Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. 105-34-0, formula is C4H5NO2, Name is Methyl 2-cyanoacetate. Both routes are green in the sense that they do not generate stoichiometric amounts of salts. Application of C4H5NO2.
Li, Jing;Lear, Martin J.;Hayashi, Yujiro research published 《 Direct Cyclopropanation of α-Cyano β-Aryl Alkanes by Light-Mediated Single Electron Transfer Between Donor-Acceptor Pairs》, the research content is summarized as follows. The one-pot intermol. cyclopropanation of alkanes by redox active C1 units has remained unrealised. Herein, authors achieved this process simply by exposing β-aryl propionitriles and C1 radical precursors (N-oxy esters) to base and blue light. The overall process is redox-neutral and a photocatalyst, whether metal- or organic-based, is not required. Findings support that single electron transfer (SET) from the α-cyano carbanion of the propionitrile to the N-oxy ester is facilitated by blue-light via their electron donor-acceptor (EDA) complex. The α-cyano carbon radical thus formed can then lose a β-proton to form a π-resonance stabilized radical anion that preferentially couples at the benzylic β-position with a decarboxylated C1 radical unit. This new transition metal-free chem. tolerates both electron rich and electron deficient (hetero)aryl systems, even sulfide or alkene functionality, to afford a range of cis-aryl/cyano cyclopropanes bearing congested tetrasubstituted quaternary carbons.
105-34-0, Methyl cyanoacetate is an alkyl cyanoacetate ester.
Methyl cyanoacetate is the intermediate product in pharmaceutical organic synthesis as well as in the synthesis of some biologically active compounds used in agriculture. It undergoes calcite or fluorite catalyzed Knövenagel condensation with aromatic aldehydes, giving the corresponding arylidenemalononitriles and (E)-α -cyanocinnamic esters.
Methyl Cyanoacetate is often used as a nucleophile in the electrochemical oxidation of catechols. Methyl Cyanoacetate is also a reagent in the synthesis of Methyl 2-Amino-4-trifluoromethylthiophene-3-carboxylate (M287290); a compound used in the synthesis of DPP-IV inhibitors for treating type 2 diabetes., Application of C4H5NO2
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts