351-87-1

Basic information

• Product Name: 4-TRIFLUOROMETHYLACETO-ACETANILIDE
• Synonyms: 4-TRIFLUOROMETHYLACETO-ACETANILIDE;3-OXO-N-[4-(TRIFLUOROMETHYL)PHENYL]BUTANAMIDE;AURORA KA-7487;3-OXO-N-(4-TRIFLUOROMETHYLPHENYL)BUTYRAMIDE;4-TRIFLUORMETHYLACETO-ACETANILID;4-TrifluoroMethylaceto-acetaniline;3-Oxo-N-(4-trifluoromethylphenyl)butyramide
• CAS NO: 351-87-1
• Molecular Formula: C₁₁H₁₀F₃NO₂
• Molecular Weight: 245.2
• Mol File: 351-87-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 152.0 to 156.0 °C
• Boiling Point: 367.8°C at 760 mmHg
• Flash Point: 176.2°C
• Appearance: /
• Density: 1.317g/cm³
• Vapor Pressure: 1.34E-05mmHg at 25°C
• Refractive Index: 1.5
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly, Heated)
• PKA: 10.80±0.46(Predicted)
• CAS DataBase Reference: 4-TRIFLUOROMETHYLACETO-ACETANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TRIFLUOROMETHYLACETO-ACETANILIDE(351-87-1)
• EPA Substance Registry System: 4-TRIFLUOROMETHYLACETO-ACETANILIDE(351-87-1)

Safety Data

• Hazardous Substances Data: 351-87-1(Hazardous Substances Data)

Usage

General Description

4-Trifluoromethylaceto-acetanilide, also commonly known as Acedanilide, is a chemical compound with the molecular formula C10H10F3NO2. It is a white crystalline solid with a melting point of 102-105°C and is insoluble in water. Acedanilide is used as an intermediate in the production of agrochemicals, pharmaceuticals, and synthetic organic compounds. It is also utilized as a building block in the synthesis of various biologically active molecules and pharmaceutical drugs. Additionally, it has been studied for its potential anti-inflammatory, analgesic, and anticancer properties. Therefore, 4-Trifluoromethylaceto-acetanilide is an important chemical with various industrial and pharmacological applications.

InChI:InChI=1/C11H10F3NO2/c1-7(16)6-10(17)15-9-4-2-8(3-5-9)11(12,13)14/h2-5H,6H2,1H3,(H,15,17)

Upstream product

• 455-14-1 4-trifluoromethylphenylamine 
• 141-97-9 ethyl acetoacetate 
• 5394-63-8 2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 1694-31-1 tert-butyl acetoacetate 
• 674-82-8 4-methyleneoxetan-2-one 

Downstream Products

• 75706-11-5 2-ethoxymethyleneacetoacetyl-(4-trifluoromethyl)aniline 
• 1206724-43-7 2-bromo-3-oxo-N-[4-(trifluoromethyl)phenyl]butanamide 
• 1241917-16-7 6-methyl-2-oxo-4-phenyl-N-[4-(trifluoromethyl)phenyl]-1,2,3,4-tetrahydropyrimidine-5-carboxamide 
• 1448691-80-2 4-hydroxy-4-methyl-2-(4-(trifluoromethyl)phenyl)-2-azaspiro[4.4]nonan-1-one 
• 1448692-13-4 C₁₅H₁₆F₃NO₂ 

Relevant articles and documents

Preparation method of 3-oxo-N-(4-trifluoromethylphenyl) butylamide

The invention relates to a preparation method of 3-oxo-N-(4-trifluoromethylphenyl) butylamide, wherein the preparation method comprises the steps: carrying out amidation reaction on ethyl acetoacetateand p-trifluoromethylaniline to obtain 3-oxo-N-(4-trifluoromethylphenyl) butylamide, wherein in the reaction process, excessive p-trifluoromethylaniline is used as a solvent, and a catalyst adopted in the reaction process is an organic base catalyst. Compared with the prior art, the preparation method has the advantages that ethyl acetoacetate and p-trifluoromethylaniline are subjected to amidation reaction, and the product 3-oxo-N-(4-trifluoromethylphenyl) butylamide is obtained through post-treatment, wherein the synthesis operation of the 3-oxo-N-(4-trifluoromethylphenyl) butylamide is simple, the cost is low, the yield is high, the use of volatile toxic organic solvents and the emission of waste gas are avoided, and the process route is green and environment-friendly; and the obtainedproduct has few impurities, the target product has high purity, the raw materials are easy to recycle, the post-treatment operation is simple, the reaction time is shortened, and the method is suitable for industrial production.

HFIP-mediated strategy towards β-oxo amides and subsequent Friedel-Craft type cyclization to 2?quinolinones using recyclable catalyst

A simple and cost-effective 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP)-mediated protocol for the synthesis of β-oxo amides has been described by using amines and β-keto esters as substrates. The reaction conditions were found to be highly efficient towards the cleavage of C[sbnd]O bond and consequent formation of the products in excellent yields and selectivity. The obtained β-oxo amides were further transformed in to the synthetically useful 2?quinolinones via intramolecular Friedel-Craft type cyclization of aromatic ring using ferrites as a recyclable catalyst. A spectrum of substrates bearing broad range of functional groups were well tolerated under the reaction conditions. The proposed mechanistic pathways were substantially verified by literature and mass-spectroscopic evidences.

Chemical and structural studies provide a mechanistic basis for recognition of the MYC G-quadruplex

G-quadruplexes (G4s) are noncanonical DNA structures that frequently occur in the promoter regions of oncogenes, such as MYC, and regulate gene expression. Although G4s are attractive therapeutic targets, ligands capable of discriminating between differen