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

• ChemBase ID: 10379
• 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-/m0/s1
• InChIKey: JJYKJUXBWFATTE-VIFPVBQESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acid
• IUPAC Traditional name: (2S)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoic acid
• Synonyms: (-)-Mosher's acid; (S)-(-)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid; (S)-(-)-α-Methoxy-α-trifluoromethylphenylacetic acid; (S)-(-)-MTPA; (S)-(-)-Mosher's acid; (2S)-2-Methoxy-2-phenyl-3,3,3-trifluoropropanoic acid 99% (99%ee); (R)-(+)-MTPA; (R)-(+)-Mosher's acid; (R)-(+)-alpha-Methoxy-alpha-(trifluoromethyl)phenylacetic acid; (2R)-(+)-2-Methoxy-2-phenyl-3,3,3-trifluoropropanoic acid 99%; (-)-MTPA; (S)-(-)-α-Methoxy-α-trifluoromethylphenylacetic acid; (S)-(-)-α-甲氧基-α-(三氟甲基)苯乙酸; Mosher 酸; (S)-(-)-α-甲氧基-α-三氟甲基苯乙酸

Database IDs

• CAS Number: 20445-31-2; 17257-71-5
• EC Number: 241-292-1
• MDL Number: MFCD00004184; MFCD00064200
• Beilstein Number: 3591561; 4684048
• Merck Index: 146280
• PubChem SID: 160973686
• PubChem CID: 6992788

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; 46-49 °C(lit.); 46-49°C
• Boiling Point: 105-107°C/1mm; 111°C/1mm; 90°C/0.1mm; 95-97°C/0.05mm
• Flash Point: >110°C(230°F); 113 °C; 113°C; 235.4 °F
• Density: 1.303; 1.344
• Refractive Index: 1.4730
• Optical Rotation: -72 (c=2 in methanol)

Safety Information

• Storage Warning: Hygroscopic; IRRITANT, HYGROSCOPIC, KEEP COLD; Irritant/Hygroscopic/Keep Cold/Store under Argon; Irritant/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 99%

DETAILS

Apollo Scientific Ltd - PC5063C

For determination of optical purities of alcohols or amines

Sigma Aldrich - M9385

Other Notes
doi:10.1038/nprot.2007.354