1-Pyrrolidino-1-cyclopentene

Base Information

• Chemical Name: 1-Pyrrolidino-1-cyclopentene
• CAS No.: 7148-07-4
• Molecular Formula: C9H15N
• Molecular Weight: 137.225
• Hs Code.: 2933990090
• European Community (EC) Number: 230-463-6
• NSC Number: 29653
• DSSTox Substance ID: DTXSID90884356
• Nikkaji Number: J121.229J
• Wikidata: Q72505234
• Mol file: 7148-07-4.mol

Synonyms:1-Pyrrolidino-1-cyclopentene;7148-07-4;1-(cyclopent-1-en-1-yl)pyrrolidine;1-Cyclopentenylpyrrolidine;Cyclopentenylpyrrolidine;Pyrrolidine, 1-(1-cyclopenten-1-yl)-;1-(1-Cyclopenten-1-yl)pyrrolidine;1-Pyrrolidinocyclopentene;1-(1-Pyrrolidino)cyclopentene;1-(cyclopenten-1-yl)pyrrolidine;1-(1-Pyrrolidinyl)-1-cyclopentene;1-(1-Pyrrolidinyl)cyclopentene;1-(Cyclopent-1'-enyl)pyrrolidine;N-(1-Cyclopenten-1-yl)pyrrolidine;1-cyclopent-1-enyl-pyrrolidine;MFCD00003162;NSC 29653;NSC29653;pyrrolidinocyclopentene;N-cyclopentenylpyrrolidine;Pyrrolidine, 1-cyclopentenyl-;SCHEMBL497532;N-(1-Cyclopentenyl)pyrrolidine;1-(1-Cyclopentenyl)pyrrolidine;1-(1-cyclopentenyl)-pyrrolidine;DTXSID90884356;1-cyclopent-1-en-1-ylpyrrolidine;EINECS 230-463-6;1-Pyrrolidino-1-cyclopentene, 98%;GEO-02201;NSC-29653;1-(1-Cyclopentene-1-yl)-pyrrolidine;AKOS005258383;N-(Cyclopent-1-ene-1-yl)pyrrolidine;AS-47754;1-(1-Cyclopenten-1-yl)pyrrolidine, 97%;CS-0204415;FT-0605466;FT-0605471;P1001;F16040

Chemical Property of 1-Pyrrolidino-1-cyclopentene

Chemical Property:

• Appearance/Colour: clear brown clear liquid
• Vapor Pressure: 0.111mmHg at 25°C
• Refractive Index: n20/D 1.5155(lit.)
• Boiling Point: 220.8 °C at 760 mmHg
• PKA: 8.90±0.20(Predicted)
• Flash Point: 79.3 °C
• PSA: 3.24000
• Density: 1.028 g/cm³
• LogP: 2.08790
• Storage Temp.: 0-6°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 137.120449483
• Heavy Atom Count: 10
• Complexity: 143

Purity/Quality:

99.9% ^*data from raw suppliers

1-Pyrrolidino-1-cyclopentene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 10-36/37/38-20/21/22
• Safety Statements: 16-26-36/37/39-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCN(C1)C2=CCCC2
• Uses: 1-pyrrolidino-1-cyclopentene was used in the synthesis of halichlorine, pinnaic acid, and tauropinnaic acid.

Technology Process of 1-Pyrrolidino-1-cyclopentene

There total 4 articles about 1-Pyrrolidino-1-cyclopentene 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%

pyrrolidine (123-75-1) + cyclopentanone (120-92-3) → 1-pyrrolidinocyclopent-1-ene (7148-07-4)

Guidance literature:

With sulfuric acid; In toluene; Dean-Stark; Reflux;

DOI:10.1021/acs.macromol.0c02128

Reference yield:

cyclopentanone (120-92-3) → 1-pyrrolidinocyclopent-1-ene (7148-07-4)

Guidance literature:

DOI:10.1021/jo00181a046

Reference yield:

1-(1-Cyclohexen-1-yl)pyrrolidine (1125-99-1) + cyclopentanone (120-92-3) → 1-pyrrolidinocyclopent-1-ene (7148-07-4) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4)

Guidance literature:

In benzene-d6; Solvent; Equilibrium constant;

DOI:10.1021/acs.joc.5b01814

upstream raw materials:

pyrrolidine

cyclopentanone

1-(1-Cyclohexen-1-yl)pyrrolidine

Downstream raw materials:

2-(2,4-dinitrophenyl)cyclopentanone

1,5-Diphenyl-5-<2-keto-cyclopentyl>-pent-1-en-3-on

2,6-Diphenyl-bicyclo<5.2.1>decan-4,10-dion

rac.-2-(2-Hydroxy-2-phenyl-ethyl)-cyclopentanon

Refernces

• 1、 Ruhl, Julia,Ahles, Sebastian,Strauss, Marcel A.,Leonhardt, Christopher M.,Wegner, Hermann A.. "Synthesis of Medium-Sized Carbocycles via a Bidentate Lewis Acid-Catalyzed Inverse Electron-Demand Diels-Alder Reaction Followed by Photoinduced Ring-Opening". supporting information. p. 2089 - 2093. Retrieved 2021/04/05.
• 2、 Hammond, Gerald B.,Lu, Zhichao,Xu, Bo. "Revisiting the role of acids and hydrogen bond acceptors in enamine formation". supporting information. p. 6849 - 6852. Retrieved 2020/10/02.