83961-56-2

Usage

Uses

Used in Catalyst Preparation for Polyolefin Coatings:
ETHYL 4,4,4-TRIFLUORO-2-(TRIPHENYLPHOSPHORANYLIDENE)ACETOACETATE is used as a catalyst for the preparation of solvent and aqueous-borne polyolefin coatings obtained by catalytic polymerization. Its unique structure allows it to facilitate the polymerization process, resulting in high-quality coatings with desirable properties such as durability, adhesion, and resistance to environmental factors.
Used as Ligand in Nickel Phosphanylenolate Complex-Catalyzed Ethylene Oligomerization and Polymerization Reactions:
In the field of organometallic chemistry, ETHYL 4,4,4-TRIFLUORO-2-(TRIPHENYLPHOSPHORANYLIDENE)ACETOACETATE serves as a ligand in the synthesis of nickel phosphanylenolate complexes. These complexes are highly effective catalysts for the oligomerization and polymerization of ethylene, leading to the production of valuable polymers and oligomers with a range of applications in various industries.
Used in Chemical Synthesis:
Due to its reactivity and unique structure, ETHYL 4,4,4-TRIFLUORO-2-(TRIPHENYLPHOSPHORANYLIDENE)ACETOACETATE can be employed in various chemical synthesis processes. It can act as an intermediate or a building block in the preparation of complex organic molecules, pharmaceuticals, and other specialty chemicals.
Used in Research and Development:
The unique properties and reactivity of ETHYL 4,4,4-TRIFLUORO-2-(TRIPHENYLPHOSPHORANYLIDENE)ACETOACETATE make it an interesting subject for research and development in the field of chemistry. It can be used to explore new reaction pathways, develop novel catalysts, and investigate the fundamental aspects of organophosphorus chemistry.

InChI:InChI=1/C24H20F3O3P/c1-2-30-23(29)21(22(28)24(25,26)27)31(18-12-6-3-7-13-18,19-14-8-4-9-15-19)20-16-10-5-11-17-20/h3-17H,2H2,1H3

Upstream product

• 1530-45-6 (carbethoxymethyl)triphenylphosphonium bromide 
• 407-25-0 trifluoroacetic anhydride 
• 603-35-0 triphenylphosphine 

Downstream Products

• 79424-03-6 ethyl 4,4,4-trifluoro-2-butynate 
• 959800-90-9 3-(2,6-dichloro-phenyl)-5-trifluoromethyl-3H-[1,2,3]triazole-4-carboxylic acid ethyl ester 
• 140843-48-7 (E)-2-Bromo-4,4,4-trifluoro-3-phenyl-but-2-enoic acid ethyl ester 
• 56210-75-4 ethyl (2Z)-3-trifluoromethyl-3-phenylprop-2-enoate 
• 56210-74-3 ethyl (2E)-3-trifluoromethyl-3-phenylprop-2-enoate 

Relevant academic research and scientific papers

Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a MnI(bpy)(CO)3-coordinated azide

The catalyst-free room temperature iClick reaction of an unsymmetrically 2,3-disubstituted oxanorbornadiene (OND) as a "masked" alkyne equivalent with [Mn(N3)(bpy CH3,CH3)(CO)3] leads to isolation of a phenylalanine ester bioconjugate, in which the model amino acid is linked to the metal moiety via a N-2-coordinated triazolate formed in a cycloaddition-retro-Diels-Alder (crDA) reaction sequence, in a novel approach to bioorthogonal coupling reactions based on metal-centered reactivity.

Towards a biocompatible artificial lung: Covalent functionalization of poly(4-methylpent-1-ene) (TPX) with cRGD pentapeptide

Covalent multistep coating of poly(methylpentene), the membrane material in lung ventilators, by using a copper-free "click" approach with a modified cyclic RGD peptide, leads to a highly biocompatible poly(methylpentene) surface. The resulting modified membrane preserves the required excellent gas-flow properties while being densely seeded with lung endothelial cells.

Selective transition state stabilization via hyperconjugative and conjugative assistance: Stereoelectronic concept for copper-free click chemistry

Dissection of stereoelectronic effects in the transition states (TSs) for noncatalyzed azide-alkyne cycloadditions suggests two approaches to selective transition state stabilization in this reaction. First, the formation of both 1,4- and 1,5-isomers is facilitated via hyperconjugative assistance to alkyne bending and C???N bond formation provided by antiperiplanar σ-acceptors at the propargylic carbons. In addition, the 1,5-TS can be stabilized via attractive C-H???F interactions. Although the two effects cannot stabilize the same transition state for the cycloaddition to α,α-difluorocyclooctyne (DIFO), they can act in a complementary, rather than competing, fashion in acyclic alkynes where B3LYP calculations predict up to ～1 million-fold rate increase relative to 2-butyne. This analysis of stereoelectronic effects is complemented by the distortion analysis, which provides another clear evidence of selective TS stabilization. Changes in electrostatic potential along the reaction path revealed that azide polarization may create unfavorable electrostatic interactions (i.e., for the 1,5-regioisomer formation from 1-fluoro-2-butyne and methyl azide). This observation suggests that more reactive azides can be designed via manipulation of charge distribution in the azide moiety. Combination of these effects with the other activation strategies should lead to the rational design of robust acyclic and cyclic alkyne reagents for fast and tunable "click chemistry". Further computational and experimental studies confirmed the generality of the above accelerating effects and compared them with the conjugative TS stabilization by π-acceptors.

COMPOUNDS AND METHODS FOR MODULATING FXR

Compounds of formula (I) wherein variables are as defined herein and their pharmaceutical compositions and methods of use are disclosed as useful for treating dyslipidemia and related diseases.

A short and general approach to the synthesis of styryllactones: (+)-Goniodiol, its acetates and β-trifluoromethyl derivative, (+)-7-epi-Goniodiol and (+)-9-deoxygoniopypyrone

(+)-Goniodiol, its acetates and β-trifluoromethyl derivative, (+)-7-epi-Goniodiol and (+)-9-deoxygoniopypyrone, the representatives of styryllactones have been synthesized in a short and general way. The key steps involve the regioselective asymmetric dihydroxylation and the palladium-catalyzed cross-coupling of cyclic allylic carbonate with vinyltributylstannane.

A high-yield synthesis of 3-carboethoxy-4-trifluoromethylfuran and some Diels-Alder reactions of this furoate with acetylenic dienophiles

The reaction of furan with ethyl 4,4,4-trifluorobut-2-ynoate (1) (1.2:1 molar ratio) in vacuo at 40 deg C gives the 1:1 adduct oxanorbornadiene (3) (70percent) and the 2:1 adduct (5) as the endo, exo (5a) (16percent) and exo, exo (5b) (10percent) isomers;