1-Methylpyrrolidine - ≥98% , CAS No.120-94-5

CAS: 120-94-5 Cat. No.: M109523 Peso molecular: 85.15 Beilstein Registry Number: 102445 Número EC: 204-438-5

GRADE & PURITY ≥98%

Synonyms

CAS-120-94-5 | NCGC00255880-01 | EC 204-438-5 | N-methyl pyrollidine | FT-0608097 | W-108468 | M0415 | N-methylpyrrolidin | DTXSID8042210 | NSC 65579 | N-Methyltetrahydropyrrole | AKOS015850845 | InChI=1/C5H11N/c1-6-4-2-3-5-6/h2-5H2,1H | 06509TZU6C | UNII

Storage

Argon charged,Room temperature

Shipped In

Normal

Descripción general

1-Methylpyrrolidine is extensively used in the synthesis of pyrrolidine based ionic liquids.

Some of the other reported applications include:

• Synthesis of ionic liquid electrolytes for primary Li/CFx batteries.

• Preparation of ionic liquid as a reaction medium to carry out sulfuric acid-catalyzed conversion of alkynes to ketones.

• MCM-47, a highly crystalline ferrierite layered silicate, can be synthesized using a diquaternary ammonium salt prepared from the reaction of 1-methylpyrrolidine with 1,4-dibromobutane.

Specifications

Sinónimos

CAS-120-94-5 | NCGC00255880-01 | EC 204-438-5 | N-methyl pyrollidine | FT-0608097 | W-108468 | M0415 | N-methylpyrrolidin | DTXSID8042210 | NSC 65579 | N-Methyltetrahydropyrrole | AKOS015850845 | InChI=1/C5H11N/c1-6-4-2-3-5-6/h2-5H2, 1H | 06509TZU6C | UNII

Especificaciones y pureza

≥98%

Condiciones de almacenamiento de almacenamiento

Argon charged, Room temperature

Enviado en

Normal

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 504751683
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504751683
• Sonrisas canónicas: CN1CCCC1
• IUPAC Name: 1-methylpyrrolidine
• InChIKey: AVFZOVWCLRSYKC-UHFFFAOYSA-N
• INCHI: 1S/C5H11N/c1-6-4-2-3-5-6/h2-5H2,1H3
• Isómeros SMILES: CN1CCCC1
• WGK Alemania: 3
• RTECS: UY1420500
• Número ONU: 2924
• Peso molecular: 85.15
• Beilstein: 102445
• Reaxy-Rn: 102445
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=102445&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Clase Pyrrolidines
      • Subclass N-alkylpyrrolidines

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Pyrrolidines
• Subclass: N-alkylpyrrolidines
• Intermediate Tree Nodes: Not available
• Direct Parent: N-alkylpyrrolidines
• Alternative Parents: Trialkylamines Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: N-alkylpyrrolidine - Tertiary aliphatic amine - Tertiary amine - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Amine - Aliphatic heteromonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as n-alkylpyrrolidines. These are compounds containing a pyrrolidine moiety that is substituted at the N1-position with an alkyl group. Pyrrolidine is a five-membered saturated aliphatic heterocycle with one nitrogen atom and four carbon atoms.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Miscible with water.
• Sensibilidad: Air Sensitive
• Índice de refracción: 1.4237-1.4257
• Punto de inflamación (°F): 1.4 °F
• Punto de inflamación (°C): -21℃
• Punto de ebullición (°C): 80-81°C
• Punto de fusión (°C): -90°C
• Peso molecular: 85.150 g/mol
• XLogP3: 0.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 85.0891 Da
• Monoisotopic Mass: 85.0891 Da
• Topological Polar Surface Area: 3.200 Ų
• Heavy Atom Count: 6
• Formal Charge: 0
• Complexity: 37.200
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referencias

1. Chao Ma, Xiaona Liu, Yang Hong, Nana Yan, Chenyang Nie, Jing Wang, Peng Guo, Zhongmin Liu.  (2023)  Fluoride- and Seed-Free Synthesis of Pure-Silica Zeolite Adsorbent and Matrix Using OSDA-Mismatch Approach.  Journal of the American Chemical Society,      [PMID:37877469] [10.1021/jacs.3c08484]

2. Duo Li, Xiaoli Wang, Kaishuo Han, Yaqian Sun, Ting Ren, Guohui Sun, Na Zhang, Lijiao Zhao, Rugang Zhong.  (2023)  Hypoxia and CD44 receptors dual-targeted nano-micelles with AGT-inhibitory activity for the targeting delivery of carmustine.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:37399878] [10.1016/j.ijbiomac.2023.125657]

