920-66-1 | 1,1,1,3,3,3-Hexafluoro-2-propanol

CAS:920-66-1 | 1,1,1,3,3,3-Hexafluoro-2-propanol ,Description

1,1,1,3,3,3-Hexafluoro-2-propanol (HFP) is a colorless, volatile, and flammable liquid that is soluble in both water and organic solvents. It is an important fluorinated solvent with a wide range of applications in both scientific research and industrial processes. HFP is used as a solvent in a variety of reaction processes, such as the synthesis of polymers, drugs, and other compounds, as well as in the production of coatings and lubricants. HFP has also been used in the development of novel catalysts and as a reagent in organic synthesis. In addition, HFP has been used in the synthesis of fluorinated polymers, and in the production of high-performance materials.
 

Scientific Research Applications

Catalysis and Solvent Use

1,1,1,3,3,3-Hexafluoro-2-propanol (HFIP) has been utilized as both a solvent and a catalyst in various chemical reactions. For instance, it promotes the Pictet–Spengler reactions between tryptamine derivatives and aldehydes or activated ketones, leading to high yields of tetrahydro-β-carbolines (Wang, Shen, & Qu, 2014) . Additionally, HFIP acts as an excellent solvent in Diels–Alder reactions involving Lewis-acid-sensitive reagents, offering high yields with good regio- and endo/exo selectivities (Cativiela, García, Mayoral, & Salvatella, 1994).

Chemistry of Nucleosides and Nucleotides

In the field of nucleoside and nucleotide chemistry, HFIP serves as a reagent and solvent for the detritylation of acid-sensitive nucleosides and nucleotides, particularly those prone to N-glycosyl cleavage under more acidic conditions (Leonard & Neelima, 1995) .

Peptide Synthesis

HFIP is noted for its efficacy in dissolving protected oligopeptides and facilitating peptide condensation reactions when mixed with a proton-accepting solvent like N,N-dimethylformamide (Nishino, Mihara, Makinose, & Fujimoto, 1992).

Material Science and Polymers

In material science, HFIP has been used as a processing solvent for the orthogonal alignment of DNA–surfactant complexes, influencing the dielectric properties of the resultant films (Mamangun, Santana, Ouchen, Grote, & Sotzing, 2014). Additionally, HFIP aids in the preparation of cyclodextrin-assembled materials and microfibers (Kida, Sato, Yoshida, Teragaki, & Akashi, 2014).

Biological Studies

In biological studies, HFIP has been used to induce helical conformations in peptides and proteins. For example, it influenced the conformation of melittin in a specific solvent mixture (Gerig, 2004).

Analytical Chemistry

HFIP's unique properties are also valuable in analytical chemistry. For instance, it is used in the study of hydrogen bonding in alcohols and its fluorinated derivatives, providing insights into molecular interactions and dynamics (Schaal, Häber, & Suhm, 2000).

More Information