1-Ethyl-3-methylimidazolium bromide(EMIMBr) - ≥98% , CAS No.65039-08-9

CAS: 65039-08-9 Cat. No.: E101503 Molecular Weight: 191.07 Beilstein Registry Number: 5162084 EC Number: 629-636-2

GRADE & PURITY ≥98%

Synonyms

1-Methyl-3-ethylimidazolium bromide | 1-Ethyl-3-methyl-1H-imidazolium bromide | EMIMBr

Storage

Room temperature,Argon charged

Shipped In

Normal

Overview

Application

1-Ethyl-3-methylimidazolium bromide can be used to prepare:

1-ethyl-3-methylimidazolium bis((trifluoromethyl)sulfonyl)imide

1-ethyl-3-methylimidazolium tetrafluoroborate

(EMI)[Cd(BTC)] (EMI = 1-ethyl-3-methylimidazolium, BTC = 1,3,5-benzenetricarboxylate), a coordination polymer

Specifications

Synonyms

1-Methyl-3-ethylimidazolium bromide | 1-Ethyl-3-methyl-1H-imidazolium bromide | EMIMBr

Specifications & Purity

≥98%

Storage

Room temperature, Argon charged

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 508807274
• Canonical Smiles: CCN1C=C[N+](=C1)C.[Br-]
• IUPAC Name: 1-ethyl-3-methylimidazol-3-ium;bromide
• InChIKey: GWQYPLXGJIXMMV-UHFFFAOYSA-M
• INCHI: 1S/C6H11N2.BrH/c1-3-8-5-4-7(2)6-8;/h4-6H,3H2,1-2H3;1H/q+1;/p-1
• Isomeric SMILES: CCN1C=C[N+](=C1)C.[Br-]
• WGK Germany: 3
• Molecular Weight: 191.07
• Beilstein: 5162084
• Reaxy-Rn: 4588996
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=4588996&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Azoles
      • Subclass Imidazoles
        • Level5 Substituted imidazoles
          • Level6 N-substituted imidazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Azoles
• Subclass: Imidazoles
• Intermediate Tree Nodes: Substituted imidazoles
• Direct Parent: N-substituted imidazoles
• Alternative Parents: Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Organic bromide salts Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: N-substituted imidazole - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organic bromide salt - Organic salt - Organonitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n-substituted imidazoles. These are heterocyclic compounds containing an imidazole ring substituted at position 1.
• 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

Chemical and Physical Properties

• Solubility: Soluble in water, dichloromethane, ethanol, acetonitrile. Insoluble in ethyl acetate, ether, and alkane.
• Sensitivity: Moisture sensitive
• Melt Point(°C): 71℃
• Molecular Weight: 191.070 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 190.011 Da
• Monoisotopic Mass: 190.011 Da
• Topological Polar Surface Area: 8.800 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 72.900
• 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: 2

XLogP3

References

1. Yu-Fen Bao, Yi-Jie Wang, Yu-Chen Wang, Ding-Hua Liu.  (2023)  Homogeneous base catalyst with high activity and stability for synthesis of dimethyl carbonate by transesterification.  RSC Advances,  13  (14): (9347-9352).  [PMID:36959885] [10.1039/D3RA00164D]

2. Mingyuan Gu, Apparao M. Rao, Jiang Zhou, Bingan Lu.  (2023)  In situ formed uniform and elastic SEI for high-performance batteries.  Energy & Environmental Science,  16  (3): (1166-1175).  [PMID:] [10.1039/D2EE04148K]

3. Fei Chen, Wensheng Wei, Yunsheng Gao, Yuxin Wang, Zizhen Yan, Zhanguo Zhang, Haiming Yu, Guangwen Xu, Lei Shi.  (2022)  Synthesis of highly effective [Emim]IM applied in one-step CO2 conversion to dimethyl carbonate.  Journal of CO2 Utilization,      [PMID:] [10.1016/j.jcou.2022.102178]

4. Yumiao Jiang, Yingxue Liu, Shuai Gao, Xugeng Guo, Jinglai Zhang.  (2021)  Experimental and theoretical studies on corrosion inhibition behavior of three imidazolium-based ionic liquids for magnesium alloys in sodium chloride solution.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2021.116998]

5. Zhencai Zhang, Fei Xu, Yaqin Zhang, Chenhao Li, Hongyan He, Zifeng Yang, Zengxi Li.  (2020)  A non-phosgene process for bioderived polycarbonate with high molecular weight and advanced property profile synthesized using amino acid ionic liquids as catalysts.  GREEN CHEMISTRY,  22  (8): (2534-2542).  [PMID:] [10.1039/D0GC00265H]

