(2E)-4-oxo-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)but-2-enoic acid

• ChemBase ID: 40848
• Molecular Formular: C12H9NO5
• Molecular Mass: 247.20356
• Monoisotopic Mass: 247.04807239
• SMILES: N1c2cc(C(=O)/C=C/C(=O)O)ccc2OCC1=O
• Canonical SMILES: O=C1COc2c(N1)cc(cc2)C(=O)/C=C/C(=O)O
• InChI: InChI=1S/C12H9NO5/c14-9(2-4-12(16)17)7-1-3-10-8(5-7)13-11(15)6-18-10/h1-5H,6H2,(H,13,15)(H,16,17)/b4-2+
• InChIKey: PKUSHMFPTILMCD-DUXPYHPUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-4-oxo-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)but-2-enoic acid
• IUPAC Traditional name: (2E)-4-oxo-4-(3-oxo-2,4-dihydro-1,4-benzoxazin-6-yl)but-2-enoic acid
• Synonyms: 4-Oxo-4-(3-oxo-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-2-butenoic acid

Database IDs

• CAS Number: 26518-87-6
• MDL Number: MFCD03012225
• PubChem SID: 162045611
• PubChem CID: 1472691

CALCULATED PROPERTIES

• Acid pKa: 2.7818265
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -2.1619473
• LogD (pH = 7.4): -3.0007825
• Log P: 0.49469283
• Molar Refractivity: 63.1912 cm^3
• Polarizability: 22.962349 Å^3
• Polar Surface Area: 92.7 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 268 - 269 °C; 268-269°C

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Purity: > 95%; >95%