66046-34-2

Basic information

• Product Name: (E)-N-hydroxy-1-[4-(trifluoromethyl)phenyl]methanimine
• Synonyms: (E)-4-(Trifluoromethyl)benzaldehyde oxime
• CAS NO: 66046-34-2
• Molecular Formula: C₈H₆F₃NO
• Molecular Weight: 189.1345
• Mol File: 66046-34-2.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 204.966°C at 760 mmHg
• Flash Point: 77.761°C
• Density: 1.27g/cm³
• Vapor Pressure: 0.155mmHg at 25°C
• Refractive Index: 1.462
• CAS DataBase Reference: (E)-N-hydroxy-1-[4-(trifluoromethyl)phenyl]methanimine(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-N-hydroxy-1-[4-(trifluoromethyl)phenyl]methanimine(66046-34-2)
• EPA Substance Registry System: (E)-N-hydroxy-1-[4-(trifluoromethyl)phenyl]methanimine(66046-34-2)

Safety Data

• Hazardous Substances Data: 66046-34-2(Hazardous Substances Data)

Usage

Description

(E)-N-hydroxy-1-[4-(trifluoromethyl)phenyl]methanimine is a chemical compound belonging to the class of hydroxamic acids, known for their ability to chelate metal ions. (E)-N-hydroxy-1-[4-(trifluoromethyl)phenyl]methanimine is characterized by a hydroxyl group attached to a nitrogen atom and a trifluoromethylphenyl group attached to the adjacent carbon atom.

Uses

Used in Coordination Chemistry:
(E)-N-hydroxy-1-[4-(trifluoromethyl)phenyl]methanimine is used as a ligand for forming strong complexes with metal ions, which is crucial in coordination chemistry.
Used in Organic Synthesis:
In the field of organic synthesis, (E)-N-hydroxy-1-[4-(trifluoromethyl)phenyl]methanimine serves as a reagent due to its ability to form stable complexes with metal ions, facilitating various chemical reactions and syntheses.
Used in Drug Development:
(E)-N-hydroxy-1-[4-(trifluoromethyl)phenyl]methanimine is studied for its potential pharmacological and medicinal properties, making it an interesting target for drug development.
Used in Bioinorganic Chemistry Research:
(E)-N-hydroxy-1-[4-(trifluoromethyl)phenyl]methanimine is also utilized in bioinorganic chemistry research, where its metal-chelating properties can be explored for various applications, including the study of metalloenzymes and metal-based drug interactions.

Upstream product

• 402-43-7 p-trifluoromethylphenyl bromide 
• 68-12-2 N,N-dimethyl-formamide 
• 349-95-1 4-(trifluoromethyl)benzylic alcohol 
• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 10576-12-2 ethyl acetohydroximate 
• 123-11-5 4-methoxy-benzaldehyde 
• 96-29-7 ethyl methyl ketone oxime 
• 3300-51-4 p-Trifluoromethylbenzylamine 

Downstream Products

• 455-19-6 4-Trifluoromethylbenzaldehyde 
• 3300-51-4 p-Trifluoromethylbenzylamine 
• 74467-05-3 N-hydroxy-4-(trifluoromethyl)benzenecarboximidoyl chloride 
• 89902-86-3 2-(2-cyanoethyl)-3-(p-trifluoromethylphenyl)-4-cyanoisoxazolidine 
• 89902-84-1 2-(2-cyanoethyl)-3-(p-trifluoromethylphenyl)-5-cyanoisoxazolidine 
• 89902-84-1 2-(2-cyanoethyl)-3-(p-trifluoromethylphenyl)-5-cyanoisoxazolidine 
• 89902-87-4 2-(2-methoxycarbonylethyl)-3-(p-trifluoromethylphenyl)-5-methoxycarbonylisoxazolidine 
• 89902-88-5 2-(2-methoxycarbonylethyl)-3-(p-trifluoromethylphenyl)-4-methoxycarbonylisoxazolidine 
• 89902-88-5 2-(2-methoxycarbonylethyl)-3-(p-trifluoromethylphenyl)-4-methoxycarbonylisoxazolidine 
• 748771-36-0 4-[3-(4-trifluoromethyl-phenyl)-isoxazol-5-yl]-phenol 
• 206055-88-1 3-(4-trifluoromethylphenyl)-5-hydroxymethylisoxazole 
• 1645-65-4 4-(trifluoromethyl)phenyl isothiocyanate 
• 943130-82-3 5-methyl-3-(4-trifluoromethylphenyl)isoxazole-4-formic acid 
• 159693-05-7 ethyl 3-(4-trifluoromethylphenyl)isoxazole-4-carboxylate 

Relevant articles and documents

Pt-catalyzed O-silylation of oximes by tri-substituted organosilanes

Silylated derivatives of oximes are important intermediates in organic synthesis, and have found application in the preparation of various nitrogen containing compounds including nitriles, amines, nitrones, and hydroxylamines. An efficient method for the

Facile one-pot preparation of 5-aryltetrazoles and 3-arylisoxazoles from aryl bromides

The successive treatment of aryl bromides with n-BuLi, DMF, hydroxylamine hydrochloride, and finally diphenylphosphoryl azide provided efficiently the corresponding 5-aryltetrazoles in good to moderate yields. Similarly, the successive treatment of aryl bromides with n-BuLi, DMF, hydroxylamine hydrochloride, and finally diethyl acetylenedicarboxylate and Oxone provided efficiently the corresponding diethyl 3-arylisoxazole-4,5-dicarboxylates in good to moderate yields. Aromatic aldoximes are the key intermediates in both reactions, and 5-aryltetrazoles and 3-arylisoxazoles could be obtained from aryl bromides in one pot under transition-metal-free conditions.

Novel chemoenzymatic oxidation of amines into oximes based on hydrolase-catalysed peracid formation

The efficient transformation of benzylamines into the corresponding oximes has been described by means of a chemoenzymatic process. This strategy is based on a two-step sequence developed in one-pot at 30 °C and atmospheric pressure. First, the formation of a reactive peracid intermediate occurs by means of a lipase-catalysed perhydrolysis reaction, and then this peracid acts as a chemical oxidising agent of the amines. A total of nine ketoximes were isolated in high purity after a simple extraction protocol (90-98% isolated yield), while for the eleven synthesised aldoximes a further column chromatography purification was required (71-82% isolated yield). In all cases excellent selectivities were attained, offering a practical method for amine oxidation in short reaction times (1 hour). The environmental impact of the process was analysed and compared with a recently published alternative chemical synthesis, finding for this metric a good E-factor value.