ethyl (2Z)-2-cyano-3-methylpent-2-enoate

• ChemBase ID: 165141
• Molecular Formular: C9H13NO2
• Molecular Mass: 167.20502
• Monoisotopic Mass: 167.09462866
• SMILES: C(=C(\C(=O)OCC)/C#N)(\CC)/C
• Canonical SMILES: CCOC(=O)/C(=C(\CC)/C)/C#N
• InChI: InChI=1S/C9H13NO2/c1-4-7(3)8(6-10)9(11)12-5-2/h4-5H2,1-3H3/b8-7-
• InChIKey: WBPLDHMXQALQAT-FPLPWBNLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (2Z)-2-cyano-3-methylpent-2-enoate
• IUPAC Traditional name: ethyl (2Z)-2-cyano-3-methylpent-2-enoate
• Synonyms: (E/Z)-Ethyl 2-Cyano-3-methyl-2-pentenoate; NSC 67978; (E/Z)-2-Cyano-3-methyl-2-pentenoic Acid Ethyl Ester

Database IDs

• CAS Number: 759-51-3
• PubChem SID: 162259274
• PubChem CID: 6309073

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.1554062
• LogD (pH = 7.4): 2.1554062
• Log P: 2.1554062
• Molar Refractivity: 46.4192 cm^3
• Polarizability: 17.681908 Å^3
• Polar Surface Area: 50.09 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - C987530

Intermediate in the preparation of Ethosuximide.

REFERENCES

• Murray, W., et al.: Bioorg. Med. Chem. Lett., 3, 785 (1993)
• Schoen, U., et al.: J. Med. Chem., 41, 318 (1993)