344-00-3

Basic information

• Product Name: ETHYL 2-METHYL-4,4,4-TRIFLUOROACETOACETATE
• Synonyms: ETHYL ALPHA-METHYL-4,4,4-TRIFLUOROACETOACETATE;ETHYL 2-METHYL-4,4,4-TRIFLUOROACETOACETATE;Ethyl_-methyl-4,4,4-trifluoroacetoacetate,tech.;Ethyl 2-methyl-4,4,4-trifluoroacetoacetate, tech;Ethyl2-methyl-3-oxo-4,4,4-trifluorobutyrate~2-Methyl-4,4,4-trifluoroacetoaceticacidethylester;2-methyl-4,4,4-trifluoroacetoacetic acid ethyl ester;ethyl 2-methyl-3-oxo-4,4,4-trifluorobutyrate;ETHYL A-METHYL-4,4,4-TRIFLUOROACETOACETATE TECH
• CAS NO: 344-00-3
• Molecular Formula: C₇H₉F₃O₃
• Molecular Weight: 198.14
• EINECS: -0
• Mol File: 344-00-3.mol

Chemical Properties

• Boiling Point: 144 °C
• Flash Point: 47°C
• Appearance: /
• Density: 1,2 g/cm3
• Vapor Pressure: 2.42mmHg at 25°C
• Refractive Index: 1.374
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
• PKA: 9.02±0.35(Predicted)
• BRN: 1783620
• CAS DataBase Reference: ETHYL 2-METHYL-4,4,4-TRIFLUOROACETOACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 2-METHYL-4,4,4-TRIFLUOROACETOACETATE(344-00-3)
• EPA Substance Registry System: ETHYL 2-METHYL-4,4,4-TRIFLUOROACETOACETATE(344-00-3)

Safety Data

• Hazard Codes: F,Xi
• Statements: 10-36/37/38
• Safety Statements: 26-36
• RIDADR: 3272
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 344-00-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 2-METHYL-4,4,4-TRIFLUOROACETOACETATE is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with potential applications in treating a wide range of medical conditions.
Used in Chemical Synthesis:
ETHYL 2-METHYL-4,4,4-TRIFLUOROACETOACETATE is used as a synthetic building block for the preparation of various organic compounds, including 5,6-disubstituted thiopyrimidine aryl aminothiazoles. These compounds have been identified as inhibitors of the calcium-activated chloride channel TMEM16A/Ano1, which may have potential applications in the treatment of various diseases.
Used in Research and Development:
Due to its unique chemical properties, ETHYL 2-METHYL-4,4,4-TRIFLUOROACETOACETATE is also utilized in research and development for the exploration of new chemical reactions and the discovery of novel compounds with potential applications in various industries, such as pharmaceuticals, materials science, and agrochemicals.

InChI:InChI=1/C7H9F3O3/c1-3-13-6(12)4(2)5(11)7(8,9)10/h4H,3H2,1-2H3

Upstream product

• 407-38-5 2,2,2-trifluoroethyl trifluoroacetate 
• 105-37-3 Ethyl propionate 
• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 74-88-4 methyl iodide 
• 383-63-1 ethyl trifluoroacetate, 
• 74-83-9 methyl bromide 

Downstream Products

• 91600-33-8 ethyl 4,4,4-trifluoro-3-hydroxy-2-methylbutyrate 
• 147750-19-4 4-hydroxy-2,5-dimethyl-6-(trifluoromethyl)pyrimidine 
• 152595-59-0 1,2-dihydro-4-[(4-methylthiophenyl)-methyl]-5-trifluoromethyl-3H-pyrazol-3-one 
• 1257599-51-1 C₁₂H₈Cl₂F₃N₃O 
• 1257599-63-5 C₁₂H₁₀F₃N₃O 
• 1257599-53-3 C₁₂H₈F₅N₃O 
• 1257599-55-5 C₁₂H₇F₆N₃O 
• 1257599-61-3 C₁₂H₉ClF₃N₃O 
• 425394-59-8 4-chloro-5-methyl-6-(trifluoromethyl)pyrimidine 
• 1221577-79-2 7,8-dihydro-3-methyl-2-(trifluoromethyl)pyrrolo[1,2-a]pyrimidin-4(6H)-one 
• 147750-19-4 2,5-dimethyl-6-(trifluoromethyl)-4(3H)-pyrimidinone 
• 1018481-19-0 5-methyl-2-(4-methylsulfanylphenyl)-6-trifluoromethylpyrimidin-4-ol 
• 121749-58-4 4,4,4-trifluoro-2-(4-methoxy-benzyl)-3-oxo-butyric acid ethyl ester 
• 136425-03-1 Ethyl 4,4,4-trifluoro-2-<2-(1-cyclohexenyl)ethyl>-2-methyl-3-oxobutanoate 

Relevant articles and documents

SUBSTITUTED THIOPHENYL URACILS, SALTS THEREOF AND THE USE THEREOF AS HERBICIDAL AGENTS

The invention relates to substituted thiophenyl uracils of general formula (I) or the salts (I) thereof, wherein the groups in general formula (I) are as defined in the description, and to the use thereof as herbicides, in particular for controlling weeds and/or weed grasses in crops of cultivated plants and/or as plant growth regulators for influencing the growth of crops of cultivated plants.