6. Shan-Chao Ke, Ting-Ting Luo, Gang-Gang Chang, Ke-Xin Huang, Jia-Xin Li, Xiao-Chen Ma, Jian Wu, Jian Chen, Xiao-Yu Yang.  (2020)  Spatially Ordered Arrangement of Multifunctional Sites at Molecule Level in a Single Catalyst for Tandem Synthesis of Cyclic Carbonates.  INORGANIC CHEMISTRY,      [PMID:31927961] [10.1021/acs.inorgchem.9b02952]

7. Liumei Su, Xian Tang, Xing Fan, Dingtao Ma, Weiyuan Liang, Yu Li, Han Zhang.  (2019)  Halogenated Antimonene: One-Step Synthesis, Structural Simulation, Tunable Electronic and Photoresponse Property.  ADVANCED FUNCTIONAL MATERIALS,  29  (45): (1905857).  [PMID:] [10.1002/adfm.201905857]

8. Gaoming Lei, Chaoying Song, Haiyu Shi, Yihao Xing, Xue Song, Guojin Liang.  (2019)  Parameter Effects and Kinetics of Ultrasound Assisted Ionic Liquid Mediated Hydro-distillation and Essential Oil Composition of Flowers of Paeonia suffruticosa Andr. ‘Jitsugetsu Nishiki’ from Central China.  Journal of Essential Oil Bearing Plants,      [PMID:] [10.1080/0972060X.2019.1644203]

9. Yifeng Zhou, Liling Wang, Yuchuan Qin, Lichun Chen, Qing Ge, Jianwei Mao.  (2018)  A sequential separation of linderane and norisoboldine using supercritical fluid and ionic liquid-based ultrasonic-assisted extraction from Lindera aggregate.  SEPARATION SCIENCE AND TECHNOLOGY,      [PMID:] [10.1080/01496395.2018.1486425]

10. Tong Wang, Cheng-Bo Gu, Sui-Xin Wang, Ping Kou, Jiao Jiao, Yu-Jie Fu.  (2017)  Simultaneous extraction, transformation and purification of psoralen from fig leaves using pH-dependent ionic liquid solvent based aqueous two-phase system.  Journal of Cleaner Production,      [PMID:] [10.1016/j.jclepro.2017.10.185]

11. Xiaocai Meng, Jianying Wang, Haichao Jiang, Xinle Shi, Yongqi Hu.  (2017)  2-Ethyl-4-methylimidazolium Alaninate Ionic Liquid: Properties and Mechanism of SO2 Absorption.  ENERGY & FUELS,      [PMID:] [10.1021/acs.energyfuels.6b02529]

12. Duozhen Chai, Chongli Wang, Jinzhen Liu, Dongfeng Cao, Kaixuan Guo, Yuankun Wang, Ye Yuan, Francis Verpoort.  (2025)  CuCl/Ionic Liquid Catalyzed Cascade Transformation of CO2 and Alkyne-1,2-Diols: Synthesis of Keto-Functionalized Cyclic Carbonates.  Catalysts,  15  (3): (279).  [PMID:] [10.3390/catal15030279]

13. Dongbo Wang, Jingting Sang, Mingyang Wang, Dawei Luo, Dandan Han, Bowen Zhang, Jingtao Wang, Junbo Gong.  (2024)  Direct crystallization resolution of chiral compounds assisted by chiral ionic liquids through conformational matching.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.130912]

14. Yong Cao, Qianfeng Chen, Qing He, Gaojin Zhou, Ali Ahmad, Shun Yao.  (2024)  Osmotic absorption behaviors of imidazolium ILs in digestive system and their effective removal way.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2024.125631]

15. Hao Wang, Xintong Zhang, Zhencai Zhang, Yiwen Zhang, Zhao Yang, Wentao Zhang, Chunshan Li, Fei Xu.  (2025)  Quantum-Chemically Guided Insights on Ionic Liquid Catalysts for Biobased Polycarbonate Synthesis─Mechanistic Exploration and Cation-Functionalized Optimization.  ACS Sustainable Chemistry & Engineering,      [PMID:] [10.1021/acssuschemeng.4c10922]

16. Jing Zhang, Chengcheng Lv, Zhenyang Yu, Yangyuan Zhou.  (2024)  Step-wise reproductive toxicities of imidazolium- and pyridinium-based ionic liquids on Caenorhabditis elegans.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:39536357] [10.1016/j.jhazmat.2024.136458]