3. Xuan Tang, Yugao Wang, Mengni Wei, Xueqin Zhang, Ye Li, Xiaomin Li, Jinping Li, Jiangfeng Yang.  (2023)  Synthesis of nanosized IM-5 zeolite and its CH4/N2 adsorption and separation.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2023.124003]

4. Jie Wei, Jin Liu, Ximan Sun, Jialin Miao, Dawei Fang.  (2023)  Transport properties and ionicity in allyl-/alkylether-based ILs and their binary systems with acetonitrile as the potential electrolytes: Correlation with interactions and structures.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2023.121586]

5. Yingying Zhang, Yuxin Zhang, Anlei Yi, Jie Wei, Dawei Fang.  (2023)  Volumetric Properties, Molar Surface Gibbs Energy, and Its Application of Binary Systems Containing Ether-Group Functionalized Ionic Liquid with Monohydric Alcohols.  JOURNAL OF CHEMICAL AND ENGINEERING DATA,      [PMID:] [10.1021/acs.jced.2c00677]

6. Xiaoxia Liu, Yangyang Wang, Ronghao Liu, Ping Lv, Wenfeng Xue, Jinxin Guo, Huiying Wei, Yanzhao Yang.  (2023)  Selective and Efficient Gold Extraction from E-Waste by Pyrrolidinium-Based Ionic Liquids with Various N-Substituents.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.2c05455]

7. Shenghua Du, Shuai Huang, Ning Xie, Tong Zhang, Yaoyao Xu, Xingming Ning, Pei Chen, Xinbing Chen, Zhongwei An.  (2022)  New block poly(ether sulfone) based anion exchange membranes with rigid side-chains and high-density quaternary ammonium groups for fuel cell application.  Polymer Chemistry,  13  (30): (4395-4405).  [PMID:] [10.1039/D2PY00588C]

8. Xin Kou, Yutian Ma, Congming Pan, Yong Huang, Yulai Duan, Ying Yang.  (2022)  Effects of the Cationic Structure on the Adsorption Performance of Ionic Polymers toward Au(III): an Experimental and DFT Study.  LANGMUIR,      [PMID:35512263] [10.1021/acs.langmuir.2c00482]

9. Shenghua Du, Songsong Li, Ning Xie, Yaoyao Xu, Qiang Weng, Xingming Ning, Pei Chen, Xinbing Chen, Zhongwei An.  (2022)  Development of rigid side-chain poly(ether sulfone)s based anion exchange membrane with multiple annular quaternary ammonium ion groups for fuel cells.  POLYMER,      [PMID:] [10.1016/j.polymer.2022.124919]

10. Wenjie Xiong, Zhuoheng Tu, Zengyu Yin, Xiaomin Zhang, Xingbang Hu, Youting Wu.  (2021)  Supported Ionic Liquid Gel Membranes Enhanced by Ionization Modification for Sodium Metal Batteries.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.1c02983]

11. Huixing Cao, Ji Pan, Hairong Zhu, Zhe Sun, Bowen Wang, Junliang Zhao, Feng Yan.  (2021)  Interaction Regulation Between Ionomer Binder and Catalyst: Active Triple-Phase Boundary and High Performance Catalyst Layer for Anion Exchange Membrane Fuel Cells.  Advanced Science,  8  (19): (2101744).  [PMID:34339101] [10.1002/advs.202101744]

12. Chenhua Shu, Faying Lai, Feng Zhu, Dan Luo.  (2020)  Optimal extractive and reductive desulfurization process using sodium borohydride in situ generated via sodium metaborate electroreduction in ionic liquid.  Chemical Engineering and Processing-Process Intensification,      [PMID:] [10.1016/j.cep.2020.107869]

13. Yang Yu, Zeyu Yang, Shujing Ren, Yanan Gao, Liqiang Zheng.  (2019)  Multifunctional hydrogel based on ionic liquid with antibacterial performance.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2019.112185]

14. Yuliang Jiang, Chao Wang, Jiefeng Pan, Arcadio Sotto, Jiangnan Shen.  (2019)  Constructing an internally cross-linked structure for polysulfone to improve dimensional stability and alkaline stability of high performance anion exchange membranes.  INTERNATIONAL JOURNAL OF HYDROGEN ENERGY,      [PMID:] [10.1016/j.ijhydene.2019.02.098]

15. Sijian Li, Kaihua Yang, Zhengxi Zhang, Li Yang, Shin-ichi Hirano.  (2018)  Organic Ionic Plastic Crystal-Poly(ethylene oxide) Solid Polymer Electrolytes: Application in All-Solid-State Lithium Batteries.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.8b01964]

