454-81-9

Basic information

• Product Name: 2-amino-alpha,alpha,alpha-trifluoro-p-creso
• Synonyms: 3-Amino-4-hydroxybenzotrifluoride 95%;T5394155;2-Hydroxy-5-(trifluoromethyl)aniline;4-(Trifluoromethyl)-2-aminophenol;2-amino-alpha,alpha,alpha-trifluoro-p-creso;3-AMINO-4-HYDROXYBENZOTRIFLUORIDE;5-Amino-2-trifluoromethyl-phenol;2-amino-4-(trifluoromethyl)phenol
• CAS NO: 454-81-9
• Molecular Formula: C₇H₆F₃NO
• Molecular Weight: 177.1238496
• Mol File: 454-81-9.mol
• Article Data: 38

Chemical Properties

• Melting Point: 121-122 °C(Solv: benzene (71-43-2))
• Boiling Point: 234.5 °C at 760 mmHg
• Flash Point: 95.6 °C
• Appearance: /
• Density: 1.432 g/cm³
• Vapor Pressure: 0.0345mmHg at 25°C
• Refractive Index: 1.516
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8.36±0.18(Predicted)
• CAS DataBase Reference: 2-amino-alpha,alpha,alpha-trifluoro-p-creso(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-alpha,alpha,alpha-trifluoro-p-creso(454-81-9)
• EPA Substance Registry System: 2-amino-alpha,alpha,alpha-trifluoro-p-creso(454-81-9)

Safety Data

• Hazardous Substances Data: 454-81-9(Hazardous Substances Data)

Usage

Uses

2-Amino-4-(trifluoromethyl)phenol is used in the studies on the structure activity relationship of benzoxazolone carboxamides as potent acid ceramidase inhibitors.

InChI:InChI=1/C7H6F3NO/c8-7(9,10)4-1-2-6(12)5(11)3-4/h1-3,12H,11H2

Upstream product

• 400-99-7 2-nitro-4-trifluoromethylphenol 
• 402-45-9 4-hydroxybenzotrifluoride 
• 7772-99-8 stannous chloride 
• 400-98-6 4-trifluoromethyl-2-nitroaniline 
• 121-17-5 2-chloro-3-nitro-5-trifluoromethylbenzene 

Downstream Products

• 20844-69-3 5-trifluoromethyl-benzooxazol-2-ylamine 
• 25761-47-1 1-(4-Chloro-3-trifluoromethyl-phenyl)-3-(2-hydroxy-5-trifluoromethyl-phenyl)-urea 
• 68281-49-2 ethyl 6-trifluoromethyl-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate 
• 1192021-09-2 3-bromo-N-[2-hydroxy-5-(trifluoromethyl)phenyl]isonicotinamide 
• 1192021-05-8 N-[2-hydroxy-5-(trifluoromethyl)phenyl]-3-methylisonicotinamide 
• 1192021-00-3 3,5-dichloro-N-(2-hydroxy-5-trifluoromethylphenyl)isonicotinamide 
• 1192021-07-0 3-fluoro-N-[2-hydroxy-5-(trifluoromethyl)phenyl]isonicotinamide 
• 1413929-96-0 C₂₃H₁₆Cl₂F₃NO₅ 
• 1413929-61-9 C₁₅H₁₁ClF₃NO₃ 
• 1413929-78-8 C₁₅H₁₁ClF₃NO₃ 
• 1413929-98-2 C₂₃H₁₆Cl₂F₃NO₅ 
• 1413929-94-8 C₁₅H₁₁ClF₃NO₂S 
• 347-40-0 6-trifluoromethyl-3,4-dihydro-2H-benzo[1,4]oxazine 
• 189940-04-3 6-(trifluoromethyl)-2H-1,4-benzoxazin-3(4H)-one 

Relevant articles and documents

2:1 versus 1:1 Coupling of Alkylacetylenes with Secondary Amines: Selectivity Switching in 8-Quinolinolato Rhodium Catalysis

Both 2:1 and 1:1 couplings of alkylacetylenes with secondary amines were achieved using 8-quinolinolato rhodium catalysts and CsF. The 2:1/1:1 selectivity was switched by choosing the reaction solvent. In DMA, an unprecedented 2:1 coupling reaction of alkylacetylenes with amines proceeded to give 2-aminodiene products. One-pot 2:1 coupling/reduction provided rapid access to various allylamines, while one-pot coupling/hydrolysis gave enones as products. In toluene, anti-Markovnikov hydroamination occurred under relatively mild conditions to give 1:1 coupling products.

Synthesis of benzoxazoles via the copper-catalyzed hydroamination of alkynones with 2-aminophenols

We describe herein the synthetic method to benzoxazole derivatives via the copper-catalyzed hydroamination of alkynones with 2-aminophenols. The method produced a wide variety of functionalized benzoxazole derivatives in good yields. Preliminary mechanistic experiments revealed that the reaction would proceed through the copper-catalyzed hydroamination of alkynones and the sequential intramolecular cyclization of β-iminoketones/elimination of acetophenone promoted by the copper catalyst.

Novel benzoxazolone compound

PROBLEM TO BE SOLVED: To provide a therapeutic agent for diseases such as neuropathic pain, nociceptive pain, inflammatory pain, small diameter fiber neuropathy, erythromelalgia, paroxysmal extreme pain disorder, dysuria or multiple sclerosis. SOLUTION: There is provided a benzoxazolone compound represented by the formula (1) or a pharmaceutically acceptable salt. (1), where R1 and R2 are each independently H or C1-6 alkyl, where the alkyl may be substituted by hydroxy, C1-4 alkylsulfonyl, aminocarbonyl or 4 to 7-membered heterocycloalkyl, or the like, L is C1-6 alkylene, R3 is C1-6 alkyl, C3-7 cycloalkyl, where the cycloalkyl may be substituted by halogen or hydroxy or the like, C6-10 aryl, where the aryl may be substituted by halogen, C1-4 alkyl or C1-4 haloalkyl or the like, R4 is H, halogen or C1-4 alkyl. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT