2445-85-4

Basic information

• Product Name: ethyl N-[4-(trifluoromethyl)phenyl]glycinate
• Synonyms: ethyl 2-[4-(trifluoromethyl)anilino]acetate; Ethyl N-[4-(trifluoromethyl)phenyl]glycinate; glycine, N-[4-(trifluoromethyl)phenyl]-, ethyl ester
• CAS NO: 2445-85-4
• Molecular Formula: C₁₁H₁₂F₃NO₂
• Molecular Weight: 247.2137
• Mol File: 2445-85-4.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 283.4°C at 760 mmHg
• Flash Point: 125.2°C
• Density: 1.265g/cm³
• Vapor Pressure: 0.00317mmHg at 25°C
• Refractive Index: 1.49
• CAS DataBase Reference: ethyl N-[4-(trifluoromethyl)phenyl]glycinate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl N-[4-(trifluoromethyl)phenyl]glycinate(2445-85-4)
• EPA Substance Registry System: ethyl N-[4-(trifluoromethyl)phenyl]glycinate(2445-85-4)

Safety Data

• Hazardous Substances Data: 2445-85-4(Hazardous Substances Data)

Usage

General Description

Ethyl N-[4-(trifluoromethyl)phenyl]glycinate is a chemical compound consisting of an ethyl group, a glycine derivative, and a phenyl ring substituted with a trifluoromethyl group. It is commonly used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. ethyl N-[4-(trifluoromethyl)phenyl]glycinate has the potential to act as a central nervous system stimulant and has shown promising results in research related to cognitive enhancement. Ethyl N-[4-(trifluoromethyl)phenyl]glycinate is also used in the development of insecticides and herbicides due to its potential as a pesticide synergist. Its unique structure and properties make it a valuable compound in various applications within the chemical industry.

Upstream product

• 623-73-4 diazoacetic acid ethyl ester 
• 455-14-1 4-trifluoromethylphenylamine 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 1441049-06-4 diethyl 6-(trifluoromethyl)-3-(4-(trifluoromethyl)phenyl)-3,4-dihydroquinazoline-2,4-dicarboxylate 
• 1097223-20-5 C₁₁H₁₀F₃NO₂ 

Relevant articles and documents

Direct, Site-Selective and Redox-Neutral α-C?H Bond Functionalization of Tetrahydrofurans via Quantum Dots Photocatalysis

As one of the most ubiquitous bulk reagents available, the intrinsic chemical inertness of tetrahydrofuran (THF) makes direct and site-selective C(sp3)?H bond activation difficult, especially under redox neutral condition. Here, we demonstrate that semiconductor quantum dots (QDs) can activate α-C?H bond of THF via forming QDs/THF conjugates. Under visible light irradiation, the resultant alkoxyalkyl radical directly engages in radical cross-coupling with α-amino radical from amino C?H bonds or radical addition with alkene or phenylacetylene, respectively. In contrast to stoichiometric oxidant or hydrogen atom transfer reagents required in previous studies, the scalable benchtop approach can execute α-C?H bond activation of THF only by a QD photocatalyst under redox-neutral condition, thus providing a broad of value added chemicals starting from bulk THFs reagent.

Photoinduced iodine-mediated tandem dehydrogenative Povarov cyclisation/C-H oxygenation reactions

We report metal-free, photoinduced aerobic tandem dehydrogenative Povarov cyclisation/Csp3-H oxygenation reactions between N-aryl glycine esters and α-substituted styrenes, which efficiently lead to 4,4-disubstituted dihydroquinoline-3-ones under mild conditions. The reactions are mediated by iodine along with visible light irradiation, which allows for the in situ generation of the essential Br?nsted acid HI, to catalyse the key imine [4+2]-cycloaddition.

Engineering of RuMb: Toward a Green Catalyst for Carbene Insertion Reactions

The small, stable heme protein myoglobin (Mb) was modified through cofactor substitution and mutagenesis to develop a new catalyst for carbene transfer reactions. The native heme was removed from wild-type Mb and several Mb His64 mutants (H64D, H64A, H64V), and the resulting apoproteins were reconstituted with ruthenium mesoporphyrin IX (RuMpIX). The reconstituted proteins (RuMb) were characterized by UV-vis and circular dichroism spectroscopy and were used as catalysts for the N-H insertion of aniline derivatives and the cyclopropanation of styrene derivatives. The best catalysts for each reaction were able to achieve turnover numbers (TON) up to 520 for the N-H insertion of aniline, and 350 TON for the cyclopropanation of vinyl anisole. Our results show that RuMb is an effective catalyst for N-H insertion, with the potential to further increase the activity and stereoselectivity of the catalyst in future studies. Compared to native Mb ("FeMb"), RuMb is a more active catalyst for carbene transfer reactions, which leads to both heme and protein modification and degradation and, hence, to an overall much-reduced lifetime of the catalyst. This leads to lower TONs for RuMb compared to the iron-containing analogues. Strategies to overcome this limitation are discussed. Finally, comparison is also made to FeH64DMb and FeH64AMb, which have not been previously investigated for carbene transfer reactions.