483184-44-7

Basic information

• Product Name: 1-Butyl-2,3-dimethylimidazolium hydroxide
• Synonyms: 1-Butyl-2,3-dimethylimidazolium hydroxide;[C4M2Im]OH
• CAS NO: 483184-44-7
• Molecular Formula: C9H18N2O
• Molecular Weight: 170.25202
• Mol File: 483184-44-7.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Butyl-2,3-dimethylimidazolium hydroxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butyl-2,3-dimethylimidazolium hydroxide(483184-44-7)
• EPA Substance Registry System: 1-Butyl-2,3-dimethylimidazolium hydroxide(483184-44-7)

Safety Data

• Hazardous Substances Data: 483184-44-7(Hazardous Substances Data)

Usage

General Description

1-Butyl-2,3-dimethylimidazolium hydroxide is a chemical compound classified as an ionic liquid. It is a type of organic salt with a molecular formula of C10H20N2O, and its structure consists of a hydroxide ion combined with a 1-butyl-2,3-dimethylimidazolium cation. 1-Butyl-2,3-dimethylimidazolium hydroxide is commonly used as a solvent and catalyst in various chemical reactions, particularly in the field of organic synthesis and catalysis. It is also known for its unique properties, such as high thermal stability, low vapor pressure, and non-flammability, making it suitable for a wide range of applications in industries such as pharmaceuticals, biochemistry, and material science. Furthermore, it is considered to be an environmentally friendly alternative to traditional solvents due to its low toxicity and ability to be recycled.

Upstream product

• 98892-75-2 3-butyl-1,2-dimethylimidazolium chloride 
• 1739-84-0 1,2-dimethyl-1H-imidazole 
• 625-22-9 sulfuric acid dibutyl ester 

Relevant articles and documents

Preparation method of halogen-free imidazolium hydroxide

The invention discloses a preparation method of halogen-free imidazolium hydroxide. The preparation method comprises the following steps: firstly, preparing a crude product imidazolium alkyl sulfate from 1-methylimidazole or 1, 2-dimethylimidazole and excessive sulfuric acid diester compounds; adding a barium hydroxide solution with the mass concentration of 10% into the crude product imidazolium alkyl sulfate under the condition of continuous stirring; fully stirring, centrifugally filtering to remove white barium sulfate precipitate, and washing with n-pentane to obtain a clear imidazolium hydroxide solution. The preparation process is easy to operate, green and environment-friendly, high in yield and high in product purity, and can meet the raw material requirements of industries such as energy, materials, biological medicines and daily chemicals on preparation of the high-purity ionic liquid.

Binary mixtures of ionic liquids-DMSO as solvents for the dissolution and derivatization of cellulose: Effects of alkyl and alkoxy side chains

The efficiency of mixtures of ionic liquids (ILs) and molecular solvents in cellulose dissolution and derivatization depends on the structures of both components. We investigated the ILs 1-(1-butyl)-3-methylimidazolium acetate (C4MeImAc) and 1-(2-methoxyethyl)-3-methylimidazolium acetate (C3OMeImAc) and their solutions in dimethyl sulfoxide, DMSO, to assess the effect of presence of an ether linkage in the IL side-chain. Surprisingly, C4MeImAc-DMSO was more efficient than C3OMeImAc-DMSO for the dissolution and acylation of cellulose. We investigated both solvents using rheology, NMR spectroscopy, and solvatochromism. Mixtures of C3OMeImAc-DMSO are more viscous, less basic, and form weaker hydrogen bonds with cellobiose than C4MeImAc-DMSO. We attribute the lower efficiency of C3OMeImAc to “deactivation” of the ether oxygen and C2–H of the imidazolium ring due to intramolecular hydrogen bonding. Using the corresponding ILs with C2–CH3 instead of C2–H, namely, 1-butyl-2,3-dimethylimidazolium acetate (C4Me2ImAc) and 1-(2-methoxyethyl)-2,3-dimethylimidazolium acetate (C3OMe2ImAc) increased the concentration of dissolved cellulose; without noticeable effect on biopolymer reactivity.

Confined water in imidazolium based ionic liquids: A supramolecular guest@host complex case

It is well known that the macroscopic physico-chemical properties of ionic liquids (ILs) are influenced by the presence of water that strongly interferes with the supramolecular organization of these fluids. However, little is known about the function of water traces within this confined space and restricted ionic environments, i.e. between cations and anions. Using specially designed ILs namely 1,2,3-trimethyl-1H-imidazol-3-ium imidazol-1-ide (MMMI·Im) and 3-n-butyl-1,2-dimethyl-1H-imidazol-3-ium imidazol-1-ide (BMMI·Im), the structure and function of water have been determined in condensed, solution and gas phases by X-ray diffraction studies, NMR, molecular dynamics simulations (MDS) and DFT calculations. In the solid state the water molecule is trapped inside the ionic network (constituted of contact ion pairs formed by π+-π- interaction) through strong H-bonds involving the water hydrogens and the nitrogens of two imidazolate anions forming a guest@host supramolecular structure. A similar structural arrangement was corroborated by DFT calculations and MDS. The presence of a guest@host species (H2O@ILpair) is maintained to a great extent even in solution as detected by 1H-1H NOESY-experiments of the ILs dissolved in solvents with low and high dielectric constants. This confined water catalyses the H/D exchange with other substrates containing acidic-H such as chloroform.