3-[3,5-bis(trifluoromethyl)phenyl]propanoic acid

• ChemBase ID: 147658
• Molecular Formular: C11H8F6O2
• Molecular Mass: 286.1704392
• Monoisotopic Mass: 286.04284882
• SMILES: c1c(cc(cc1C(F)(F)F)C(F)(F)F)CCC(=O)O
• Canonical SMILES: OC(=O)CCc1cc(cc(c1)C(F)(F)F)C(F)(F)F
• InChI: InChI=1S/C11H8F6O2/c12-10(13,14)7-3-6(1-2-9(18)19)4-8(5-7)11(15,16)17/h3-5H,1-2H2,(H,18,19)
• InChIKey: LISLXJGPJUAEHU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[3,5-bis(trifluoromethyl)phenyl]propanoic acid
• IUPAC Traditional name: 3-[3,5-bis(trifluoromethyl)phenyl]propanoic acid
• Synonyms: 3-[3,5-Bis(trifluoromethyl)phenyl]propionic acid; 3,5-Bis(trifluoromethyl)hydrocinnamic acid; 3-[3,5-双(三氟甲基)苯基]丙酸; 3,5-双(三氟甲基)氢化肉桂酸

Database IDs

• CAS Number: 181772-16-7
• MDL Number: MFCD00674033
• PubChem SID: 24869274; 162241845
• PubChem CID: 1268098

CALCULATED PROPERTIES

• Acid pKa: 3.2664149
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.5965815
• LogD (pH = 7.4): 0.37825948
• Log P: 3.8112597
• Molar Refractivity: 53.914 cm^3
• Polarizability: 19.260006 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 68-73 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 97%
• Linear Formula: (CF3)2C6H3CH2CH2CO2H

DETAILS

Sigma Aldrich - 457043

Application
Used to prepare novel biologically active amides.1
Packaging
1, 5 g in glass bottle