3-(2H-1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoic acid

• ChemBase ID: 77170
• Molecular Formular: C11H7NO4
• Molecular Mass: 217.17758
• Monoisotopic Mass: 217.03750771
• SMILES: O1c2c(ccc(c2)/C=C(/C#N)\C(=O)O)OC1
• Canonical SMILES: N#C/C(=C/c1ccc2c(c1)OCO2)/C(=O)O
• InChI: InChI=1S/C11H7NO4/c12-5-8(11(13)14)3-7-1-2-9-10(4-7)16-6-15-9/h1-4H,6H2,(H,13,14)
• InChIKey: LJKHUTHWDPAAIA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2H-1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoic acid
• IUPAC Traditional name: 3-(2H-1,3-benzodioxol-5-yl)-2-cyanoprop-2-enoic acid
• Synonyms: 3-(1,3-Benzodioxol-5yl)-2-cyanoacrylic acid

Database IDs

• CAS Number: 49711-55-9
• MDL Number: MFCD00759392
• PubChem SID: 162042044
• PubChem CID: 7040245

CALCULATED PROPERTIES

• Acid pKa: 2.652363
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.1949899
• LogD (pH = 7.4): -1.932782
• Log P: 1.5711783
• Molar Refractivity: 53.8804 cm^3
• Polarizability: 20.420584 Å^3
• Polar Surface Area: 79.55 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 170°C

Safety Information

• Storage Warning: Irritant