| Identification | More | [Name]
3-(3-Trifluoromethylphenyl)propionic acid | [CAS]
585-50-2 | [Synonyms]
3-(3-(TRIFLUOROMETHYL)PHENYL)PROPANOIC ACID
3-(3'-TRIFLUOROMETHYLPHENYL)-PROPIONIC ACID
3-(3-TRIFLUOROMETHYLPHENYL)PROPIONIC ACID
RARECHEM AL BO 1070 | [EINECS(EC#)]
639-439-3 | [Molecular Formula]
C10H9F3O2 | [MDL Number]
MFCD00090487 | [Molecular Weight]
218.17 | [MOL File]
585-50-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
35°C(lit.) | [Boiling point ]
149°C/11mmHg(lit.) | [density ]
1.307±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Oil | [pka]
4.56±0.10(Predicted) | [color ]
Colourless | [InChI]
InChI=1S/C10H9F3O2/c11-10(12,13)8-3-1-2-7(6-8)4-5-9(14)15/h1-3,6H,4-5H2,(H,14,15) | [InChIKey]
YLTJJMIWCCJIHI-UHFFFAOYSA-N | [SMILES]
C1=CC(=CC(=C1)C(F)(F)F)CCC(=O)O | [CAS DataBase Reference]
585-50-2(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 . | [Hazard Note ]
Irritant | [HS Code ]
2916399090 |
| Hazard Information | Back Directory | [Description]
3-(3-Trifluoromethylphenyl)propionic acid is an important organic solvent with a mild, pleasant aroma, used as an efficient organic reagent in polymer production processes and as a co-catalyst for trifluoroacetic acid. It is used in biological research as a substrate for the synthesis of various compounds and for the study of enzyme-catalysed reactions. It is also used in the synthesis of cinacalcet. Cinacalcet is a drug used to treat chronic kidney disease (dialysis) and high levels of calcium in the blood (parathyroid disease). | [Chemical Properties]
White Crysstalline | [Uses]
3-(3-Trifluoromethylphenyl)propionic Acid (585-50-2) can be used as catalysts.
| [Preparation]
3-(3-Trifluoromethylphenyl)propionic acid is synthesised by the reaction of 3-trifluoromethylaniline and propionic acid. | [Synthesis]
Preparation of 3-(3-trifluoromethylphenyl)propionic acid: 3-Trifluoromethylcinnamic acid (0.463 mol, 100 g) was dissolved in 1.0 L of methanol and transferred to a hydrogenation reactor. 5% Pd/C catalyst (3 g) was added. The hydrogenation reaction was carried out at 1 kg/cm2 H?pressure and 250 °C for about 10 hours. Upon completion of the reaction, the reaction mixture was filtered and the catalyst was washed with methanol (100 mL). The filtrate was distilled under reduced pressure to remove the methanol to give 3-(3-trifluoromethylphenyl)propionic acid as crude product (100 g, 100% yield). | [References]
[1] Patent: WO2010/100429, 2010, A1. Location in patent: Page/Page column 19
[2] Patent: WO2008/117299, 2008, A1. Location in patent: Page/Page column 16
[3] Beilstein Journal of Organic Chemistry, 2012, vol. 8, p. 1366 - 1373
[4] Patent: US2009/99228, 2009, A1. Location in patent: Page/Page column 10-11; 18
[5] Patent: EP2013209, 2011, B1. Location in patent: Page/Page column 22 |
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