21045-62-5

Usage

Uses

Used in Pharmaceutical Research:
4-DIETHYLAMINO-1,1,1-TRIFLUOROBUT-3-EN-2-ONE is used as a reactant in pharmaceutical research for its ability to participate in nucleophilic addition reactions, which is crucial for the synthesis of various pharmaceutical compounds.
Used in Organic Synthesis:
In the field of organic synthesis, 4-DIETHYLAMINO-1,1,1-TRIFLUOROBUT-3-EN-2-ONE is utilized as a building block for the production of a range of organic compounds, leveraging its reactivity to form new chemical entities.
Used in Agrochemical Development:
4-DIETHYLAMINO-1,1,1-TRIFLUOROBUT-3-EN-2-ONE is employed as a key intermediate in the development of agrochemicals, contributing to the creation of effective products for agricultural applications.
Used in Methodology Development in Organic Chemistry:
4-DIETHYLAMINO-1,1,1-TRIFLUOROBUT-3-EN-2-ONE is used as a tool for the development of new chemical reactions and methodologies in organic chemistry, owing to its unique structure and reactivity, which can inspire innovative synthetic pathways and techniques.
Used in Chemical Education and Research:
4-DIETHYLAMINO-1,1,1-TRIFLUOROBUT-3-EN-2-ONE can be utilized in educational and research settings to demonstrate the principles of nucleophilic addition and other organic reactions, providing a practical example of a highly reactive compound in action.

InChI:InChI=1/C8H12F3NO/c1-3-12(4-2)6-5-7(13)8(9,10)11/h5-6H,3-4H2,1-2H3/b6-5+

Upstream product

• 120407-73-0 4-butoxy-1,1,1-trifluoro-but-3-en-2-one 
• 109-89-7 diethylamine 
• 59938-06-6 4-ethoxy-1,1,1-trifluoro-3-butene-2-one 
• 27607-33-6 (1R,2S)-Cyclooctane-1,2-diol 
• 121-44-8 triethylamine 
• 407-25-0 trifluoroacetic anhydride 

Downstream Products

• 134219-71-9 1-trifluoromethyl-3-(phenylamino)prop-2-en-1-one 

Relevant academic research and scientific papers

Steric effects on the mechanism of reaction of nucleophilic substitution of β-substituted alkoxyvinyl trifluoromethyl ketones with four secondary amines

The kinetics of the reaction of β-substituted β-alkoxyvinyl trifluoromethyl ketones R1-CR2= CH-COCF3 (la-e) [(la), R1=C2H5, R2=H; (1b), R 1=R2=CH3; (1c), R1=C 2H5, R2=C6H5; (1d), R1 = C2H5, R2=V-pNO 2C6H4; (1e), R1=C2H 5, R2=C(CH3)3] with four aliphatic amines (2a-d) [(2a), (C2H5)2NH; (2b), (i-C 3H7)2NH; (2c), (CH2)5NH; (2d), O(CH2CH2)2NH] was studied in two aprotic solvents, hexane and acetonitrile. The least reactive stereoisomeric form of (la-d) was the most populated (E-s-Z-o-Z) form, whereas in (1e), the more reactive form (Z-s-Z-o-Z) dominated. The reactions studied proceeded via common transition state formation whose decomposition occurred by 'uncatalyzed' and/or 'catalyzed' route. Shielding of the reaction centre by bulky β-substituents lowered abruptly both k′ ('uncatalyzed' rate constant) and k″ ('catalyzed' rate constant) of this reaction. Bulky amines reduced k″ to a greater extent than k′ as a result of an additional steric retardation to the approach of the bulky amine to its ammonium ion in the transition state. An increase in the electron-withdrawing ability of the β-substituent increased 'uncatalyzed' k′ due to the acceleration of the initial nucleophile attack (k1) and 'uncatalyzed' decomposition of transition state (k2) via promoting electrophilic assistance (through transition state 8). The amine basicity determined the route of the reaction: the higher amine basicity, the higher k3/k2 ratio (a measure of the 'catalyzed' route contribution as compared to the 'uncatalyzed' process) was. 'Uncatalyzed' route predominated for all reactions; however in polar acetonitrile the contribution of the 'catalyzed' route was significant for amines with high pKa and small bulk. Copyright

Increasing the N-H acidity: Introduction of highly electronegative groups into the hydrazine molecule

Various hydrazine derivatives containing combinations of trifluoroacetyl, trifluoromethanesulfonyl, and 2,4-dinitrophenyl groups were prepared. Synthetic strategy is studied in terms of using protecting groups and direct acylation. Georg Thieme Verlag Stuttgart.

REACTION OF β-ALKOXYVINYL TRIFLUOROMETHYL KETONES WITH AMINO COMPOUNDS

The reaction of β-alkoxyvinyl trifluoromethyl ketones with ammonia and primary amines leads to the formation of β-aminovinyl trifluoromethyl ketones RNHCH=CHCOCF3.The data from the IR and NMR spectra of these compounds indicate the presence of a strong in

β-TRIFLUOROMETHYLDICARBOCYANINES AND δ-TRIFLUOROMETHYLMEROCYANINES

A convenient method was developed for the synthesis of β-trifluoromethylhemicyanines, β-trifluoromethyldicarbocyanines, and δ-trifluoromethylmerocyanines, involving the use of β-alkoxyvinyl trifluoromethyl ketones as the starting compounds.The trifluorome

Oxidation of Vicinal Diols to α-Dicarbonyl Compounds by Trifluoroacetic Anhydride "Activated" Dimethyl Sulfoxide

Trifluoroacetic anhydride "activated" dimethyl sulfoxide is an effective oxidant for the conversion of vicinal diols into the corresponding α-dicarbonyl compounds or products derived therefrom.Unlike the Swern oxidant, the title reagent system gives good yields of products derived from halogenated substrates.The method has permitted syntheses of previously inaccessible compounds including tropolones, a ?-homo-o-benzoquinone, and a "hyperreactive" α-keto aldehyde.