Pyrrolidine

Base Information

• Chemical Name: Pyrrolidine
• CAS No.: 123-75-1
• Molecular Formula: C4H9N
• Molecular Weight: 71.1222
• Hs Code.: 2933.90 Oral rat LD50: 300 mg/kg
• European Community (EC) Number: 204-648-7
• ICSC Number: 1315
• NSC Number: 62781
• UN Number: 1922
• UNII: LJU5627FYV
• DSSTox Substance ID: DTXSID3059559
• Nikkaji Number: J2.931I
• Wikipedia: Pyrrolidine
• Wikidata: Q408898
• RXCUI: 2585446
• Metabolomics Workbench ID: 187685
• ChEMBL ID: CHEMBL22830
• Mol file: 123-75-1.mol

Synonyms:pyrrolidine;pyrrolidine hydrochloride

Chemical Property of Pyrrolidine

Chemical Property:

• Appearance/Colour: Colourless to pale yellow liquid
• Vapor Pressure: 128 mm Hg ( 39 °C)
• Melting Point: -63 °C, 210 K, -81 °F
• Refractive Index: n20/D 1.443(lit.)
• Boiling Point: 89.451 °C at 760 mmHg
• PKA: 11.27(at 25℃)
• Flash Point: 2.778 °C
• PSA: 12.03000
• Density: 0.866 g/cm³
• LogP: 0.69860
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive
• Solubility.: water: miscible
• Water Solubility.: Miscible with alcohol, ether, chloroform and water.
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 71.073499291
• Heavy Atom Count: 5
• Complexity: 22.8
• Transport DOT Label: Flammable Liquid Corrosive

Purity/Quality:

98% ^*data from raw suppliers

PRL ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,T,C
• Hazard Codes: F,T,C
• Statements: 11-22-23-34-35-20/21/22-20/22-R35-R20/21/22-R11
• Safety Statements: 16-26-36/37/39-45-33-S45-S36/37/39-S26-S16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Cyclic
• Canonical SMILES: C1CCNC1
• Recent ClinicalTrials: Breast Cancer Treatment Based on Organ-like Culture
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes and skin. The substance is irritating to the respiratory tract. The substance may cause effects on the nervous system.
• Physical properties: Pyrrolidine has a penetrating amine-type odor, reminiscent of ammonia and piperidine. It is easy to turn yellow when exposed to light or humid air, easily soluble in water and ethanol. It is nauseating and diffusive.
• Uses: Pyrrolidine is a flammable alkaline liquid that undergoes reactions typical of secondary amines. It is used to prepare pesticides and rubber accelerators and as a chemical intermediate (usually the hydrochloride form) in the pharmaceutical industry. There is relatively limited industrial exposure to this material.

Technology Process of Pyrrolidine

There total 214 articles about Pyrrolidine 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: 50.0%

1,4-diaminobutane (110-60-1) → pyrrolidine (123-75-1) + N-nitrosopyrrolidine (930-55-2)

Guidance literature:

With sodium nitroprusside; at 20 ℃;

DOI:10.1016/S0040-4039(99)00810-2

Reference yield:

Butane-1,4-diol (110-63-4) → tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + pyrrolidine (123-75-1) + 4-Aminobutanol (13325-10-5)

Guidance literature:

With ammonia; CrZMS-5; at 300 ℃; for 4h;

DOI:10.1021/jo00093a035

Reference yield:

3,6-dihydro-2H-[1,2]oxazine (3686-43-9) + methanol (67-56-1) → pyrrolidine (123-75-1) + 1,2-oxazinane (36652-42-3) + 4-Aminobutanol (13325-10-5)

Guidance literature:

Hydrogenation;

upstream raw materials:

tetrahydrofuran

3-Pyrroline

2-methoxy-1-pyrroline

4-methylsulfanyl-3,4-dihydro-2H-pyrrole

Downstream raw materials:

1-pyrrolidineethanol

1-(2-hydroxyethyl)-2-pyrrolidinone

2-(pyrrolidin-1-yl)ethanethiol

4-Pyrrolidino-tetrahydro-furan-3-ol

Refernces

• 1、 Craig,Hixon. "-". . p. 804,806. Retrieved 1930.
• 2、 Pedrosa, Graciela C.,Hernandez, Norma L.,Katz, Nestor E.,Katz, Miguel. "SALT EFFECTS ON THE KINETICS OF SUBSTITUTION OF THE PENTACYANO(PYRROLIDINE)FERRATE(II) ION". . p. 2297 - 2299. Retrieved 1980.
• 3、 Beaugrand, Claude,Jaouen, Daniel,Mestdagh, Helene,Rolando, Christian. "Ion Confinement in the Collision Cell of a Multiquadrupole Mass Spectrometer: Access to Chemical Equilibrium and Determination of Kinetic and Thermodynamic Parameters of an Ion-Molecule Reaction". . p. 1447 - 1453. Retrieved 1989.
• 4、 Bedell, Barry,Bohle,Chua, Zhijie,Czerniewski, Alexander,Evans, Alan,Mzengeza, Shadreck. "Novel β-galactosidase-specific O2-glycosylated diazeniumdiolate probes". . p. 969 - 980. Retrieved 2010.
• 5、 Takayama. "-". . p. 138,139. Retrieved 1936.
• 6、 Chatterjee, Puranjan,Kanbur, Uddhav,Manzano, J. Sebastián,Sadow, Aaron D.,Slowing, Igor I.,Wang, Hsin. "Surface ligands enhance the catalytic activity of supported Au nanoparticles for the aerobic α-oxidation of amines to amides". . p. 1922 - 1933. Retrieved 2022/04/07.
• 7、 -. "PRODUCTION METHOD OF CYCLIC COMPOUND". Paragraph 0057-0058; 0061-0063. . Retrieved 2021/05/05.