(2E)-4-(3-hydroxy-2-nitrophenyl)-4-oxobut-2-enoic acid

• ChemBase ID: 170610
• Molecular Formular: C10H7NO6
• Molecular Mass: 237.16568
• Monoisotopic Mass: 237.02733695
• SMILES: c1(cccc(c1[N+](=O)[O-])C(=O)/C=C/C(=O)O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)c1cccc(c1[N+](=O)[O-])O
• InChI: InChI=1S/C10H7NO6/c12-7(4-5-9(14)15)6-2-1-3-8(13)10(6)11(16)17/h1-5,13H,(H,14,15)/b5-4+
• InChIKey: SZTWXYIDDMYRFS-SNAWJCMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-4-(3-hydroxy-2-nitrophenyl)-4-oxobut-2-enoic acid
• IUPAC Traditional name: (2E)-4-(3-hydroxy-2-nitrophenyl)-4-oxobut-2-enoic acid
• Synonyms: (2E)-4-(3-Hydroxy-2-nitrophenyl)-4-oxo-2-butenoic Acid

Database IDs

• CAS Number: 224044-66-0
• PubChem SID: 164226520
• PubChem CID: 11831448

CALCULATED PROPERTIES

• Acid pKa: 2.3061917
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.8060247
• LogD (pH = 7.4): -3.5142446
• Log P: 1.3497436
• Molar Refractivity: 57.7297 cm^3
• Polarizability: 20.701029 Å^3
• Polar Surface Area: 120.42 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Yellow Semi Solid

DETAILS

Toronto Research Chemicals - H948620

Used in the preparation of human UV filters.

REFERENCES

• Manthey, M. et al.: J. Org. Chem. 64, 3930 (1999)