| Identification | Back Directory | [Name]
2-amino-alpha,alpha,alpha-trifluoro-p-creso | [CAS]
454-81-9 | [Synonyms]
T5394155
5-Amino-2-trifluoromethyl-phenol
2-amino-4-(trifluoromethyl)phenol
3-AMINO-4-HYDROXYBENZOTRIFLUORIDE
4-(Trifluoromethyl)-2-aminophenol
2-azanyl-4-(trifluoromethyl)phenol
2-Hydroxy-5-(trifluoromethyl)aniline
Phenol, 2-amino-4-(trifluoromethyl)-
3-Amino-4-hydroxybenzotrifluoride 95%
2-Amino-4-(trifluoromethyl)phenol, HCl
2-amino-alpha,alpha,alpha-trifluoro-p-creso
2-Hydroxy-5-(trifluoromethyl)aniline, 2-Amino-4-(trifluoromethyl)phenol, 6-Hydroxy-alpha,alpha,alpha-trifluoro-m-toluidine | [Molecular Formula]
C7H6F3NO | [MDL Number]
MFCD01731750 | [MOL File]
454-81-9.mol | [Molecular Weight]
177.12 |
| Chemical Properties | Back Directory | [Melting point ]
121-122 °C(Solv: benzene (71-43-2)) | [Boiling point ]
234.5±40.0 °C(Predicted) | [density ]
1.432±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
Solid | [pka]
8.36±0.18(Predicted) | [InChI]
InChI=1S/C7H6F3NO/c8-7(9,10)4-1-2-6(12)5(11)3-4/h1-3,12H,11H2 | [InChIKey]
BHTKIYIEMXRHGL-UHFFFAOYSA-N | [SMILES]
C1(O)=CC=C(C(F)(F)F)C=C1N |
| Hazard Information | Back Directory | [Uses]
2-Amino-4-(trifluoromethyl)phenol is used in the studies on the structure activity relationship of benzoxazolone carboxamides as potent acid ceramidase inhibitors. | [Synthesis]
The general procedure for the synthesis of 2-amino-4-trifluoromethylphenol from 2-nitro-4-trifluoromethylphenol was as follows: 2-nitro-4-trifluoromethylphenol (340 μL, 2.41 mmol) was dissolved in methanol (50 mL), and catalytically hydrogenated at room temperature and atmospheric pressure using a 10% Pd/C catalyst cartridge through an H-Cube hydrogenation reactor. Upon completion of the reaction, the reaction solution was concentrated under reduced pressure to give 2-amino-4-trifluoromethylphenol (438 mg, 100% yield) as a light brown solid. Mass spectrum (chemical ionization, m/z): [M+H]+ 178, [M-H]- 176; 1H NMR (CDCl3): δ 6.96 (d, J=2.0 Hz, 1H), 6.89-6.94 (m, 1H), 6.74 (d, J=8.2 Hz, 1H), 4.10 (br s, 2H). | [References]
[1] Patent: WO2009/37293, 2009, A1. Location in patent: Page/Page column 52
[2] Patent: WO2009/37294, 2009, A1. Location in patent: Page/Page column 93
[3] Patent: US2014/142114, 2014, A1. Location in patent: Paragraph 0859; 0860
[4] Phosphorus, Sulfur and Silicon and the Related Elements, 2009, vol. 184, # 3, p. 651 - 659
[5] Patent: WO2005/85202, 2005, A1. Location in patent: Page/Page column 53-54 |
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