Production Method 1

109-69-3

616-47-7

79917-90-1

Reaction Conditions

1.1 5 d, 80 °C

Reference

Cross-linked Candida antarctica lipase B is active in denaturing ionic liquids

Toral, Antonio Ruiz; et al, Enzyme and Microbial Technology, 2007, 40(5), 1095-1099

Production Method 2

119393-94-1

79917-90-1

Reaction Conditions

1.1 Reagents: Benzoyl peroxide Solvents: Tetrahydrofuran ;  rt → reflux; rt
1.2 Reagents: Sodium bicarbonate ;  15 min, rt
1.3 Solvents: Ethanol ;  30 min, rt
1.4 Reagents: Dimethyl sulfoxide Solvents: Water-d2
1.5 Reagents: Sodium chloride Solvents: Diethyl ether ,  Ethanol

Reference

Oxidative desulfurization of azole-2-thiones with benzoyl peroxide: syntheses of ionic liquids and other azolium salts

Wolfe, Derek M.; et al, European Journal of Organic Chemistry, 2007, (17), 2825-2838

Production Method 3

109-69-3

79917-90-1

Reaction Conditions

1.1 15 min, 120 °C

Reference

Preparation and physicochemical characterization of deep eutectic solvents and ionic liquids for the potential absorption and biodegradation of styrene vapors

Candia-Lomeli, M.; et al, Journal of Hazardous Materials, 2023, 441,

Production Method 4

109-69-3

79917-90-1

Reaction Conditions

1.1 Solvents: Acetonitrile ;  rt; 72 h, 75 - 80 °C

Reference

Polymorphism and Particle Formation Pathway of Carbamazepine during Sonoprecipitation from Ionic Liquid Solutions

Prasad, Rupanjali; et al, Crystal Growth & Design, 2020, 20(8), 5169-5183

Production Method 5

109-69-3

35487-17-3

79917-90-1

Reaction Conditions

1.1 Solvents: Toluene ;  0 °C; 24 h, 0 °C → 110 °C; 12 h, -20 °C

Reference

Synthesis and antiproliferative activity of ammonium and imidazolium ionic liquids against T98G brain cancer cells

Kaushik, Nagendra Kumar; et al, Molecules, 2012, 17, 13727-13739

Production Method 6

109-69-3

35487-17-3

79917-90-1

Reaction Conditions

1.1 overnight, rt; 7 h, reflux

Reference

Disproportionation of Light Paraffins

Schmidt, Roland; et al, Energy & Fuels, 2008, 22(3), 1812-1823

Production Method 7

109-69-3

693-98-1

79917-90-1

Reaction Conditions

1.1 Solvents: Acetonitrile ;  48 h, reflux

Reference

Direct conversion of propylene oxide to 3-hydroxy butyric acid using a cobalt carbonyl ionic liquid catalyst

Rajendiran, Senkuttuvan; et al, Catalysts, 2017, 7(8), 228/1-228/6

Production Method 8

71614-56-7

79917-90-1

Reaction Conditions

1.1 rt

Reference

A novel and green method for the synthesis of ionic liquids using the corresponding acidic ionic liquid precursors and dialkyl carbonate

Xiao, Wenjun; et al, Chemistry Letters, 2010, 39(10), 1112-1113

Production Method 9

616-47-7

79917-90-1

Reaction Conditions

1.1 Solvents: Acetonitrile ;  70 °C; 72 h, 70 °C

Reference

Interaction of electron beam with ionic liquids and its application for micropatterning

Rola, Krzysztof P.; et al, European Polymer Journal, 2021, 156,

Production Method 10

616-47-7

79917-90-1

Reaction Conditions

1.1 Reagents: 1,1,1-Trifluoroethane ;  48 h, 70 °C

Reference

Microwave-assisted synthesis of imidazole ionic liquids

Zhou, Jing; et al, Yingyong Huagong, 2009, 38(1), 58-60

Production Method 11

39678-28-9

79917-90-1

Reaction Conditions

1.1 Solvents: Ethanol ,  Water ;  90 min, 35 °C

Reference

An efficient ultrasonic-assisted synthesis of imidazolium and pyridinium salts based on the Zincke reaction

