1997-28-0

Basic information

• Product Name: DIETHYL 3-TRIFLUOROMETHYLPHENYL MALONATE
• Synonyms: 2-(3-Trifluoromethylphenyl)-malonic acid diethylester;Diethyl [3-(trifluoromethyl)phenyl]propane-1,3-dioate, 3-(1,3-Diethoxy-1,3-dioxoprop-2-yl)benzotrifluoride;Diethyl 2-(3-trifluoromethylphenyl)malonate
• CAS NO: 1997-28-0
• Molecular Formula: C₁₄H₁₅F₃O₄
• Molecular Weight: 304.2617096
• Mol File: 1997-28-0.mol

Chemical Properties

• Boiling Point: 302.2°Cat760mmHg
• Flash Point: 132.2°C
• Appearance: /
• Density: 1.236g/cm³
• Vapor Pressure: 0.00101mmHg at 25°C
• Refractive Index: 1.46
• PKA: 11.02±0.59(Predicted)
• CAS DataBase Reference: DIETHYL 3-TRIFLUOROMETHYLPHENYL MALONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL 3-TRIFLUOROMETHYLPHENYL MALONATE(1997-28-0)
• EPA Substance Registry System: DIETHYL 3-TRIFLUOROMETHYLPHENYL MALONATE(1997-28-0)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 1997-28-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
DIETHYL 3-TRIFLUOROMETHYLPHENYL MALONATE is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique trifluoromethyl group and ability to undergo reactions such as ester hydrolysis, decarboxylation, and nucleophilic substitution make it a valuable building block for the development of new drugs.
Used in Agricultural Chemical Industry:
In the agricultural chemical industry, DIETHYL 3-TRIFLUOROMETHYLPHENYL MALONATE serves as a crucial component in the production of various agrochemicals. Its versatility in organic synthesis allows for the creation of effective and targeted pesticides and other agricultural products.
Used in Organic Synthesis:
DIETHYL 3-TRIFLUOROMETHYLPHENYL MALONATE is utilized as a versatile reagent in organic synthesis due to its ability to participate in a wide range of chemical reactions. This makes it an essential tool for chemists in the development of new compounds and materials with specific properties and applications.

InChI:InChI=1/C14H15F3O4/c1-3-20-12(18)11(13(19)21-4-2)9-6-5-7-10(8-9)14(15,16)17/h5-8,11H,3-4H2,1-2H3

Upstream product

• 331-33-9 ethyl 3-trifluoromethylphenylacetate 
• 105-58-8 Diethyl carbonate 
• 401-81-0 m-trifluoromethylphenyl iodide 
• 105-53-3 diethyl malonate 
• 401-78-5 3-bromo-1-trifluoromethylbenzene 

Downstream Products

• 828300-16-9 4-hydroxy-7-methoxy-3-(3-trifluoromethyl-phenyl)-1H-quinolin-2-one 
• 1263133-33-0 3,4-dihydro-2,4-dioxo-1-(pyrimidin-5-ylmethyl)-3-(α,α,α-trifluoro-m-tolyl)-2H-pyrido[1,2-a]pyrimidin-1-ium-3-ide 
• 1383916-52-6 bis(2,4,6‐trichlorophenyl)-2‐(3‐(trifluoromethyl)phenyl)malonate 
• 828300-20-5 4-(4-bromo-phenoxy)-2-ethyl-7-methoxy-3-(3-trifluoromethyl-phenyl)-quinoline 
• 828300-17-0 2,4-dichloro-7-methoxy-3-(3-trifluoromethyl-phenyl)-quinoline 

Relevant articles and documents

Radical Addition Enables 1,2-Aryl Migration from a Vinyl-Substituted All-Carbon Quaternary Center

An efficient method for photocatalytic perfluoroalkylation of vinyl-substituted all-carbon quaternary centers involving 1,2-aryl migration has been developed. The rearrangement reactions use fac-Ir(ppy)3, visible light and commercially available fluoroalkyl halides and can generate valuable multisubstituted perfluoroalkylated compounds in a single step that would be challenging to prepare by other methods. Mechanistically, the photoinduced alkyl radical addition to an alkene leads to the migration of a vicinal aryl substituent from its adjacent all-carbon quaternary center with the concomitant generation of a C-radical bearing two electron-withdrawing groups that is further reduced by a hydrogen donor to complete the domino sequence.

