(2Z)-3-[(2-hydroxyethyl)carbamoyl]prop-2-enoic acid

• ChemBase ID: 170574
• Molecular Formular: C6H9NO4
• Molecular Mass: 159.13996
• Monoisotopic Mass: 159.05315777
• SMILES: C(=C\C(=O)NCCO)\C(=O)O
• Canonical SMILES: OCCNC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C6H9NO4/c8-4-3-7-5(9)1-2-6(10)11/h1-2,8H,3-4H2,(H,7,9)(H,10,11)/b2-1-
• InChIKey: YWZDWRATWVGEFU-UPHRSURJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-3-[(2-hydroxyethyl)carbamoyl]prop-2-enoic acid
• IUPAC Traditional name: (2Z)-3-[(2-hydroxyethyl)carbamoyl]prop-2-enoic acid
• Synonyms: Maleic Acid Monoethanolamide; N-(2-Hydroxyethyl)maleamic Acid

Database IDs

• CAS Number: 15519-86-5
• PubChem SID: 164226484
• PubChem CID: 5356394

CALCULATED PROPERTIES

• Acid pKa: 3.4321678
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -3.3735893
• LogD (pH = 7.4): -4.709536
• Log P: -1.3142829
• Molar Refractivity: 37.6182 cm^3
• Polarizability: 14.051604 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Methanol
• Apperance: Sticky Waxy Solid
• Melting Point: 75°C