2-amino-4,4,4-trifluoro-3-(trifluoromethyl)butanoic acid

• ChemBase ID: 8841
• Molecular Formular: C5H5F6NO2
• Molecular Mass: 225.0891192
• Monoisotopic Mass: 225.02244773
• SMILES: C(N)(C(C(F)(F)F)C(F)(F)F)C(=O)O
• Canonical SMILES: OC(=O)C(C(C(F)(F)F)C(F)(F)F)N
• InChI: InChI=1S/C5H5F6NO2/c6-4(7,8)2(5(9,10)11)1(12)3(13)14/h1-2H,12H2,(H,13,14)
• InChIKey: KRNSHCKTGFAMPQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-4,4,4-trifluoro-3-(trifluoromethyl)butanoic acid
• IUPAC Traditional name: 2-amino-4,4,4-trifluoro-3-(trifluoromethyl)butanoic acid
• Synonyms: Hexafluoro-DL-valine; 4,4,4,4',4',4'-Hexafluoro-DL-valine; 2-Amino-4,4,4-trifluoro-3-(trifluoromethyl)butanoic acid; 2-Amino-4,4,4-trifluoro-3-(trifluoromethyl)butyric acid; 4,4,4,4',4',4'-Hexafluoro-DL-valine 97%; 4,4,4,4',4',4'-六氟-DL-缬氨酸

Database IDs

• CAS Number: 16063-80-2
• EC Number: 240-207-5
• MDL Number: MFCD00014349
• Beilstein Number: 2416649
• PubChem SID: 160972148
• PubChem CID: 85954

CALCULATED PROPERTIES

• Acid pKa: 0.74339753
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.5514526
• LogD (pH = 7.4): -1.5603529
• Log P: -1.5513872
• Molar Refractivity: 31.2063 cm^3
• Polarizability: 11.930862 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 204°C(dec); 204(dec.)°C; ca 204°C dec.

Safety Information

• Storage Warning: Irritant
• TSCA Listed: false; 否

Product Information

• Purity: 97%

DETAILS

Apollo Scientific Ltd - PC4810

J. Med. Chem., 30, 1097 (1987): Synthesis of fluorinated analogues of angiotensin II. Russ. Chem. Rev., 60, 850 (1991): A review of aliphatic fluorine-containing amino-acids.

REFERENCES

• Has been used in the synthesis of fluorinated analogues of angiotensin II: J. Med. Chem., 30, 1097 (1987).
• For a review of aliphatic fluorine-containing amino acids, see: Russ. Chem. Rev., 60, 850 (1991).