| Identification | Back Directory | [Name]
2-Hydroxy-5-Trifluoromethyl Benzoic Acid | [CAS]
79427-88-6 | [Synonyms]
UKRORGSYN-BB BBV-264038
5-Trifluoromethyl-2-hydroxybenzoic acid
2-Hydroxy-5-Trifluoromethyl Benzoic Acid
Benzoic acid, 2-hydroxy-5-(trifluoromethyl)-
2-Hydroxy-5-Trifluoromethyl Benzoic Acid ISO 9001：2015 REACH
2-Carboxy-4-(trifluoromethyl)phenol, 3-Carboxy-4-hydroxybenzotrifluoride, 5-(Trifluoromethyl)salicylic acid | [Molecular Formula]
C8H5F3O3 | [MDL Number]
MFCD07787570 | [MOL File]
79427-88-6.mol | [Molecular Weight]
206.119 |
| Chemical Properties | Back Directory | [Boiling point ]
292.8±40.0 °C(Predicted) | [density ]
1.539±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
solid | [pka]
2.55±0.10(Predicted) | [color ]
White | [InChI]
InChI=1S/C8H5F3O3/c9-8(10,11)4-1-2-6(12)5(3-4)7(13)14/h1-3,12H,(H,13,14) | [InChIKey]
YQDOJQUHDQGQPH-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC(C(F)(F)F)=CC=C1O |
| Hazard Information | Back Directory | [Uses]
2-Hydroxy-5-(trifluoromethyl)benzoic acid | [Synthesis]
General procedure for the synthesis of 2-hydroxy-5-trifluoromethylbenzoic acid from 3-trifluoromethylbenzoic acid:
III. General method for Pd(II)-catalyzed tert-butyl-hydroxylation reaction 02:
To a 50 mL high-pressure reactor equipped with a magnetic stir bar was added Pd(OAc)2 (11.2 mg, 0.05 mmol) followed by 3-trifluoromethylbenzoic acid (0.5 mmol), benzoquinone (54.0 mg, 0.5 mmol), KOAc (98.0 mg, 1 mmol), and N,N-dimethylacetamide (1.5 mL).
The reaction vessel was filled with O2 (20 atm), then evacuated and filled again with O2 (5 atm, repeated twice).
The reaction mixture was stirred at 115 °C for 15 h and then cooled to room temperature.
After completion of the reaction, the crude product was purified according to the previous post-treatment of hydroxylation reaction under 1 atm O2 conditions. | [References]
[1] Journal of the American Chemical Society, 2009, vol. 131, # 41, p. 14654 - 14655
[2] Patent: WO2011/37929, 2011, A2. Location in patent: Page/Page column 14; 19-20
[3] Synlett, 2016, vol. 27, # 2, p. 277 - 281 |
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