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

• ChemBase ID: 97191
• Molecular Formular: C9H10FNO2
• Molecular Mass: 183.1796032
• Monoisotopic Mass: 183.06955679
• SMILES: Fc1ccccc1CC(C(=O)O)N
• Canonical SMILES: OC(=O)C(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)
• InChIKey: NYCRCTMDYITATC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(2-fluorophenyl)propanoic acid
• IUPAC Traditional name: 2-amino-3-(2-fluorophenyl)propanoic acid
• Synonyms: o-Fluoro-DL-phenylalanine; H-DL-Phe(2-F)-OH; 2-Fluoro-DL-phenylalanine; 2-Fluoro-DL-phenylalanine 98%; o-FLUORO-DL-PHENYLALANINE MONOHYDRATE; DL-β-o-FLUOROPHENYLALANINE; 2-氟-DL-苯丙氨酸; 2-氟-DL-苯基丙胺酸

Database IDs

• CAS Number: 2629-55-2
• EC Number: 220-105-7
• MDL Number: MFCD00004271
• Beilstein Number: 3201186
• PubChem SID: 24870859; 162083803
• PubChem CID: 9465

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

• Melting Point: 243-246 °C(lit.); 243-246°C; ca 245°C dec.

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Harmful
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥95% (NT); ≥98%; ≥98% (HPLC); 98%; 99%
• Linear Formula: FC6H4CH2CH(NH2)COOH

DETAILS

MP Biomedicals - 05214617

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02102518

Crystalline
Monohydrate

Sigma Aldrich - 47300

Packaging
5 g in glass bottle
Application
Reactant involved in:
• Studying mechanism of P 450-mediated oxidation and rearrangement1
• Conversion of racemic α-arylalanines to (R)-β-arylalanines2
• Ribosomal translation of unnatural peptides3
• Synthesis of diisopropylpyridine acetamides for use as Kv1.5 potassium channel antagonists4
• Enantioselective hydrolysis of esters for resolution of nonprotein amino acids5

Sigma Aldrich - 219444

Application
Reactant involved in:
• Studying mechanism of P 450-mediated oxidation and rearrangement1
• Conversion of racemic α-arylalanines to (R)-β-arylalanines2
• Ribosomal translation of unnatural peptides3
• Synthesis of diisopropylpyridine acetamides for use as Kv1.5 potassium channel antagonists4
• Enantioselective hydrolysis of esters for resolution of nonprotein amino acids5