1-Butylimidazole - ≥98%(GC) , CAS No.4316-42-1

CAS: 4316-42-1 Cat. No.: B152373 Molecular Weight: 124.19 Beilstein Registry Number: 109499 EC Number: 224-335-9

GRADE & PURITY ≥98%(GC)

Synonyms

1-Subsituted 1H-imidazole, 2 | 1-BUTYLIMIDAZOLE | AKOS000118804 | BDBM36010 | SCHEMBL81565 | 1-Butylimidazole, 98% | W-106244 | UN2690 | 1H-Imidazole, 1-butyl- | N-n-Butyl imidazole [UN2690] [Poison] | UNII-C7JXC99E8F | BCP27242 | N-n-butylimidazole | EN

Storage

Room temperature,Argon charged

Shipped In

FedEx DG Service

Overview

1-Butylimidazole acts as an N-coordinated ligand. 1-Butylimidazole is formed as intermediate during the synthesis of a cationic cyclodextrin, used in the chiral separation of amino acids and anionic pharmaceuticals by capillary electrophoresis.Influence of 1-butylimidazole as base on the synthesis of dissymmetric chlorohydrin ester has been reported.
1-Butylimidazole may be used in the synthesis of a heterocyclic mesomeric betaine.It was used in the synthesis of 1-(1-butyl-3-imidazolio)propane-3-sulfonate (BIm3S).

Specifications

Synonyms

1-Subsituted 1H-imidazole, 2 | 1-BUTYLIMIDAZOLE | AKOS000118804 | BDBM36010 | SCHEMBL81565 | 1-Butylimidazole, 98% | W-106244 | UN2690 | 1H-Imidazole, 1-butyl- | N-n-Butyl imidazole [UN2690] [Poison] | UNII-C7JXC99E8F | BCP27242 | N-n-butylimidazole | EN

Specifications & Purity

≥98%(GC)

Storage

Room temperature, Argon charged

Shipped In

FedEx DG Service

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%(GC)

Names and Identifiers

• Pubchem Sid: 488183485
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488183485
• Canonical Smiles: CCCCN1C=CN=C1
• IUPAC Name: 1-butylimidazole
• InChIKey: MCMFEZDRQOJKMN-UHFFFAOYSA-N
• INCHI: 1S/C7H12N2/c1-2-3-5-9-6-4-8-7-9/h4,6-7H,2-3,5H2,1H3
• Isomeric SMILES: CCCCN1C=CN=C1
• WGK Germany: 3
• UN Number: 2690
• Packing Group: II
• Molecular Weight: 124.19
• Beilstein: 109499
• Reaxy-Rn: 109499
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=109499&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 Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: N-substituted imidazole - Heteroaromatic compound - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - 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

Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Staphylococcus aureus (210822 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in Chloroform, Methanol.
• Sensitivity: Air sensitive
• Refractive Index: 1.48
• Flash Point(°C): 145℃
• Boil Point(°C): 235 °C
• Molecular Weight: 124.180 g/mol
• XLogP3: 1.200
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 124.1 Da
• Monoisotopic Mass: 124.1 Da
• Topological Polar Surface Area: 17.800 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 73.300
• 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

References

1. Li Wang, Zhikun Wang, Fengting Li, Yueqi Liu, Miantuo Li, Nannan Cui, Songqing Hu, Shuangqing Sun.  (2023)  pH-Responsive Chitosan Microspheres Loaded with Gemini Imidazolium-Based Ionic Liquids as Smart Corrosion Inhibitors for N80 Steel in Hydrochloric Acid Solution.  ADVANCED ENGINEERING MATERIALS,      [PMID:] [10.1002/adem.202301846]

2. Xiang Wang, Pan Luo, Xingrui Wang, Huanjun Peng, Guangming Zhou, Jingdong Peng.  (2023)  Fabrication of ionic liquid functionalized silica with different anions and the application in mixed-mode and chiral chromatography.  TALANTA,      [PMID:38101029] [10.1016/j.talanta.2023.125547]

3. Qi Liu, Lei Li, Gang Liu, Xi He, Yanhua Niu, Guangxian Li.  (2023)  Dual−crosslinked polyionic liquid polymer electrolyte with optimal balance of ion conductivity and mechanical properties for solid−state lithium metal battery.  JOURNAL OF POWER SOURCES,      [PMID:] [10.1016/j.jpowsour.2023.233897]

4. Yangfeng Xia, Changbo Lu, Yaohui Wang, Jinmao Chen, Wanli Xu, Gaojun An, Yanqiang Zhang.  (2023)  Brønsted ionic liquids as catalysts for synthesis of 2-pyrazoline derivatives from ketazines: A combined experimental and theoretical approach.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2023.137065]