16. Huimin Zang, Shun Yao, Yingjie Luo, Dan Tang, Hang Song.  (2018)  Complex-precipitation using functionalized chiral ionic liquids with L-proline anion and chromatographic analysis for enantioseparation of racemic amino acids.  CHIRALITY,  30  (11): (1182-1194).  [PMID:30188593] [10.1002/chir.23011]

17. Congfei Yao, Yucui Hou, Shuhang Ren, Youan Ji, Weize Wu, Hui Liu.  (2018)  Efficient separation of phenolic compounds from model oils by dual-functionalized ionic liquids.  Chemical Engineering and Processing-Process Intensification,      [PMID:] [10.1016/j.cep.2018.04.026]

18. Yunfei Yang, Yixin Xu, Niya Ye, Dengji Zhang, Jingshuai Yang, Ronghuan He.  (2018)  Alkali Resistant Anion Exchange Membranes Based on Saturated Heterocyclic Quaternary Ammonium Cations Functionalized Poly(2,6-dimethyl-1,4-phenylene oxide)s.  JOURNAL OF THE ELECTROCHEMICAL SOCIETY,  165  (5): (F350).  [PMID:] [10.1149/2.1031805jes]

19. Yilin Wang, Yunchen Wang, Jie Su, Xiaowei Song, Wei Wan, Jihong Yu.  (2017)  Interrupted silicogermanate with 10-ring channels: synthesis and structure determination by combining rotation electron diffraction and powder X-ray diffraction.  Inorganic Chemistry Frontiers,  4  (10): (1654-1659).  [PMID:] [10.1039/C7QI00309A]

20. Kaisheng Yao, Zhiyong Li, Xinying Li, Weiwei Lu, Airong Xu, Hucheng Zhang, Jianji Wang.  (2017)  Tunable Synthesis of Ag Films at the Interface of Ionic Liquids and Water by Changing Cationic Structures of Ionic Liquids.  CRYSTAL GROWTH & DESIGN,      [PMID:] [10.1021/acs.cgd.6b01196]

21. Tongtong Tian, Jieqiong Qin, Yan'an Gao, Li Yu.  (2016)  Experimental and DFT studies on aggregation behavior of dodecylsulfonate-based surface active ionic liquids in water and ethylammonium nitrate.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2016.02.074]

22. Jessica Juweriah Ibrahim, Shurong Gao, Ahmed A. Abdeltawab, Salem S. Al-Deyab, Liang Yu, Guangren Yu, Xiaochun Chen, Xingyue Yong.  (2015)  Extractive Desulfurization of Fuel Oils with Dicyano(nitroso)methanide-based Ionic Liquids.  SEPARATION SCIENCE AND TECHNOLOGY,      [PMID:] [10.1080/01496395.2014.960051]

23. Shidong Tian, Yucui Hou, Weize Wu, Shuhang Ren, Jianguo Qian.  (2014)  Hydrophobic task-specific ionic liquids: Synthesis, properties and application for the capture of SO2.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:24998204] [10.1016/j.jhazmat.2014.06.037]

24. Chenhua Shu, Tonghua Sun, Hongbo Zhang, Jinping Jia, Ziyang Lou.  (2013)  A novel process for gasoline desulfurization based on extraction with ionic liquids and reduction by sodium borohydride.  FUEL,      [PMID:] [10.1016/j.fuel.2013.12.037]

25. Benlian Lu, Airong Xu, Jianji Wang.  (2013)  Cation does matter: how cationic structure affects the dissolution of cellulose in ionic liquids.  GREEN CHEMISTRY,  16  (3): (1326-1335).  [PMID:] [10.1039/C3GC41733F]

26. Jinglin Tan, Depeng Ma, Shengyu Feng, Changqiao Zhang.  (2012)  Effect of headgroups on the aggregation behavior of cationic silicone surfactants in aqueous solution.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2012.10.041]

27. Jingjing Jiao, Bin Dong, Huina Zhang, Yingyuan Zhao, Xiaoqing Wang, Rui Wang, Li Yu.  (2012)  Aggregation Behaviors of Dodecyl Sulfate-Based Anionic Surface Active Ionic Liquids in Water.  JOURNAL OF PHYSICAL CHEMISTRY B,      [PMID:22204280] [10.1021/jp209276c]

28. Deping Huang, Xiangtao Bai, Liqiang Zheng.  (2011)  Ultrafast Preparation of Three-Dimensional Dendritic Gold Nanostructures in Aqueous Solution and Their Applications in Catalysis and SERS.  Journal of Physical Chemistry C,      [PMID:] [10.1021/jp2037284]