Novel Mesoionic Insecticidal Compound

The purpose of the present invention is to provide a mesoionic compound, which exhibits an improved controlling effect on various harmful organisms, or a salt thereof. A mesoionic compound represented by formula (1) (wherein: R1 is selected from a hydrogen atom, etc.; R2 represents an optionally substituted phenyl group; R3 is selected from a hydrogen atom, etc.; R4 is selected from a hydrogen atom, etc.; R5 is selected from an optionally substituted ethylene group, etc.; and X is selected from an oxygen atom, etc.) or a salt thereof.

Mesoionic Compound

The purpose of the present invention is to provide a mesoionic compound or a salt thereof that exhibits excellent control activity against various pests. Provided is a mesoionic compound represented by formula (1). (In the formula, Ra represents a hydrogen atom or a methyl group, R1 represents a phenyl group or pyridyl group which is optionally substituted with up to two substituents selected independently from R2, and R2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, a methyl group, an ethyl group, an n-propyl group, an i-propyl group, a c-propyl group, an n-butyl group, an i-butyl group, an s-butyl group, a t-butyl group, a fluoromethyl group, a difluoromethyl group, a trifluoromethyl group, a methyloxy group, an ethyloxy group, an n-propyloxy group, an i-propyloxy group, a c-propyloxy group, an n-butyloxy group, an i-butyloxy group, a s-butyloxy group, a t-butyloxy group, an n-pentyloxy group, a trifluoromethyloxy group, a 2,2,2-trifluoroethyloxy group, a methylthio group, a methylsulfoxy group, a methylsulfonyl group, a vinyl group, an ethynyl group, etc.)

Enantioselective Synthesis of Spiroindenes by Enol-Directed Rhodium(III)-Catalyzed C-H Functionalization and Spiroannulation

Chiral cyclopentadienyl rhodium complexes promote highly enantioselective enol-directed C(sp2)-H functionalization and oxidative annulation with alkynes to give spiroindenes containing all-carbon quaternary stereocenters. High selectivity betwe

C-arylation reactions catalyzed by CuO-nanoparticles under ligand free conditions

CuO-nanoparticles were found to be an excellent heterogeneous catalyst for C-arylation of active methylene compounds using various aryl halides. The products were obtained in good to excellent yield. The catalyst can be recovered and reused for four cycles with almost no loss in activity.

Copper(I)-catalyzed C-C and C-O coupling reactions using hydrazone ligands

Copper-catalyzed C-C coupling reaction of aryl iodides with diethylmalonate in toluene at 90C gave arylated malonates using 5 mol% of CuI with hydrazone 1a as a ligand in good yields under an aerobic atmosphere. We also found CuI/hydrazone 1b in toluene to be an efficient catalytic system for C-O coupling reactions of aryl bromides with phenols to give aryl ethers in good yields at 110C under an aerobic atmosphere.

CuI/L-proline-catalyzed coupling reactions of aryl halides with activated methylene compounds

(Chemical Equation Presented) The arylation of ethyl acetoacetate, ethyl benzoyl acetate, and diethyl malonate under the catalysis of Cul/L-proline in DMSO proceeds smoothly at 40-50°C in the presence of Cs2CO 3 to provide the 2-aryl

A general and mild copper-catalyzed arylation of diethyl malonate

Chemical equation presented A general method for the synthesis of α-aryl malonates is described. The coupling of an aryl iodide and diethyl malonate in the presence of Cs2CO3 and catalytic amounts of copper(I) iodide and 2-phenylphenol affords the α-aryl malonate in good to excellent yields. The mild reaction conditions and high levels of functional group compatibility make this an attractive synthetic alternative to previous methods.