(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acid

• ChemBase ID: 10378
• Molecular Formular: C10H9F3O3
• Molecular Mass: 234.1718696
• Monoisotopic Mass: 234.05037881
• SMILES: c1cccc(c1)[C@@](C(=O)O)(C(F)(F)F)OC
• Canonical SMILES: CO[C@](C(F)(F)F)(c1ccccc1)C(=O)O
• InChI: InChI=1S/C10H9F3O3/c1-16-9(8(14)15,10(11,12)13)7-5-3-2-4-6-7/h2-6H,1H3,(H,14,15)/t9-/m1/s1
• InChIKey: JJYKJUXBWFATTE-SECBINFHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acid
• IUPAC Traditional name: (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acid
• Synonyms: (R)-(+)-α-Methoxy-α-trifluoromethylphenylacetic acid; (+)-Mosher's acid; (+)-MTPA; (R)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid; (R)-(+)-α-甲氧基-α-(三氟甲基) 苯乙酸

Database IDs

• CAS Number: 20445-31-2
• EC Number: 243-829-5
• MDL Number: MFCD00004184
• Beilstein Number: 2215440
• Merck Index: 146280
• PubChem SID: 160973685
• PubChem CID: 2723917

CALCULATED PROPERTIES

• Acid pKa: 3.3649635
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.44897783
• LogD (pH = 7.4): -0.84149176
• Log P: 2.5700164
• Molar Refractivity: 48.8698 cm^3
• Polarizability: 18.41779 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 43-45°C; 43-45°C
• Boiling Point: 105-107°C/1mm; 105-107°C/1mm
• Flash Point: >110°C(230°F)
• Density: 1.344
• Refractive Index: 1.4730
• Optical Rotation: +72 (c=2 in methanol)

Safety Information

• Storage Warning: Hygroscopic; IRRITANT, HYGROSCOPIC, KEEP COLD
• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 99%

REFERENCES

• Widely used reagent for determination of optical purities of alcohols and amines by ¹H or ¹⁹F NMR: J. Org. Chem., 34, 2453 (1969).