Zhao, Sanhu; et al, Ultrasonics Sonochemistry, 2010, 17(4), 685-689

Production Method 12

79917-90-1

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Water ;  0 °C; 1 h, 0 °C → rt
1.2 10 min, 150 °C

Reference

Rapid Continuous-Flow Water-Free Synthesis of Ultrapure Ionic Liquids Assisted by Microwaves

Cao, Lei; et al, Organic Process Research & Development, 2022, 26(1), 207-214

Production Method 13

79917-90-1

Reaction Conditions

1.1 Reagents: Ammonium chloride Solvents: Water ;  24 h, 110 °C

Reference

A general and direct synthesis of imidazolium ionic liquids using orthoesters

Kim, Do Joong; et al, Green Chemistry, 2014, 16(9), 4098-4101

Production Method 14

616-47-7

79917-90-1

Reaction Conditions

Reference

Preparation of Chitin Nanofiber-Reinforced Xanthan Gum Hydrogels

Kawano, Akito; et al, Journal of Polymers and the Environment, 2019, 27(4), 671-677

Production Method 15

109-69-3

79917-90-1

Reaction Conditions

1.1 72 h, 75 °C

Reference

The effect of ionic liquids on the conductivity of electrospun polyacrylonitrile membranes

Savest, Natalja; et al, Journal of Electrostatics, 2016, 83, 63-68

Production Method 16

109-69-3

616-47-7

79917-90-1

Reaction Conditions

1.1 72 h, 75 - 80 °C

Reference

Thermo-solvatochromism of chloro-nickel complexes in 1-hydroxyalkyl-3-methyl-imidazolium cation based ionic liquids

Wei, Xianjun; et al, Green Chemistry, 2008, 10(3), 296-305

Production Method 17

120-94-5

616-47-7

79917-90-1

Reaction Conditions

1.1 Solvents: Acetonitrile ;  60 °C; 60 °C; 3 d, 70 °C

Reference

Rapid, High-Yield Fructose Dehydration to 5-Hydroxymethylfurfural in Mixtures of Water and the Noncoordinating Ionic Liquid [bmim][OTf]

Ghatta, Amir Al ; et al, ChemSusChem, 2019, 12(19), 4452-4460

Production Method 18

80432-08-2

79917-90-1

Reaction Conditions

1.1 Reagents: Sodium chloride Solvents: Water ;  2 h, rt

Reference

Ionic liquid ion exchange: exclusion from strong interactions condemns cations to the most weakly interacting anions and dictates reaction equilibrium

Naert, Pieter; et al, Green Chemistry, 2018, 20(18), 4277-4286

1-Butyl-3-methylimidazolium chloride Raw materials

• 1H-Imidazolium, 1-butyl-3-methyl-
• 2H-Imidazole-2-thione, 1-butyl-1,3-dihydro-3-methyl-
• 1-Chlorobutane
• 2-methyl-1H-imidazole
• 1-Methylpyrrolidine
• 1-Methylimidazole
• 1H-Imidazole,1-methyl-, hydrochloride (1:1)
• N-butylimidazolium chloride
• 1H-Imidazolium, 1-(2,4-dinitrophenyl)-3-methyl-, chloride

1-Butyl-3-methylimidazolium chloride Preparation Products

• 1-Butyl-3-methylimidazolium chloride (79917-90-1)

• 1. An amorphous Cu–In–S nanoparticle-based precursor ink with improved atom economy for CuInSe2 solar cells with 10.85% efficiency?
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• 2. Acetyl group orientation modulates the electronic ground-state asymmetry of the special pair in purple bacterial reaction centers
  P. K. Wawrzyniak,M. T. P. Beerepoot,H. J. M. de Groot,F. Buda Phys. Chem. Chem. Phys., 2011,13, 10270-10279
• 3. An artificial CO-releasing metalloprotein built by histidine-selective metallation?
  Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
• 4. An atomistic mechanism for the degradation of perovskite solar cells by trapped charge?
  Eunhak Lim,Jiyoung Heo,Seong Keun Kim Nanoscale, 2019,11, 11369-11378
• 5. An astrophysically-relevant mechanism for amino acid enantiomer enrichment
  Stephen P. Fletcher,Richard B. C. Jagt,Ben L. Feringa Chem. Commun., 2007, 2578-2580

