• 1. Polar cycloaddition of 1-benzothiopyrylium salts with conjugated dienes and some transformations of the cycloadducts
  Hiroshi Shimizu,Shojiro Miyazaki,Tadashi Kataoka J. Chem. Soc. Perkin Trans. 1 1996 2227
• 2. Polar cycloaddition of 2-benzothiopyrylium salts with conjugated dienes
  Hiroshi Shimizu,Shojiro Miyazaki,Tadashi Kataoka,Mikio Hori,Osamu Muraoka J. Chem. Soc. Perkin Trans. 1 1994 3129
• 3. Synthesis of α-C-glycopyranosides of D-galactosamine and D-glucosamine via iodocyclization of corresponding glycals and silver tetrafluoroboranuidepromoted alkynylation at the anomeric centre
  Christine Leteux,Alain Veyrières J. Chem. Soc. Perkin Trans. 1 1994 2647
• 4. Surface crystallization of ionic liquid crystals
  Mónia A. R. Martins,Pedro J. Carvalho,Douglas Alves,Claudio Dariva,Mariana C. Costa,Rute A. S. Ferreira,Paulo S. André,Pedro Morgado,Sim?o P. Pinho,Eduardo J. M. Filipe,Jo?o A. P. Coutinho Phys. Chem. Chem. Phys. 2019 21 17792
• 5. Preparation of optically active azophenolic crown ethers containing 1-phenylethane-1,2-diol and 2,4-dimethyl-3-oxapentane-1,5-diol as a chiral subunit: temperature-dependent enantiomer selectivity in the complexation with chiral amines?1
  Kazuko Ogasahara,Keiji Hirose,Yoshito Tobe,Koichiro Naemura J. Chem. Soc. Perkin Trans. 1 1997 3227

3-METHYL-1-TETRADECYLIMIDAZOLIUM TETRAFLUOROBORATE: A Comprehensive Overview

The compound with CAS No. 244193-61-1, known as 3-METHYL-1-TETRADECYLIMIDAZOLIUM TETRAFLUOROBORATE, is a fascinating ion pair that has garnered significant attention in various scientific and industrial applications. This compound consists of a 3-methyl-1-tetradecylimidazolium cation and a tetrafluoroborate anion. The structure of this compound is characterized by the presence of a tetradecyl chain attached to the imidazolium ring, which imparts unique properties to the molecule.

Recent studies have highlighted the potential of 3-methyl-1-tetradecylimidazolium tetrafluoroborate in the field of electrochemistry, particularly in the development of advanced electrolytes for lithium-ion batteries. The tetrafluoroborate anion is known for its high thermal stability and excellent ionic conductivity, making it an ideal candidate for high-performance battery applications. Moreover, the tetradecyl chain in the cation contributes to the compound's ability to form stable ion pairs, which is crucial for maintaining the integrity of the electrolyte under harsh operating conditions.

In addition to its role in electrochemistry, 3-methyl-1-tetradecylimidazolium tetrafluoroborate has also been explored for its potential in organic synthesis. The imidazolium ring serves as a versatile platform for various catalytic reactions, including alkylation, acylation, and cycloaddition processes. Researchers have demonstrated that this compound can act as an efficient catalyst in these reactions, often outperforming traditional catalysts in terms of selectivity and reaction efficiency.

The synthesis of 3-methyl-1-tetradecylimidazolium tetrafluoroborate typically involves a two-step process: first, the preparation of the imidazolium salt through a nucleophilic substitution reaction, followed by anion exchange with tetrafluoroboric acid. This method ensures high purity and structural integrity of the final product. Recent advancements in synthetic methodologies have further optimized this process, reducing production costs and improving scalability.

From an environmental perspective, 3-methyl-1-tetradecylimidazolium tetrafluoroborate exhibits low toxicity and biodegradability, making it a sustainable choice for industrial applications. Its compatibility with various solvents and its ability to function under a wide range of temperature conditions further enhance its versatility.

In conclusion, 3-methyl-1-tetradecylimidazolium tetrafluoroborate (CAS No. 244193-61-1) is a multifaceted compound with promising applications in electrochemistry, catalysis, and organic synthesis. Its unique structural features and favorable physicochemical properties make it a valuable addition to modern chemical research and industry.

• 244193-64-4(1H-Imidazolium, 1-hexadecyl-3-methyl-, tetrafluoroborate(1-))
• 244193-50-8(1-Hexyl-3-methylimidazolium tetrafluoroborate)
• 244193-52-0(1-Methyl-3-octylimidazolium tetrafluoroborate)
• 244193-56-4(1-Decyl-3-methylimidazolium tetrafluoroborate)
• 244193-59-7(1-Dodecyl-3-methyl-3-imidazolium Tetrafluoroborate)
• 81994-88-9(1H-Imidazolium, 1-decyl-3-methyl-)
• 163490-15-1(1H-Imidazolium, 1-butyl-3-methyl-, fluoride)
• 174501-65-6(1-butyl-3-methyl-imidazol-3-ium;tetrafluoroborate)
• 286014-38-8(1,3-dicyclohexylimidazol-1-ium;tetrafluoroborate)
• 581101-91-9(1‐BUTYL‐3‐ETHYLIMIDAZOLIUM TETRAFLUOROBORATE)