ethyl 2-cyano(-13C)acetate

• ChemBase ID: 168480
• Molecular Formular: C5H7NO2
• Molecular Mass: 114.10723484
• Monoisotopic Mass: 114.05103331
• SMILES: N#[13C]CC(=O)OCC
• Canonical SMILES: CCOC(=O)C[13C]#N
• InChI: InChI=1S/C5H7NO2/c1-2-8-5(7)3-4-6/h2-3H2,1H3/i4+1
• InChIKey: ZIUSEGSNTOUIPT-AZXPZELESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 2-cyano(-^1^3C)acetate
• IUPAC Traditional name: ethyl 2-cyano(-^1^3C)acetate
• Synonyms: 2-Cyano-acetic Acid Ethyl Ester-13C; (Ethoxycarbonyl)acetonitrile-13C; Cyanoacetic Acid Ethyl Ester-13C; Cyanoacetic Ester-13C; Ethyl 2-Cyanoacetate-13C; Malonic Acid Ethyl Ester Nitrile-13C; NSC 8844-13C; Ethyl Cyanoacetate-3-13C

Database IDs

• CAS Number: 698387-41-6
• PubChem SID: 162262612
• PubChem CID: 71316554

CALCULATED PROPERTIES

• Acid pKa: 8.98093
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.22939026
• LogD (pH = 7.4): 0.2182929
• Log P: 0.22953361
• Molar Refractivity: 27.4848 cm^3
• Polarizability: 10.614262 Å^3
• Polar Surface Area: 50.09 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate
• Apperance: Colourless Oil

DETAILS

Toronto Research Chemicals - E905557

Reagent used in labelled pyrimidine and purine synthesis.

REFERENCES

• Das, S., et al.: J. Med. Chem., 52, 5937 (2009)
• Kim, K., et al.: Bioorg. Med. Chem. Lett., 19, 5225 (2009)