| Identification | More | [Name]
4-(TRIFLUOROMETHYL)HYDROCINNAMIC ACID | [CAS]
53473-36-2 | [Synonyms]
3-(4-(TRIFLUOROMETHYL)PHENYL)PROPANOIC ACID
3-[4-(TRIFLUOROMETHYL)PHENYL]PROPIONIC ACID
4-(TRIFLUOROMETHYL)HYDROCINNAMIC ACID
4-(Trifluoromethyl)HydrocinnamicAcid/P-(Trifluoromethyl)PhenylpropionicAcid/P-(Trifluoromethylphenyl)PropionicAcid
4-(TRIFLUOROMETHYL)HYDROCINNAMIC ACID 95%
P-Trifluoromethyl benzylacetic acid
4-(TRIFLUOROMETHYL)PHENYLPROPIONIC ACID | [EINECS(EC#)]
256-495-9 | [Molecular Formula]
C10H9F3O2 | [MDL Number]
MFCD00674032 | [Molecular Weight]
218.17 | [MOL File]
53473-36-2.mol |
| Chemical Properties | Back Directory | [Appearance]
White to pale yellow crystalline powder | [Melting point ]
106-110 °C(lit.) | [Boiling point ]
0°C | [density ]
1.307±0.06 g/cm3(Predicted) | [Fp ]
0°C | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Crystalline Powder or Solid | [pka]
4.54±0.10(Predicted) | [color ]
White to light brown | [InChI]
InChI=1S/C10H9F3O2/c11-10(12,13)8-4-1-7(2-5-8)3-6-9(14)15/h1-2,4-5H,3,6H2,(H,14,15) | [InChIKey]
OEIUMLSCWINLBB-UHFFFAOYSA-N | [SMILES]
C1(CCC(O)=O)=CC=C(C(F)(F)F)C=C1 | [CAS DataBase Reference]
53473-36-2(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:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Chemical Properties]
White to pale yellow crystalline powder | [Uses]
4-(Trifluoromethyl)hydrocinnamic Acid acts as a reagent in the synthesis of (poly)fluorinated neprilysin inhibitor. It is also applied in pesticides, medicines, dyes and in functional materials preparation because of it’s excellent bioactive properties. | [Synthesis]
GENERAL STEPS: (E)-4-Trifluoromethylcinnamic acid (10.0 g, 46.3 mmol) was mixed with 10 wt% Pd/C catalyst (250 mg) in ethanol (100 mL). The reaction mixture was placed under hydrogen atmosphere (6 bar) and the reaction was stirred at room temperature for 21 hours. Upon completion of the reaction, the catalyst was removed by filtration through a diatomaceous earth pad and the filtrate was concentrated under reduced pressure to remove the solvent to afford 3-(4-trifluoromethyl)phenylpropionic acid as a white solid (10.1 g, 46.1 mmol, 100% yield). The structure of the product was confirmed by 1H-NMR (CDCl3): δ 2.73 (t, J = 7.6 Hz, 2H), 3.03 (t, J = 7.6 Hz, 2H), 7.33 (d, J = 8.0 Hz, 2H), 7.56 (d, J = 8.1 Hz, 2H). | [References]
[1] Patent: WO2010/64212, 2010, A1. Location in patent: Page/Page column 23
[2] Canadian Journal of Chemistry, 2012, vol. 90, # 9, p. 758 - 761
[3] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 10, p. 3557 - 3567
[4] Patent: US2010/10226, 2010, A1. Location in patent: Page/Page column 7-8
[5] Patent: US2010/305325, 2010, A1. Location in patent: Page/Page column 2; 3; 8 |
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