29. Wenwen Yin, Xing Zhi, Yanyan Li, Jiawei Ma, Bernt Johannessen, Fangxi Xie, Mingmei Wu.  (2025)  Bimetallic Alloy Air Cathode Promoting Superoxide Formation for High-Performance Na-Air Batteries.  Small,      [PMID:40035589] [10.1002/smll.202500109]

30. Minmin Liu, Bingxi Song, Yanhui Hu, Xianglei Meng, Renzheng Jiang, Yanyan Diao, Yuting Song.  (2024)  Efficient dimerization of perfluoroolefin catalyzed by strong nucleophilic bifunctional ionic liquids.  Reaction Chemistry & Engineering,      [PMID:] [10.1039/D4RE00088A]

31. Wenwen Song, Haodong Xie, Li Liu, Xiang Ni, Yuan Xue, Yan Liu, Junwen Chen, Lei Wang, Hongjun Zhu.  (2025)  Iron-loaded pure silica -SVR zeolite for the hydroxylation of phenol.  Reaction Chemistry & Engineering,      [PMID:] [10.1039/D5RE00013K]

32. Liang You, Lujia Deng, Zhenyu Zhang, Jianhong Li, Xia Liao, Rui Yang, Xiang Ke, Rengui Xiao.  (2025)  Natural small molecule-based recoverable polymer binders for intact and efficient recycling of lithium-ion batteries.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:40117879] [10.1016/j.jcis.2025.137349]

33. Shuang Liang, Guanzhihui Wang, Likun Dong, Xiaobo Yang, Bao Zhou, Zhuoqi Duan, Zaixin Xie, Yongmao Hu.  (2024)  NiCo-MOFs derived carbon matrix composites: A promising electrode construction for high-performance supercapacitors.  APPLIED SURFACE SCIENCE,      [PMID:] [10.1016/j.apsusc.2024.161602]

34. Jinjing Qiu, Qi Chen, Cheng Liu, Yueling Chen, Jionghua Wu, Kaiqiang Jing, Jimmy C. Yu, Ling Wu, Xianzhi Fu.  (2025)  Ru single atom modified DUT-67(Zr) with unsaturated Zr for high-efficiency photocatalytic nitrogen reduction.  APPLIED CATALYSIS B-ENVIRONMENTAL,      [PMID:] [10.1016/j.apcatb.2025.125034]

35. Xinyu Feng, Siwen Zhang, Jiazhuo Li, Yingfang Hu, Rongyuan Ge, Yaowen Shi, Yali Yao, Bosi Yin, Tianyi Ma.  (2024)  Yttrium doping stabilizes the structure of Ni3(NO3)2(OH)4 cathodes for application in advanced Ni–Zn batteries.  Nanoscale,  16  (36): (16933-16941).  [PMID:39189424] [10.1039/D4NR02011A]

36. Wenwen Yin, Jiawei Ma, Yanyan Li, Qing Cheng, Bernt Johannessen, Fangxi Xie, Mingmei Wu.  (2025)  Breaking scaling relations via Fe/Ni diatomic catalysts towards highly efficient electrocatalysts for rechargeable Na-air batteries.  Journal of Materials Chemistry A,      [PMID:] [10.1039/D5TA03806E]

37. Minjun Yin, Hongting Pu.  (2025)  Robust and self-healable polybenzimidazole membranes via Diels–Alder chain extension.  RSC Advances,  15  (42): (34861-34873).  [PMID:40995340] [10.1039/D5RA05834A]

38. Fang Hua Liu, Chen Xiao Lin, En Ning Hu, Qian Yang, Qiu Gen Zhang, Ai Mei Zhu, Qing Lin Liu.  (2018)  Anion exchange membranes with well-developed conductive channels: Effect of the functional groups.  JOURNAL OF MEMBRANE SCIENCE,      [PMID:] [10.1016/j.memsci.2018.07.038]

39. Huiyao Yang, Bingxi Song, Peihong Zhang, Qijie Zhu, Fu Ding, Yao-Feng Wang, Guliang Liu, Yanyan Diao, Hongyan Wang.  (2025)  Catalytic selectivity in hexafluoropropylene trimerization using tailored nucleophilic ionic liquids.  NEW JOURNAL OF CHEMISTRY,      [PMID:] [10.1039/D5NJ00490J]

40. Chuang Zhao, Jiale Song, Yaoyang Liu, Yu Zhou, Tingting Liu, Meng Zhang, Caishan Jiao, Yang Gao, Qun-Yan Wu, Weifang Zheng.  (2026)  The Interplay of Steric hindrance and Electronic Effects in Asymmetric diglycolamides, Revealed through Their Ln(III) Coordination and Extraction Behavior.  DALTON TRANSACTIONS,      [PMID:41790049] [10.1039/D6DT00071A]