| Identification | More | [Name]
4-Trifluoromethylsalicylic acid | [CAS]
328-90-5 | [Synonyms]
2-HYDROXY-4-(TRIFLUOROMETHYL)BENZOIC ACID
4-(TRIFLUOROMETHYL)SALICYLIC ACID
RARECHEM AL BE 1424
p-Trifluoromethylsalicylicacid
4-(TRIFLUOROMETHYL)-2-HYDROXYBENZOIC ACID
4-(TRIFLUOROMETHY)SALICYLIC ACID
4-TrifluoromethylSalicylicAcid>99.0%
4-Trifluoromethy Salicylic Acid >99.0%
Trifluoromethylsalicylicacid
2-HYDROXY-4-TRIFLUOROMETHYLBENZOIC ACID, 4-TRIFLUORO METHYL SALICYLIC ACID
BENZOIC ACID, 2-HYDROXY-4-(TRIFLUOROMETHYL)- | [EINECS(EC#)]
1312995-182-4 | [Molecular Formula]
C8H5F3O3 | [MDL Number]
MFCD01529657 | [Molecular Weight]
206.12 | [MOL File]
328-90-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
178 °C | [Boiling point ]
286.4±40.0 °C(Predicted) | [density ]
1.539±0.06 g/cm3(Predicted) | [vapor pressure ]
0.013-0.076Pa at 25℃ | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
2.45±0.10(Predicted) | [color ]
White to Off-White | [InChI]
InChI=1S/C8H5F3O3/c9-8(10,11)4-1-2-5(7(13)14)6(12)3-4/h1-3,12H,(H,13,14) | [InChIKey]
XMLFPUBZFSJWCN-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC=C(C(F)(F)F)C=C1O | [LogP]
3.21 | [CAS DataBase Reference]
328-90-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
WGK 2 | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29189900 | [Storage Class]
6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | [Hazard Classifications]
Acute Tox. 3 Oral
Aquatic Chronic 3
Eye Dam. 1
Skin Irrit. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white solid | [Uses]
The active metabolite of Triflusal | [Uses]
The active metabolite of Triflusal; inhibits cardiac hypertrophy in vitro and in vivo by blocking the NF-κB signaling pathway. | [Definition]
ChEBI: 2-Hydroxy-4-trifluoromethyl benzoic acid is a hydroxybenzoic acid. It is functionally related to a salicylic acid. | [Synthesis]
General procedure for the synthesis of 2-hydroxy-4-(trifluoromethyl)benzoic acid from 4-trifluoromethylbenzoic acid:
III. Pd(II)-catalyzed tert-butyl hydroxylation reaction (General Method 02):
Pd(OAc)2 (11.2 mg, 0.05 mmol), 4-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) were added to a 50 mL high-pressure reactor, and the unit was equipped with a magnetic stir bar.
After filling the reactor with O2 (20 atm), it was evacuated and filled again with O2 (5 atm, repeated twice).
The reaction mixture was stirred at 115 °C for 15 h and subsequently cooled to room temperature.
Post-reaction treatment and purification of the crude product was carried out as described previously for hydroxylation 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 |
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