N-H Annulation of Alicyclic Amines via Transient Imines: Preparation of Polycyclic Lactams". supporting information. p. 3729 - 3734. Retrieved 2021/05/31.