5. Kun Yuan, Kehuai Feng, Sheng Liao, Xiaoning Liao, Yichen Zou, Dan Hou, Xuliang Nie, Wanming Xiong.  (2023)  Synthesis, characterization, and electrochemical properties of phenyl-coupled diimidazolium hexafluorophosphate ionic liquids.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2023.123515]

6. Hujian Wu, Qi Wang, Xiaoxin Zhang, Tao Wang.  (2023)  Synthesis of 2,6-Di-tert-butylanthraquinone Cyclically Catalyzed by Brønsted Acidic Ionic Liquids.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.3c02423]

7. Haiyan Jiang, Tingting Li, Lu Bai, Jiuli Han, Xiaochun Zhang, Haifeng Dong, Shaojuan Zeng, Shuangjiang Luo, Xiangping Zhang.  (2023)  Polyimide/Ionic Liquids Hybrid Membranes with NH3-Philic Channels for Ammonia-Based CO2 Separation Processes.  ACS Applied Materials & Interfaces,      [PMID:37874939] [10.1021/acsami.3c12200]

8. Fahui Li, Yiyue Shen, Yupei Deng, Jingchun Zhang, Qiqi Wang, Haoyuan Chen, Mai Ouyang, Qianwen Jiang, Guowei Wang, Linghua Zhuang.  (2023)  Experimental and theoretical studies on dissolution and regeneration of microcrystalline cellulose with dihydroxyl ionic liquids.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2023.122928]

9. Xiang Wang, Huanjun Peng, Zilong Zhang, Jiajia Wu, Jiayu Yu, Hanlin Zeng, Hanqi Yang, Guangming Zhou, Jingdong Peng.  (2023)  Graft copolymerization of anion and cation onto silica and application in mixed-mode of reversed phase/ hydrophilic interaction/ ion exchange chromatography.  TALANTA,      [PMID:37567120] [10.1016/j.talanta.2023.125055]

10. Zheng Lian, Guojun Li, Shule Zhang, Weihua Ma.  (2023)  Catalytic absorption pathway with kinetically favorable dissolution of nitric oxide in aqueous absorbents.  AICHE JOURNAL,  69  (11): (e18197).  [PMID:] [10.1002/aic.18197]

11. Pan Luo, Jingdong Peng, Huanjun Peng, Zilong Zhang, Jun Chen, Kun Fan, Xiang Wang.  (2023)  Preparation of three regioisomeric ionic liquid stationary phases and investigation of their retention behavior.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:36628808] [10.1016/j.chroma.2023.463773]

12. Xiaoman Li, Ruobing Qiao, Xuyang Jiu, Minglei Tian.  (2022)  Solid Phase Extraction of (+)-Catechin from Cocoa Shell Waste Using Dual Ionic Liquid@ZIF8 Covered Silica.  Separations,  9  (12): (441).  [PMID:] [10.3390/separations9120441]

13. Qiangbing Shi, Kaixuan Wang, Mengjun Wang, Tao Li, Baozeng Ren, Yinge Bai, Xiangping Zhang.  (2022)  Efficient Recovery of Dichloromethane from Tail Gas by 1-Alkyl-2-ethylimidazole Ethyl Sulfate and 1-Ethylpyridine Ethyl Sulfate.  INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH,      [PMID:] [10.1021/acs.iecr.2c00955]

14. Guoqiang Lu, Hengda Yuan, Jiulei Zhou, Fuping Chen, Chao Li, Tanlong Xue, Xin Shu, Yingying Zhao, Jun Nie, Xiaoqun Zhu.  (2022)  Patterned Magnetofluids via Magnetic Printing and Photopolymerization for Multifunctional Flexible Electronic Sensors.  ACS Applied Materials & Interfaces,      [PMID:35730674] [10.1021/acsami.2c04755]

15. Jia Wei, Hongshuai Gao, Yao Li, Yi Nie.  (2022)  Research on the degradation behaviors of wood pulp cellulose in ionic liquids.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2022.119071]

16. Fangfang Su, Xiaoqian Li, Yudeng Wang, Zhongjie He, Ling Fan, Hongni Wang, Jinliang Xie, Yaping Zheng, Dongdong Yao.  (2021)  Constructing hollow carbon sphere liquid with permanent porosity via electrostatic modification of polyionic liquids for CO2 gas adsorption.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2021.119410]

17. Tianlin Wang, Yue Zheng, Guangren Yu, Xiaochun Chen.  (2021)  Glycolysis of polyethylene terephthalate: Magnetic nanoparticle CoFe2O4 catalyst modified using ionic liquid as surfactant.  EUROPEAN POLYMER JOURNAL,      [PMID:] [10.1016/j.eurpolymj.2021.110590]

