99333-34-3

Basic information

• Product Name: N-(2,2,2-TRIFLUOROETHYLIDENE)-4-METHOXYANILINE
• Synonyms: N-(2,2,2-TRIFLUOROETHYLIDENE)-4-METHOXYANILINE
• CAS NO: 99333-34-3
• Molecular Formula: C₉H₈F₃NO
• Molecular Weight: 203.16
• Mol File: 99333-34-3.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 205.777°C at 760 mmHg
• Flash Point: 78.251°C
• Appearance: /
• Density: 1.172g/cm³
• Vapor Pressure: 0.352mmHg at 25°C
• Refractive Index: 1.442
• CAS DataBase Reference: N-(2,2,2-TRIFLUOROETHYLIDENE)-4-METHOXYANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2,2,2-TRIFLUOROETHYLIDENE)-4-METHOXYANILINE(99333-34-3)
• EPA Substance Registry System: N-(2,2,2-TRIFLUOROETHYLIDENE)-4-METHOXYANILINE(99333-34-3)

Safety Data

• Hazardous Substances Data: 99333-34-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H8F3NO/c1-14-8-4-2-7(3-5-8)13-6-9(10,11)12/h2-6H,1H3

Upstream product

• 104-94-9 4-methoxy-aniline 
• 433-27-2 ethyl trifluoroacetaldehyde hemiacetal 
• 421-53-4 2,2,2-trifluoro-1,1-ethanediol 
• 20265-97-8 p-anisidine hydrochloride 
• 431-46-9 2,2,2-trifluoro-1-methoxy-ethanol 

Downstream Products

• 852945-22-3 1-(4-methoxyphenyl)-2-trifluoromethyl-1,2,3,6-tetrahydropyridine 
• 1092116-36-3 C₂₃H₂₂F₃NO₂S 
• 1092116-35-2 C₂₃H₂₂F₃NO₂S 
• 1092116-52-3 (-)-(S)-1-(4-methoxyphenyl)-2-(trifluoromethyl)indoline 
• 1092116-41-0 C₂₄H₂₄F₃NO₂S 
• 1092116-54-5 (-)-(2S,3S)-1-(4-methoxyphenyl)-3-methyl-2-(trifluoromethyl)indoline 
• 1092116-46-5 C₂₅H₂₆F₃NO₂S 
• 1092116-58-9 (-)-(2S,3S)-3-ethyl-1-(4-methoxyphenyl)-2-(trifluoromethyl)indoline 
• 1092116-48-7 C₂₆H₂₆F₃NO₂S 
• 1092116-59-0 (-)-(2S,3S)-3-allyl-1-(4-methoxyphenyl)-2-(trifluoromethyl)indoline 
• 1092116-50-1 C₃₀H₂₈F₃NO₂S 
• 1092116-60-3 (-)-(2S,3S)-3-benzyl-1-(4-methoxyphenyl)-2-(trifluoromethyl)indoline 
• 1199944-65-4 (2R,3S)-2-benzyl-4,4,4-trifluoro-3-(4-methoxyphenylamino)butan-1-ol 
• 1199944-68-7 (2R,3S)-4,4,4-trifluoro-3-(4-methoxyphenylamino)-2-(propyl)butan-1-ol 

Relevant articles and documents

Synthesis of (trifluoromethyl)aziridines in 1,1,1,3,3,3-hexafluoropropan-2-ol: First example of coupling reactions of fluoral, an amine and a diazo compound

The influence of solvent on the Yb(OTf)3 or BF3·Et2O-catalyzed reaction of (trifluoromethyl)aldimines with ethyl diazoacetate has been investigated. The reaction of fluoral ethyl hemiacetal, an aromatic amine, and ethyl diazoacetate could be performed in 1,1,1,3,3,3-hexafluoropropan-2-ol to provide the corresponding (trifluoromethyl)aziridines.

Formation of Fluorinated Amido Esters through Unexpected C3?C4 Bond Fission in 4-Trifluoromethyl-3-oxo-β-lactams

4-Trifluoromethyl-3-oxo-β-lactams were unexpectedly transformed into 2-[(2,2-difluorovinyl)amino]-2-oxoacetates as major products, accompanied by minor amounts of 2-oxo-2-[(2,2,2-trifluoroethyl)amino]acetates, upon treatment with alkyl halides and triethylamine in DMSO. This peculiar C3?C4 bond fission reactivity was investigated in-depth, from both an experimental and a computational point of view, in order to shed light on the underlying reaction mechanism.

Gold-Catalyzed Povarov-Type Reaction of Fluorinated Imino Esters and Furans

A gold-catalyzed Povarov-type reaction of fluorinated imino esters and furans is described. The process, which takes place in dichoromethane at room temperature, gives rise to novel fluorinated tetrahydrofuran-fused tetrahydroquinolines in good yields and moderate levels of diastereoselectivity in a very simple manner. The reported examples expand the versatility of the Povarov reaction to unprecedented fluorinated substrates, generating scaffolds that contain quaternary α-amino acid units.