Method for preparing halogenated methyl substituted pyrazole ring pesticide intermediate

The invention discloses a method for preparing a halogenated methyl substituted pyrazole ring pesticide intermediate, wherein the method comprises the steps: mixing a halogenated or non-halogenated lipid compound A and an alpha-H halogenated or non-halogenated ester compound B, putting into a reactor, stirring, adding a base catalyst in batches to carry out Claisen condensation reaction, heating to 50-80 DEG C, and refluxing for about 1-5 hours, and recovering a solvent; adding an acidic solvent for acidification, cooling to 5-15 DEG C or below, dropwise adding methylhydrazine, keeping the temperature for 0.5-2 hours after completion of dropwise adding, heating to 50-80 DEG C, and keeping the temperature; and carrying out HPLC central control, recovering the acidic solvent, and adding water for desolventizing to obtain the pyrazole ring intermediate. The process disclosed by the invention has the advantages that an intermediate does not need to be separated and purified, the process operation flow is simplified, the reaction time is shortened, the cost is saved, the overall yield is improved, and the process has better production and practical values.

SUBSTITUTED 3-AZABICYCLO[3.1.0]HEXANES AS KETOHEXOKINASE INHIBITORS

Provided herein are substituted 3-azabicyclo[3.1.0]hexanes as ketohexokinase inhibitors, processes to make said compounds, and methods comprising administering said compounds to a mammal in need thereof.

New Pyrazolecarboxylic compd., its manufacturing method and pest control agents

PROBLEM TO BE SOLVED: To provide a new pyrazole compound capable of showing excellent biological activity to not only spider mites but also Nematoda. SOLUTION: It is found that a new pyrazole compound having a nitrogen-containing hetero ring in a first position of a pyrazole ring and a sulfonate group in a fifth position shows excellent biological activity to not only the spider mites but also the Nematoda. COPYRIGHT: (C)2012,JPOandINPIT

Synthesis and acaricidal activity of strobilurin-pyrimidine derivatives

Pyriminostrobin, a new acaricide, was discovered in our previous studies. Because introducing fluorine into organic compounds can increase bioactivity, pyriminostrobin was modified as a series of strobilurin-pyrimidine derivatives for biological screening. The compounds were characterized by 1H NMR, MS and elemental analysis. Preliminary bioassays demonstrated that compounds 7e and 7i exhibited significant control against Tetranychus cinnabarinus (Boisd.) at 0.625 mg L-1, and their acaricidal potencies were higher than pyriminostrobin in a greenhouse. The relationship between structure and acaricidal activity was also studied.

Synthesis of novel strobilurin-pyrimidine derivatives and their antiproliferative activity against human cancer cell lines

A series of new strobilurin-pyrimidine analogs were designed and synthesized based on the structures of our previously discovered antiproliferative compounds I and II. Biological evaluation with two human cancer cell lines (A549 and HL60) showed that most of these compounds possessed moderate to potent antiproliferative activity. Two potent candidates (8f, IC50 = 2.2 nM and 11d, IC50 = 3.4 nM) were identified with nanomolar activity against leukemia cancer cell line HL60 for further development. This activity represents a 1000- to 2500-fold improvement compared to the parent compounds I and II and is 20- to 30-fold better than the chemotherapy drug, doxorubicin. The present work provides strong incentive for further development of these strobilurin-pyrimidine analogs as potential antitumor agents for the treatment of leukemia.

Synthesis and insecticidal/acaricidal activity of novel 3-(2,4,6- trisubstituted phenyl)uracil derivatives

A series of novel 3-(2,4,6-trisubstituted phenyl)uracil derivatives has been synthesised and assayed for insecticidal/acaricidal activity. The assay indicated certain requirements for optimal insecticidal activity, which can be summarised as follows: (a) the substituents on the phenyl ring should possess hydrophobicity and electron-withdrawing properties, and the sum of their volumes determines the level of activity; (b) the substituent at the 6- position on the uracil ring should also possess electron-withdrawing properties and hydrophobicity, together with the correct volume; (c) the 1- position on the uracil ring should be unsubstituted for activity against Nephotettix cincticeps and Epilachna vigintioctopunctata, but substituents with length C3 to C4 may be optimal for activity against Tetranychus urticae; (d) certain substituents at the 5-position of the uracil ring give activity against E vigintioctopunctata and T urticae, but not against N cincticeps; (e) a thiocarbonyl group at the 2-position of the uracil ring is less effective than a carbonyl group. Of the compounds assayed, 3-(2,6-dichloro-4- trifluoromethylphenyl)-6-trifluoromethyluracil showed high activity against all the species assayed. (C) 2000 Society of Chemical Industry.

Peptidase inhibitors

This invention relates to analogs of peptidase substrates in which the amide group containing the scissile amide bond of the substrate peptide has been replaced by an activated electrophilic ketone moiety. These analogs of the peptidase substrates provide specific enzyme inhibitors for a variety of proteases, the inhibition of which will have useful physiological consequences in a variety of disease states.

METHODE GENERALE D'ACCES AUX TRIFLUOROMETHYLCETONES. 1ere PARTIE: ALKYLATION DIRECTE DU TRIFLUOROACETYLACETATE D'ETHYLE

Alkylation of Ethyl 4,4,4 trifluoroacetylacetate (ETFAA) 1 by alkyl halides presented some typical features.The reaction was very slow and led preferentially to O-alkylated products.However, with activated halides and under some peculiar conditions, it was possible to obtain selectively C-alkylated products 3 and 4 in good yields.