18. Bingbing Yang, Lu Bai, Shaojuan Zeng, Shuangjiang Luo, Lei Liu, Jiuli Han, Yi Nie, Xiangping Zhang, Suojiang Zhang.  (2020)  NH3 separation membranes with self-assembled gas highways induced by protic ionic liquids.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2020.127876]

19. Jifang Fu, Yufeng Xu, Linna Dong, Liya Chen, Qi Lu, Mengmeng Li, Xingfa Zeng, Sanwei Dai, Guorong Chen, Liyi Shi.  (2020)  Multiclaw-shaped octasilsesquioxanes functionalized ionic liquids toward organic-inorganic composite electrolytes for lithium-ion batteries.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2020.126942]

20. Yu Sun, Mengyi Qing, Luxin Chen, Jun Liu, Fei Zhong, Ping Jiang, Guowei Wang, Linghua Zhuang.  (2019)  Chitosan dissolution with sulfopropyl imidazolium Brönsted acidic ionic liquids.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2019.111533]

21. Shuang Yue, Pingping Wang, Xueying Hao.  (2019)  Synthesis of cyclic carbonate from CO2 and epoxide using bifunctional imidazolium ionic liquid under mild conditions.  FUEL,      [PMID:] [10.1016/j.fuel.2019.04.039]

22. Jie Li, Yong Kang, Bohao Li, Xin Wang, Dan Li.  (2018)  PEG-Linked Functionalized Dicationic Ionic Liquids for Highly Efficient SO2 Capture through Physical Absorption.  ENERGY & FUELS,      [PMID:] [10.1021/acs.energyfuels.8b02802]

23. Yang Jiale, Fan Chen, Kong Dandan, Tang Gang, Zhang Wenbing, Dong Hongqiang, Liang You, Wang Deng, Cao Yongsong.  (2018)  Synthesis and application of imidazolium-based ionic liquids as extraction solvent for pretreatment of triazole fungicides in water samples.  ANALYTICAL AND BIOANALYTICAL CHEMISTRY,  410  (6): (1647-1656).  [PMID:29294183] [10.1007/s00216-017-0820-x]

24. Xi Zheng, Jiping Ma, Min Wang, Song Shi, Zhiqiang Sun, Jie Xu.  (2017)  Coupling reaction in catalytic decomposition of cyclohexyl hydroperoxide.  CATALYSIS COMMUNICATIONS,      [PMID:] [10.1016/j.catcom.2017.07.030]

25. Dawei Shang, Xiangping Zhang, Shaojuan Zeng, Kun Jiang, Hongshuai Gao, Haifeng Dong, Qingyuan Yang, Suojiang Zhang.  (2016)  Protic ionic liquid [Bim][NTf2] with strong hydrogen bond donating ability for highly efficient ammonia absorption.  GREEN CHEMISTRY,  19  (4): (937-945).  [PMID:] [10.1039/C6GC03026B]

26. Haiyan Du, Xiaoxiao Liu, Yulong Yu, Yuyu Xu, Yonghong Wang, Zhenhai Liang.  (2016)  Microwave-Induced Poly(ionic liquid)/Poly(vinyl alcohol) Shape Memory Composites.  MACROMOLECULAR CHEMISTRY AND PHYSICS,  217  (23): (2626-2634).  [PMID:] [10.1002/macp.201600379]

27. Yuxia Lv, Yaliang Chen, Ziqiang Shao, Renxu Zhang, Libin Zhao.  (2014)  Homogeneous tritylation of cellulose in 1-allyl-3-methylimidazolium chloride and subsequent acetylation: The influence of base.  CARBOHYDRATE POLYMERS,      [PMID:25498705] [10.1016/j.carbpol.2014.10.041]

28. Leqin He, Shenjun Qin, Tao Chang, Yuzhuang Sun, Xiaorui Gao.  (2012)  Biodiesel synthesis from the esterification of free fatty acids and alcohol catalyzed by long-chain Brønsted acid ionic liquid.  Catalysis Science & Technology,  3  (4): (1102-1107).  [PMID:] [10.1039/C2CY20714A]

29. Yu Wang, Jianchen Zhu, Meng Xu, Simin He, Lang Wei, Ruibin Guo, Nijuan Liu, Zunli Mo.  (2024)  An environmentally friendly coating: Excellent self-cleaning, efficient antimicrobial, and durability properties.  Surfaces and Interfaces,      [PMID:] [10.1016/j.surfin.2024.105053]

30. Shen Wang, Meng Rong, Lin-Bing Sun, Yunze Zhao, Huifang Xing, Liangrong Yang.  (2024)  Benzo-12-crown-4 and β-diketone bi-functionalized ionic liquids for highly selective lithium extraction from alkaline solution.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2024.154341]

