(2Z)-N-benzyl-4-chloro-2-cyano-3-hydroxybut-2-enamide

• ChemBase ID: 231389
• Molecular Formular: C12H11ClN2O2
• Molecular Mass: 250.68094
• Monoisotopic Mass: 250.05090528
• SMILES: C(=C(\O)/CCl)(\C(=O)NCc1ccccc1)/C#N
• Canonical SMILES: ClC/C(=C(/C(=O)NCc1ccccc1)\C#N)/O
• InChI: InChI=1S/C12H11ClN2O2/c13-6-11(16)10(7-14)12(17)15-8-9-4-2-1-3-5-9/h1-5,16H,6,8H2,(H,15,17)/b11-10-
• InChIKey: JBFRVQOQOZWHCF-KHPPLWFESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z)-N-benzyl-4-chloro-2-cyano-3-hydroxybut-2-enamide
• IUPAC Traditional name: (2Z)-N-benzyl-4-chloro-2-cyano-3-hydroxybut-2-enamide
• Synonyms: 4-Chloro-2-cyano-3-hydroxy-but-2-enoic acid benzylamide

Database IDs

• MDL Number: MFCD03980982
• PubChem SID: 164287299
• PubChem CID: 54684005

CALCULATED PROPERTIES

• Acid pKa: 6.6285224
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.2453357
• LogD (pH = 7.4): 0.4795953
• Log P: 1.2756213
• Molar Refractivity: 66.068 cm^3
• Polarizability: 24.66544 Å^3
• Polar Surface Area: 73.12 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 102 - 104°C
• Hydrophobicity(logP): 0.927

Product Information

• Purity: 95%