56893-91-5

Upstream product

• 434-45-7 2,2,2-Trifluoroacetophenone 
• 111-87-5 octanol 
• 98-88-4 benzoyl chloride 
• 340-04-5 1-phenyl-2,2,2-trifluoromethylethanol 
• 84877-46-3 2,2,2-trifluoro-1-phenylethyl trifluoromethanesulfonate 

Downstream Products

• 434-45-7 2,2,2-Trifluoroacetophenone 

Relevant academic research and scientific papers

Reactions of α,α,α-Trifluoroacetophenone with Nucleophiles in 10:1 Water:Acetonitrile Solution

Equilibrium constants for reactions of hydrogen peroxide, hydrogen cyanide, bisulfite ion, n-butylamine, 2-methoxyethylamine, hydroxylamine, and hydrazine with α,α,α-trifluoroacetophenone in 10:1 H2O:CH3CN solution were determined.Kinetics of the reaction

Modulation of the H-Bond Basicity of Functional Groups by α-Fluorine-Containing Functions and its Implications for Lipophilicity and Bioisosterism

Modulation of the H-bond basicity (pKHB) of various functional groups (FGs) by attaching fluorine functions and its impact on lipophilicity and bioisosterism considerations are described. In general, H/F replacement at the α-position to H-bond acceptors l

REACTIVE EXTRACTION OF WATER

Described herein are methods and compounds for extracting water from an aqueous solution. For example, some embodiments include method for extracting water from an aqueous solution, comprising contacting the aqueous solution with a compound comprising one or more carbonyl moieties having an equilibrium constant for a hydration of the carbonyl moiety of at least about 0.5; separating a composition comprising the hydrated compound from the aqueous solution; and reacting the hydrated compound to obtain water.

Highly enantioselective organocatalytic trifluoromethyl carbinol synthesis-a caveat on reaction times and product isolation

Aldol reactions with trifluoroacetophenones as acceptors yield chiral α-aryl, α-trifluoromethyl tertiary alcohols, valuable intermediates in organic synthesis. Of the various organocatalysts examined, Singh's catalyst [(2S)-N-[(1S)-1-hydroxydiphenylmethyl

A new entry for the oxidation of fluoroalkyl-substituted methanol derivatives: Scope and limitation of the organoiodine(V) reagent-catalyzed oxidation

Oxidation of various fluoroalkyl-substituted methanol derivatives under the influence of a catalytic amount of sodium 2-iodobenzenesulfonate and Oxone in CH3CN or CH3NO2 was investigated in detail. The efficiency of the newly developed oxidation was also evaluated by comparison to other oxidations, such as Dess-Martin, PDC, and Swern oxidation.

Efficient synthesis of tetradecafluoro-4-phenylheptan-4-ol by a Cannizzaro-type reaction and application of the alcohol as a bulky Martin ligand variant for a new anti-apicophilic phosphorane

Alcohols 8 bearing two identical perfluoroalkyl groups were prepared by the reaction of the corresponding perfluoroalkyl phenyl ketones 7 with 0.5 equivalents of t-BuOK via Cannizzaro-type disproportionation. Utilizing the new bulky bidentate ligand with two n-C3F7 groups generated from 8c, anti-apicophilic phosphorane 5a and its stable isomer 6a were synthesized. The crystal structures of 5a and 6a were slightly affected by the steric repulsion of heptafluoropropyl groups. Kinetic studies on the isomerization of 5a to 6a showed that the new ligand was effective for decreasing the isomerization rate compared with its C2F5 analog 3a to about half.

Remarkably Facile Solvolyses of Triflates via Carbocationic Processes in Dimethyl Sulfoxide

A number of triflates have been shown to undergo clean pseudo-first-order solvolysis reactions in DMSO-d6 to give products derived from carbocationic intermediates. Thus, t-BuCH(OTf)CO-t-Bu (5) and t-BuCH 2OTf (9) react readily in DMSO-d6 at 25 °C to give a rearranged oxosulfonium salts, and subsequent alkene products where methyl migration to the incipient cationic center occurs. t-BuCH(OTf)CO 2CH3 (14) gives analogous rearranged products, and 1-methylcyclopropyl triflate (21) gives a ring-opened allylic oxosulfonium salt. These triflates react primarily via kΔ pathways. 6-Methylbicyclo[3.1.0]hex-6-yl triflate (23), bicyclo[2.2.1hept-1-yl triflate (24), 1,6-methano[10]-annulen-11-yl triflate (25), (CH3) 2C(OTf)CO2CH3 (26), and (CH3) 2CCN(OTf) (29) all react in DMSO-d6 to give carbocation-derived products. PhCH(OTf)CF3 (33) and substituted analogues also react readily in DMSO-d6, and the Hammett ρ + value is -3.7. This suggests a "borderline" mechanism where the transition state has substantial charge development. The primary feature of these solvolyses is the high reactivity of all of these triflates in DMSO-d6. Thus, these triflates are all more reactive in DMSO-d 6 than in HOAc, and for most, rates are faster than in CF 3CH2OH. Triflates 5, 21, 29, and 33 are 10 8-109 times more reactive in DMSO-d6 than the corresponding mesylates. It is suggested that the decreased need for electrophilic solvation of trifiate anion, and the high cation solvating ability of DMSO, are the reasons for the high triflate reactivity in DMSO-d 6.

Inversion of enantioselectivity during the platinum-catalyzed hydrogenation of an activated ketone

Two competing reaction pathways, which lead to opposite enantiomers (see scheme), occur in the hydrogenation of 1 over chirally modified platinum, as revealed by catalytic and NMR spectroscopic experiments: the fast reduction of the ketoform 1a (minor species) and the slow hydrogenolysis of the hydrate 3 (major species).

Die Reacktionen von Bis(perfluoralkyl)cadmium-Komplexen mit Arylcarbonsaeurechloriden: Synthese von Aryl(perfluoralkyl)ketonen, (Perfluoralkyl-dihydropyridin)arylcarbonsaeureamiden, α,α-Bis(trifluormethyl)benzylalkoholen und Benzoesaeure-α,α-bis(trifluormethyl)benzylestern

Perfluoroalkylcadmium complexes react with aroyl halides in the presence of strong bases such as pyridine to give the corresponding ketones ArCORf (which can be isolated in 5-51percent yield) and (perfluoroalkyldihydropyridine)aroylamides.The pure substances are obtained by chromatography.Aroyl fluorides and α,α-bis(trifluoromethyl)benzyl alcohols and benzoic acid-α,α-bis(trifluoromethyl)benzyl esters can be isolated as by-products.The dependency of the products formed on the kind of bases used as well as the reaction mechanisms are described.All products were identified by their 19F, 1H, 13C NMR, mass and IR spectra, and by elemental analysis.