methyl (2E)-4-(3-hydroxy-2-nitrophenyl)-4-oxobut-2-enoate

• ChemBase ID: 170609
• Molecular Formular: C11H9NO6
• Molecular Mass: 251.19226
• Monoisotopic Mass: 251.04298701
• SMILES: c1(cccc(c1[N+](=O)[O-])C(=O)/C=C/C(=O)OC)O
• Canonical SMILES: [O-][N+](=O)c1c(cccc1O)C(=O)/C=C/C(=O)OC
• InChI: InChI=1S/C11H9NO6/c1-18-10(15)6-5-8(13)7-3-2-4-9(14)11(7)12(16)17/h2-6,14H,1H3/b6-5+
• InChIKey: HNATUFITVBWQHT-AATRIKPKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2E)-4-(3-hydroxy-2-nitrophenyl)-4-oxobut-2-enoate
• IUPAC Traditional name: methyl (2E)-4-(3-hydroxy-2-nitrophenyl)-4-oxobut-2-enoate
• Synonyms: (2E)-4-(3-Hydroxy-2-nitrophenyl)-4-oxo-2-butenoic Acid Methyl Ester

Database IDs

• CAS Number: 224044-67-1
• PubChem SID: 164226519
• PubChem CID: 10800718

CALCULATED PROPERTIES

• Acid pKa: 5.9613595
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.6015389
• LogD (pH = 7.4): 0.38030702
• Log P: 1.728971
• Molar Refractivity: 62.4988 cm^3
• Polarizability: 22.746407 Å^3
• Polar Surface Area: 109.42 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetonitrile; Chloroform
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - H948615

Used in the preparation of human UV filters.

REFERENCES

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