rac-(2R)-2-amino-3-(2-fluorophenyl)propanoic acid

• ChemBase ID: 7709
• Molecular Formular: C9H10FNO2
• Molecular Mass: 183.1796032
• Monoisotopic Mass: 183.06955679
• SMILES: c1c(c(ccc1)F)C[C@@H](C(=O)O)N
• Canonical SMILES: OC(=O)[C@H](Cc1ccccc1F)N
• InChI: InChI=1S/C9H10FNO2/c10-7-4-2-1-3-6(7)5-8(11)9(12)13/h1-4,8H,5,11H2,(H,12,13)/t8-/m0/s1
• InChIKey: NYCRCTMDYITATC-QMMMGPOBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: rac-(2R)-2-amino-3-(2-fluorophenyl)propanoic acid; (2S)-2-amino-3-(2-fluorophenyl)propanoic acid
• IUPAC Traditional name: rac-(2R)-2-amino-3-(2-fluorophenyl)propanoic acid; (2S)-2-amino-3-(2-fluorophenyl)propanoic acid
• Synonyms: 2-Fluoro-L-phenylalanine; 2-FLUORO-DL-PHENYLALANINE; H-Phe(2-F)-OH; o-Fluoro-L-phenylalanine; 2-Fluoro-L-phenylalanine; L-(2-Fluorophenyl)alanine; 2-Fluoro-L-phenylalanine; o-Fluoro-L-phenylalanine; 2-氟-L-苯丙氨酸; 2-氟-L-苯丙氨酸; L-2-氟苯丙氨酸

Database IDs

• CAS Number: 19883-78-4; 2629-55-2
• MDL Number: MFCD00066448
• Beilstein Number: 2805791
• PubChem SID: 24870852; 160971016
• PubChem CID: 716319

CALCULATED PROPERTIES

• Acid pKa: 1.8625205
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.0421606
• LogD (pH = 7.4): -1.0468075
• Log P: -1.0422349
• Molar Refractivity: 45.3327 cm^3
• Polarizability: 17.601854 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -14±1°, c = 1% in H2O

Safety Information

• Storage Warning: Harmful
• German water hazard class: 3
• TSCA Listed: false; 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥99.0% (sum of enantiomers, HPLC); 97%; 98%; 99+% (sum of enantiomers)
• Grade: puriss.
• Optical Purity: enantiomeric ratio: ≥99.5:0.5 (TLC)
• Empirical Formula (Hill Notation): C9H10FNO2