1895296-01-1 | 3,3,3-Trifluoro-2,2-dimethylpropan-1-ol

CAS:1895296-01-1 | 3,3,3-Trifluoro-2,2-dimethylpropan-1-ol ,Description

3,3,3-Trifluoro-2,2-dimethylpropan-1-ol, also known as TFDM, is a fluorinated organic compound that is commonly used in a variety of scientific research applications. TFDM is a colorless liquid with a boiling point of 126°C and a melting point of -90°C. It is soluble in water and has a low vapor pressure. TFDM is an important reagent in organic synthesis, particularly in the synthesis of fluorinated compounds. TFDM has also been used in the synthesis of other organic compounds, such as amines, alcohols, and esters.
 

Scientific Research Applications

Applications in Chemical Synthesis

• Decarboxylation in Heteroarene Synthesis

  • 3,3,3-Trifluoro-2,2-dimethylpropan-1-ol is used in the decarboxylation of 3,3,3-trifluoro-2,2-dimethylpropanoic acid for synthesizing heteroarenes. This process, not requiring a transition-metal catalyst, is significant in drug discovery (Liu, Huang, Qing, & Xu, 2018).

• Tandem Cyclization in Heteroarene Synthesis

  • It is also used in tandem 1,1-dimethyltrifluoroethylation and cyclization of isonitriles, leading to the efficient synthesis of CMe2CF3-containing heteroarenes, crucial in drug discovery (Shi, Liu, Wang, Huang, Qing, & Xu, 2018).

• Synthesis of Chroman-4-ones

  • (NH4)2S2O8-mediated decarboxylative trifluoroalkylation of alkenes with 3,3,3-trifluoro-2,2-dimethylpropanoic acid under metal-free conditions is employed for synthesizing CMe2CF3-containing chroman-4-ones, useful in synthesizing TRPV1 precursors (Liu, Liu, Wu, Zhou, Ding, & Peng, 2020).

• Hydroarylation of (Trifluoromethyl)acetylenes

  • This compound is part of the product mixture in the hydroarylation of aryl(trifluoromethyl)-substituted alkynes and arenes in superacids, yielding 1,1-diaryl-2-trifluoromethylethenes (Alkhafaji, Ryabukhin, Muzalevskiy, Vasilyev, Fukin, Shastin, & Nenajdenko, 2013).

Applications in Organic Chemistry

• Synthesis of Epoxypropane and Derivatives

  • The compound is involved in the lipase-mediated kinetic resolution of esters, leading to the synthesis of 1,1,1-trifluoro-2,3-epoxypropane and derivatives (Shimizu, Sugiyama, & Fujisawa, 1996).

• Synthesis of Fluoroprop-1-en-2-yl Furans

  • It is used in the stereoselective processing and palladium-catalyzed cycloisomerization for synthesizing 3,3,3-trifluoroprop-1-en-2-yl-substituted furans (Zhang, Zhao, & Lu, 2007).

• Ring Opening of Epoxypropane

  • Microwave-assisted ring opening of 1,1,1-trifluoro-2,3-epoxypropane has been improved for synthesizing 3-alkoxy-1,1,1-trifluoropropan-2-ols (Rayo, Muñoz, Rosell, Bosch, & Guerrero, 2010).

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