| Identification | More | [Name]
2,5-Bis(2,2,2-trifluoroethoxy)benzoic acid | [CAS]
35480-52-5 | [Synonyms]
2,5-BIS(2,2,2-TRIFLUOROETHOXY)BENZOIC ACID
2,5-BIS(TRIFLUOROETHOXY)BENZOIC ACID
BENZOIC ACID, 2,5-BIS(2,2,2-TRIFLUOROETHOXY)-
2,5-Di(2,2,2-trifluoroethoxy)benzoic acid
2,5-Di(2,2,2-Trifluoroethoxy)B
2,5-bis(2,2,2-trifluoroethoxy)benzoic acid (intermediate of flecainide acetate)
2,5-Bis(2,2,2-trifluoroethoxy)benzoic acid 97%
2,5-Bis(2,2,2-trifluoroethoxy)benzoicacid97% | [EINECS(EC#)]
206-577-7 | [Molecular Formula]
C11H8F6O4 | [MDL Number]
MFCD00221424 | [Molecular Weight]
318.17 | [MOL File]
35480-52-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
119-121°C | [Boiling point ]
320.9±42.0 °C(Predicted) | [density ]
1.474±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Methanol (Slightly, Heated) | [form ]
Solid | [pka]
3.06±0.36(Predicted) | [color ]
Off-white | [InChI]
InChI=1S/C11H8F6O4/c12-10(13,14)4-20-6-1-2-8(7(3-6)9(18)19)21-5-11(15,16)17/h1-3H,4-5H2,(H,18,19) | [InChIKey]
YPGYLCZBZKRYQJ-UHFFFAOYSA-N | [SMILES]
C(O)(=O)C1=CC(OCC(F)(F)F)=CC=C1OCC(F)(F)F | [CAS DataBase Reference]
35480-52-5(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:Wear suitable protective clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Irritant | [HS Code ]
2918999090 |
| Hazard Information | Back Directory | [Chemical Properties]
White to Off-White Solid | [Uses]
Flecainide Acetate Impurity D. | [Synthesis]
Example 1: At room temperature, 300 mL of tetrahydrofuran (THF) was added to a reaction vial and 84.7 g of potassium tert-butanolate was added with stirring. Subsequently, 76.0 g of 2,2,2-trifluoroethanol was slowly added dropwise to the reaction mixture, controlling the reaction temperature to not exceed 35 °C. After the dropwise addition, the reaction mixture was continued to be stirred and then 29.6 g of 5-bromo-2-chlorobenzoic acid was added. Next, 27.3 g of copper (I) bromide was added and the reaction mixture was heated to reflux. After 43 hours of reaction, the mixture was cooled to 5 °C and slowly poured into dilute hydrochloric acid. The organic and aqueous phases were separated. The solvent was removed by distillation, during which the product gradually precipitated. 100 mL of water was added to the residue and the solid product was collected by filtration. To purify the product, the crude product was dissolved in methyl tertiary butyl ether (MTB ether), filtered through a neutral alumina column to remove insoluble components, and subsequently evaporated to remove the solvent. Finally, 2,5-bis(2,2,2-trifluoroethoxy)benzoic acid was recrystallized by solvent recrystallization in ethanol/water mixture to give 2,5-bis(2,2,2-trifluoroethoxy)benzoic acid in 45% yield. The product had a melting point of 120-122°C and was analyzed by high performance liquid chromatography (HPLC) with a purity greater than 98%. | [References]
[1] Patent: US2003/176721, 2003, A1 |
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