1960-27-6

Upstream product

• 434-45-7 2,2,2-Trifluoroacetophenone 
• 14193-18-1 3,5-dinitrobenzaldehyde 
• 2192-30-5 1-(3,5-dinitrophenyl)-2,2,2-trifluoroethan-1-ol 
• 453-77-0 1-(m-nitrophenyl)-2,2,2-trifluoroethyl alcohol 

Downstream Products

• 2192-30-5 1-(3,5-dinitrophenyl)-2,2,2-trifluoroethan-1-ol 
• 1737-39-9 <3,5-Dinitro-phenyl>-trifluormethyl-α-deuterio-carbinol 

Relevant academic research and scientific papers

Organocatalytic Aerobic Oxidation of α-Fluoroalkyl Alcohols to Fluoroalkyl Ketones at Room Temperature

The organocatalytic aerobic oxidation of electron-deficient α-fluoroalkyl alcohols at room temperature is described. The resulting fluoroalkyl ketones are versatile synthetic intermediates for a variety of fluorine-containing molecules. This otherwise difficult transformation has now been accomplished by the reaction of α-fluoroalkyl alcohols with N-oxyl radicals, catalytically generated from 9-azabicyclo[3.3.1]nonan-3-one N-oxyl/nitrogen oxide (keto-ABNO/NOx) and oxygen in acetic acid (AcOH), affording the corresponding fluoroalkyl ketones in high yield. This operationally simple reaction can be performed under mild conditions, and was applied to a wide range of alcohols (20 examples), thus demonstrating a high functional group tolerance. Moreover, a modified one-pot protocol based on this method was able to convert an aldehyde to a trifluoromethyl ketone on a gram scale.

Reduction by a Model of NAD(P)H. 29. Kinetics and Isotope Effects for the Reduction of Substituted Trifluoroacetophenone

Kinetics for the reduction of substituted and unsubstituted α,α,α-trifluoroacetophenone by a model of NAD(P)H in acetonitrile in the presence and absence of a magenesium ion, a catalyst, has been studied.The catalyzed and uncatalyzed reactions show linear free-energy relationships.It is found that the magnesium ion retards the reaction of ceratain substituted trifluoroacetophenones.The kinetic isotope effect and the isotopic ratio in the product are also studied.These values vary depending on the substituent and on the presence or absence of the magnesium ion.The result indicates that there is at least one intermediate in the reaction and is discussed in relation to the stability of the intermediate as well as that of the transition states.