31. Wang Qiqi, Zhang Jingchun, Zhang Yilin, Song Shengjiao, Wang Guowei, Zhuang Linghua, Chen Xiaojun.  (2024)  Effect of ether introduction and ether chain length on electrochemical stability window feature of imidazolium ionic liquids with different anions: experimental and DFT studies.  IONICS,      [PMID:] [10.1007/s11581-024-05980-w]

32. Qiang Wang, Ziwei Wei, Qiuxia Wang, Hui Yan, Jiaxin Li, Haidong Jia, Songling Yuan, Xiaolong Wen, Han Jia, Pan Huang.  (2024)  Enhanced corrosion resistance performance of the novel tripodal imidazolium-based ionic liquid: Experimental and theoretical investigations.  JOURNAL OF MOLECULAR STRUCTURE,      [PMID:] [10.1016/j.molstruc.2024.139172]

33. Wang Qiqi, Zhang Jingchun, Chen Haoyuan, Zhang Yilin, Wang Ying, Zhao Huimin, Zhu Yu, Wang Guowei, Zhuang Linghua.  (2024)  Experimental and theoretical studies of physicochemical properties of Gemini imidazolium ionic liquids: hydroxyl group in spacer chain and alkyl chain length of cation.  IONICS,  30  (12): (8129-8145).  [PMID:] [10.1007/s11581-024-05883-w]

34. Kaige Yan, Baoluo He, Shihan Wu, Yixin Zeng, Peng Wang, Shujuan Liu, Qian Ye, Feng Zhou, Weimin Liu.  (2024)  Fabrication of Poly(ionic liquid) Hydrogels Incorporating Liquid Metal Microgels for Enhanced Synergistic Antifouling Applications.  ACS Applied Materials & Interfaces,      [PMID:38832492] [10.1021/acsami.4c06361]

35. Gu Ning, Li Xiaolin, Gao Miao, Liu Zixuan, Liu Qichao, Cao Yang, Sun Youyi.  (2024)  Facile synthesis of magnetic ionic liquid with magnetic tuning electrochemical performance.  IONICS,  30  (5): (2783-2791).  [PMID:] [10.1007/s11581-024-05466-9]

36. Ruping Huang, Jingchun Zhang, Qiqi Wang, Haoyuan Chen, Yiyue Shen, Yupei Deng, Guowei Wang, Linghua Zhuang.  (2024)  Phase diagrams and formulation mechanism of microemulsions with hydroxyl group functional anionic surface active ionic liquids.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2024.134285]

37. Pu-sheng SUI, Cheng-bao LIU, Ai-meng ZHANG, Cong SUN, Lan-yue CUI, Rong-chang ZENG.  (2024)  Superior corrosion resistance and thermal/electro properties of graphene−epoxy composite coating on Mg alloy with biomimetic interface and orientation.  TRANSACTIONS OF NONFERROUS METALS SOCIETY OF CHINA,      [PMID:] [10.1016/S1003-6326(23)66388-5]

38. Wang Ying, Liu Wenda, Zhao Huimin, Zhu Yu, Wang Qiqi, Wei Jinli, Javed Maroosha, Zhuang Linghua, Wang Guowei.  (2025)  Dissolution feature of microcrystalline cellulose with hydroxyl-containing ionic liquids: experimental and theoretical studies.  IONICS,      [PMID:] [10.1007/s11581-025-06249-6]

39. Du Qilong, Jiang Yuanguang, Fu Dandan, Yuan Kun, Nie Xuliang, Hou Dan, He Lu, Chen Jing, Wu Suqin, Xiong Wanming.  (2025)  Synthesis, Characterization, and Stability of Diimidazole Hexafluorophosphates: Correlation with Cation Structure.  TOPICS IN CATALYSIS,      [PMID:] [10.1007/s11244-025-02122-y]

40. Jing He, Weilai Zhang, Haiyan Huang, Ruyu Cai, Yingxue Cui, Yingcheng Wu, Xiantai Zhou, Huaming Li, Wei Jiang.  (2025)  A porous liquid constructed from single-walled polyoxometalate nanotubes for sustainable extractive–oxidative desulfurization.  GREEN CHEMISTRY,      [PMID:] [10.1039/D5GC05177K]

41. Guoliang Yang, Haohang Yuan, Bin Liu, Kaige Yan, Xinwei Wang, Shujuan Liu, Qian Ye, Weimin Liu.  (2026)  Fabrication of Ionic Liquid-Functionalized Liquid Metal Composite Hydrogels for Enhanced Antifouling Performance.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.5c04233]