168130-83-4

Upstream product

• 90-05-1 2-methoxy-phenol 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 121-33-5 vanillin 

Downstream Products

• 440659-07-4 4-(1-chloro-2,2,2-trifluoroethyl)-2-methoxy-phenol 
• 635752-89-5 4,4,4-trifluoro-3-(4-hydroxy-3-methoxy-phenyl)-2-nitro-butyric acid ethyl ester 
• 635753-08-1 2-methoxy-4-(2,2,2-trifluoro-1-nitromethyl-ethyl)phenol 

Relevant academic research and scientific papers

Facile substitution of N,N-dimethylanilines and phenols with trifluoroacetaldehyde ethyl hemiacetal

2,2,2-Trifluoro-1-(N,N-dimethylaminophenyl)ethanols were easily formed in excellent yields by electrophilic substitution between N,N- dimethylanilines 1a, b and trifluoroacetaldehyde ethyl hemiacetal (TFAE). The corresponding substitution of phenols 2a-e

Regioselective substitution of phenols with trifluoroacetaldehyde ethyl hemiacetal

2,2,2-Trifluoroethanols are of great interest because of their unique physical, chemical, and biological properties. Trifluoroacetaldehyde is a very efficient reagent for obtaining 2,2,2-trifluoroethanols. Because it is unavailable commercially, its hemia

19F nuclear magnetic resonance spectroscopy for the quantitative detection and classification of carbonyl groups in lignins

A novel method that permits the quantitative detection and classification of various carbonyl groups in lignins has been developed. The proposed method was optimized with the quantitative trifluoromethylation of a series of carbonyl-containing lignin-like model compounds. This effort was followed by 19F NMR spectral analyses of the resulting fluorine derivatives allowing for a thorough understanding of their structure/19F chemical shift relationships. The various carbonyl groups present in lignins were also investigated by trifluoromethylating them in the presence of catalytic amounts of tetramethylammonium fluoride (TMAF), followed by hydrolysis with TMAF in tetrahydrofuran. By using a variety of selective reactions, it became possible to assign a number of prominent 19F NMR signals to a variety of carbonyl groups present in lignins. These studies demonstrated that the proposed method can be applied to the quantitative determination of carbonyl groups that are present in soluble native and technical lignins.

Quantitative trifluoromethylation of carbonyl-containing lignin model compounds

The efficient trifluoromethylation of a series of carbonyl-containing lignin model compounds was made possible by using Ruppert's reagent in the presence of tetramethylammonium fluoride (TMAF), followed by hydrolysis with aqueous HF. These studies demonstrate that such a method can quantitatively convert carbonyl groups to the CF3-containing compounds, thus qualifying the procedure as a potential analytical tool for the determination of carbonyl groups in lignins.

19F Nuclear Magnetic Resonance Spectroscopy for the Elucidation of Carbonyl Groups in Lignins. 1. Model Compounds

A new method for the detection of different classes of carbonyl groups in a series of carbonyl-containing lignin-like model compounds has been developed. The method is based on the selective fluoride-induced trifluoromethylation of carbonyl groups with (trifluoromethyl)trimethylsilane (TMS-CF3) in the presence of tetramethylammonium fluoride (TMAF), followed by hydrolysis with aqueous HF or TMAF in the case of quinones. In this study a series of ketones, aldehydes, quinones, and dimeric-lignin model compounds were quantitatively trifluoromethylated followed by 19F NMR spectral analyses of the resulting fluorine-containing derivatives, allowing for a thorough understanding of their structure/19F chemical shift relationships. These studies have shown that the 19F-NMR chemical shifts of the trifluoromethyl groups vary significantly and consistently for various classes of carbonyl groups which may be present in complex lignocellulosic materials. These studies are to form the basis for the development of a novel and sensitive method that can be used to obtain quantitative information on the various carbonyl groups present in such materials.

Trifluoromethylation and pentafluoroethylation of terpenoid carbonyl compounds used in perfumery

The reaction of trifluoromethylsilane with a variety of terpenoid carbonyl compounds and other carbonyl compounds used in perfumery gave the corresponding trifluoromethylated derivatives.Pentafluoroethylated compounds were similarly obtained from the reac