17. Chenxi Liu, Mengze Li, Yifan Wang, Zijie Hou, Jian Chen, Kun Cao, Lihui Liu, Shufen Chen.  (2024)  Unravelling the Electrical Field Induced Ion Migration in Flexible OLEDs with PEDOT:PSS Electrodes.  ACS Applied Materials & Interfaces,      [PMID:39497551] [10.1021/acsami.4c13460]

18. Dawei Zhen, Yirong Qiao, Fengmao Liu, Xiaohui Liu, Shouhe Pan, Qingrong Peng.  (2025)  Unveiling the interaction between micelles of different surface-active ionic liquids and peptide drug HPV16E749-57.  Materials Today Chemistry,      [PMID:] [10.1016/j.mtchem.2025.102662]

19. Xiao-Jun Dai, Yi-Ting Chen, Wen-Ge Zhang, Shu-Xuan Li, Wen-Rui Zhang, Xiang-Hua Qi, Chun-Hui Gong, Peng Wang, Man-Li He, Yi Yang.  (2025)  Ionic liquid modified MOF-808 for efficient adsorption and stable capture of radioactive iodine.  JOURNAL OF ENVIRONMENTAL MANAGEMENT,      [PMID:40743976] [10.1016/j.jenvman.2025.126731]

20. Zixi Wu, Chunxiang Huang, Leyi Li, Jinxiang Cao, Yingjie Liu, Qing Ye, Jinlong Li.  (2025)  Effect of Ionic Liquids on the Solubility of Lithium Bromide in Aqueous Solution: Experimental Measurement and Prediction.  ACS Omega,      [PMID:40852226] [10.1021/acsomega.5c00488]

21. Zhou Jie, Yu Wen-Wang, Meng Xiang-Guang, Li Wen, Chu Dan-Dan.  (2025)  Imidazolium-Based Deep Eutectic Solvents Catalyzed Cycloaddition Reaction of Epoxide with CO2 in Simulated Flue Gas.  CATALYSIS LETTERS,  155  (10): (1-11).  [PMID:] [10.1007/s10562-025-05174-7]

22. Yutong Gong, Feng Liu, Jun Sui, Yanlong Lv, Yuhao Wang, Yunze Hao, Xiaodong Wang, Hongguang Jin.  (2025)  Thermodynamic Properties of Ternary Lithium Bromide Solution Mixed with Ionic Liquid as Working Pairs for Absorption Heat Transformer.  JOURNAL OF CHEMICAL AND ENGINEERING DATA,      [PMID:] [10.1021/acs.jced.4c00644]

23. Zi-Lin He, Jian-Bin Luo, Jing-Hua Chen, Jun-Hua Wei, Xiao-He Miao, Zhi-Zhong Zhang, Qing-Peng Peng, Xiu-Xian Guo, Dai-Bin Kuang.  (2025)  A universal strategy toward two-component organic-inorganic metal halide luminescent glasses and glass-crystal composites.  Science Advances,  11  (22):   [PMID:40435246] [10.1126/sciadv.adu1982]

24. Chenxi Zhang, Hao Xue, Xin He, Qingyang Liu, Jing Jin, Tianyu Zhang, Fengli Huang.  (2026)  High-Performance Humidity Sensor Based on Ion–Electron Synergistic Composite Gel.  ACS Applied Electronic Materials,      [PMID:] [10.1021/acsaelm.5c02657]

25. Xie Mingyuan, Bi Chenghao, Wei Shibo, Jiang Zhentao, Li Guo, Li Hangren, Zhang Yong, Zhao Feng, Li Meng-Jiao, Lin Hui, Wang Ya-Kun, Liao Liang-Sheng, Tao Silu.  (2026)  Ultra-Low Efficiency Roll-Off High Color Purity Blue Perovskite Quantum Dot LEDs with Exceeding 20% Efficiency.  Light-Science & Applications,  15  (1): (176).  [PMID:] [10.1038/s41377-026-02231-7]

26. Yu Zhang, Yuting Jiang, Yunsheng Xu, Pengwu Xu, Wenjun Peng, Weijun Yang, Shuangfei Xiang, Xianming Zhang.  (2026)  Ionic liquid tailored poly(ethylene glycol) acylurea networks enabling thermo switchable crystallinity for recyclable iontronic sensing and thermally programmed actuation.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2026.175561]