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Azoles Imidazoles Substituted imidazoles
• Solvents and Organic Chemicals Organic Compounds

Professional Introduction to 1-Butyl-3-methylimidazolium chloride (CAS No. 79917-90-1)

1-Butyl-3-methylimidazolium chloride, identified by the chemical compound code CAS No. 79917-90-1, is a quaternary ammonium salt that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural and functional properties. This compound belongs to the class of imidazolium-based ionic liquids, which are known for their low volatility, high thermal stability, and tunable solvation properties. These characteristics make 1-butyl-3-methylimidazolium chloride a versatile solvent and mediator in various biochemical applications, including catalysis, drug delivery systems, and biomolecular interactions.

The molecular structure of 1-butyl-3-methylimidazolium chloride consists of a symmetric imidazolium ring substituted with a butyl group at the 1-position and a methyl group at the 3-position, with a chloride anion counterbalancing the positive charge. This specific arrangement imparts favorable solvency characteristics, enabling the compound to dissolve a wide range of polar and non-polar substances. Such solvency is particularly valuable in pharmaceutical research, where efficient extraction and purification of bioactive molecules are critical.

In recent years, 1-butyl-3-methylimidazolium chloride has been extensively studied for its potential applications in green chemistry and sustainable industrial processes. Ionic liquids like this one are considered environmentally benign alternatives to traditional organic solvents due to their negligible vapor pressure and high recyclability. For instance, researchers have explored the use of 1-butyl-3-methylimidazolium chloride as a reaction medium in enzymatic catalysis, where it enhances the efficiency of biocatalytic reactions by stabilizing enzyme structures and improving substrate accessibility.

Moreover, the compound has shown promise in the development of novel drug delivery systems. Its ability to form stable complexes with hydrophobic drugs has been leveraged to create controlled-release formulations that improve bioavailability and reduce side effects. Preliminary studies indicate that 1-butyl-3-methylimidazolium chloride can facilitate the encapsulation of therapeutic agents into nanoparticles, enhancing their targeted delivery to specific cellular compartments. This capability is particularly relevant in oncology research, where localized drug release can minimize systemic toxicity.

Recent advancements in computational chemistry have further illuminated the potential of 1-butyl-3-methylimidazolium chloride as a modulator of biomolecular interactions. Molecular dynamics simulations have revealed that this ionic liquid can stabilize protein structures by forming specific hydrogen bonding networks with polar residues. This stabilization effect has been exploited in structural biology studies to obtain high-resolution crystallographic data from thermally labile proteins that are difficult to crystallize under conventional conditions.

The pharmaceutical industry has also shown interest in 1-butyl-3-methylimidazolium chloride for its role as an intermediate in synthesizing novel heterocyclic compounds. Its imidazolium core serves as a versatile scaffold for medicinal chemistry innovation, allowing chemists to design derivatives with enhanced pharmacological properties. For example, researchers have synthesized analogs of this compound that exhibit potent antimicrobial activity by modifying the alkyl substituents on the imidazolium ring or introducing additional functional groups.

In conclusion, 1-butyl-3-methylimidazolium chloride (CAS No. 79917-90-1) represents a significant advancement in chemical biology and pharmaceutical research due to its multifaceted applications. Its unique solvency profile, environmental benefits, and potential in drug development make it a valuable asset for scientists working across disciplines. As research continues to uncover new uses for this compound, its importance is expected to grow further, driving innovation in both academic and industrial settings.

• 171058-17-6(1-Hexyl-3-methylimidazolium Chloride Dry)
• 171058-18-7(1-Decyl-3-methylimidazolium chloride)
• 80432-08-2(1H-Imidazolium, 1-butyl-3-methyl-)
• 61546-01-8(1-Hexadecyl-3-methylimidazolium Chloride)
• 114569-84-5(1H-Imidazolium,3-dodecyl-1-methyl-, chloride (1:1))
• 171058-19-8(1-octadecyl-3-methylimidazolium chloride)
• 171058-21-2(1-tetradecyl-3-methylimidazolium chloride)
• 93667-92-6(1H-Imidazole-1-butanamine,hydrochloride (1:2))
• 83608-75-7(1H-Imidazolium, 1,3-dibutyl-, chloride)
• 64697-40-1(1-Methyl-3-octylimidazolium chloride)