Methyl cyanoacetate

• CAS: 105-34-0
• Catalog Number: ACM105340
• Category: Other Products
• Molecular Weight: 99.09g/mol
• Molecular Formula: C4H5NO2
• Description: Liquid
• IUPAC Name: methyl 2-cyanoacetate
• Canonical SMILES: COC(=O)CC#N
• InChI: InChI=1S/C4H5NO2/c1-7-4(6)2-3-5/h2H2,1H3
• InChI Key: ANGDWNBGPBMQHW-UHFFFAOYSA-N
• Boiling Point: 200.5 °C
• Melting Point: -22.5 °C
• Application: Methyl cyanoacetate serves as a versatile intermediate in both pharmaceutical and agricultural synthesis, particularly for biologically active compounds. It plays a critical role in the preparation of α-cyanoacrylate, malononitrile, and 1,1-cyclohexanediacetic acid dyes. This clear, colorless to slightly yellow liquid is widely applied as a UV absorber and stabilizer, as well as an intermediate for pharmaceuticals. Moreover, it acts as a nucleophile in the electrochemical oxidation of catechols and is integral to synthesizing various 1,2,5-tricarbonyl compounds. In the pharmaceutical domain, methyl cyanoacetate is crucial in producing compounds like Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate, utilized in developing DPP-IV inhibitors for type-2 diabetes treatment.
• Complexity: 110
• Covalently-Bonded Unit Count: 1
• EC Number: 203-288-8
• Exact Mass: 99.032028g/mol
• Formal Charge: 0
• H-Bond Acceptor: 3
• H-Bond Donor: 0
• Heavy Atom Count: 7
• LogP: -0.47 (LogP)
• Monoisotopic Mass: 99.032028g/mol
• NSC Number: 68507;3113
• Rotatable Bond Count: 2
• UNII: A28RI36V30
• Vapor Pressure: 0.14 mmHg
• XLogP3: -0.5