1-Methylpyrrolidine

Base Information

• Chemical Name: 1-Methylpyrrolidine
• CAS No.: 120-94-5
• Molecular Formula: C5H11N
• Molecular Weight: 85.149
• Hs Code.: 2933 99 80
• European Community (EC) Number: 204-438-5
• NSC Number: 65579
• UN Number: 1993
• UNII: 06509TZU6C
• DSSTox Substance ID: DTXSID8042210
• Nikkaji Number: J102.087K
• Wikidata: Q22829186
• ChEMBL ID: CHEMBL665
• Mol file: 120-94-5.mol

Synonyms:Methylpyrrolidine;N-Methylpyrrolidine;1-methyl-2,3,4,5-tetrahydropyrrole;Pyrrolidine, 1-methyl-;N-Methyltetrahydropyrrole;N-methylphrrolidine;N-methyl Pyrrolidine;Pesticide intermediate;

Chemical Property of 1-Methylpyrrolidine

Chemical Property:

• Appearance/Colour: clear to yellow liquid
• Vapor Pressure: 79.6mmHg at 25°C
• Melting Point: -90 °C
• Refractive Index: 1.425
• Boiling Point: 82.1 °C at 760 mmHg
• PKA: 10.32(at 25℃)
• Flash Point: -7 °F
• PSA: 3.24000
• Density: 0.853 g/cm³
• LogP: 0.64990
• Storage Temp.: Flammables area
• Solubility.: 213g/l
• Water Solubility.: fully miscible
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 85.089149355
• Heavy Atom Count: 6
• Complexity: 37.2

Purity/Quality:

99% ^*data from raw suppliers

1-Methylpyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C,N
• Hazard Codes: F,C,N
• Statements: 11-22-34-51/53-35-20/22
• Safety Statements: 16-26-36/37/39-45-61-29

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Cyclic
• Canonical SMILES: CN1CCCC1
• Uses: 1-Methylpyrrolidine is a methylated pyrollidine and is involved as an essential part of the structure of cefipime. It is also an active component of cigarette smoke.

Technology Process of 1-Methylpyrrolidine

There total 84 articles about 1-Methylpyrrolidine 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: 93.0%

pyrrolidine (123-75-1) → 1-Methylpyrrolidine (120-94-5)

Guidance literature:

In methanol;

Reference yield: 92.0%

Butane-1,4-diol (110-63-4) + methylamine (74-89-5) → 1-Methylpyrrolidine (120-94-5)

Guidance literature:

With hydrogen; In water; at 300 ℃; for 6h; under 7500.75 Torr; Time; Temperature; Reagent/catalyst;

Reference yield: 91.0%

N-methylsuccinimide (1121-07-9) → 1-Methylpyrrolidine (120-94-5)

Guidance literature:

N-methylsuccinimide; With bis(cyclopentadienyl)dihydrozirconium; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; at 20 ℃; Glovebox; Inert atmosphere;

With hydrogenchloride; In diethyl ether; water; for 2h; Glovebox; Inert atmosphere;

DOI:10.1016/S1872-2067(21)63853-6

upstream raw materials:

tetrahydrofuran

methylamine

pyrrolidine

formaldehyd

Downstream raw materials:

1-ethylpyrrolidine

1,2-dimethylpyrrolidine

N-methyl-3-methylpyrrolidine

1-buta-1,3-dien-ξ-yl-1-methyl-pyrrolidinium; picrate

Refernces

• 1、 Bourns et al.. "-". . p. 1,4. Retrieved 1963.
• 2、 Wilk, Andrzej,Grajkowski, Andrzej,Phillips, Lawrence R.,Beaucage, Serge L.. "The 4-[N-methyl-N-(2,2,2-trifiuoroacetyl)amino]butyl group as an alternative to the 2-cyanoethyl group for phosphate protection in the synthesis of oligodeoxyribonucleotides". . p. 7515 - 7522. Retrieved 1999.
• 3、 Long, Yan,Wang, Peixue,Fei, Yuqing,Zhou, Dawei,Liu, Shimin,Deng, Youquan. "One-pot synthesis of: N -methylpyrrolidine (NMPD) using Cu- and Ni-modified ZSM-5 as an efficient catalyst". . p. 141 - 148. Retrieved 2019.
• 4、 Al-Shameri, Ammar,Apfel, Ulf-Peter,Lauterbach, Lars,Nestl, Bettina M.,Petrich, Marie-Christine,junge Puring, Kai. "Powering Artificial Enzymatic Cascades with Electrical Energy". . p. 10929 - 10933. Retrieved 2020.
• 5、 Han, Bo,Jiao, Haijun,Wu, Lipeng,Zhang, Jiong. "Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application". . p. 2059 - 2067. Retrieved 2021/09/02.
• 6、 García-Domínguez, Andrés,Gonzalez, Jorge A.,Leach, Andrew G.,Lloyd-Jones, Guy C.,Nichol, Gary S.,Taylor, Nicholas P.. "A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics". supporting information. . Retrieved 2022/01/04.