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. SDS of cas: 105-34-0.
Bitai, Jacqueline;Nimmo, Alastair J.;Slawin, Alexandra M. Z.;Smith, Andrew D. research published 《 Cooperative Palladium/Isothiourea Catalyzed Enantioselective Formal (3+2) Cycloaddition of Vinylcyclopropanes and α,β-Unsaturated Esters》, the research content is summarized as follows. A protocol for the enantioselective synthesis of substituted vinylcyclopentanes I (R1 = CN, 1,3-dioxo-2,3-dihydro-1H-inden-2-yl, CO2CH3, CO2CH2F, etc.; R2 = CF3, CO2CH2CH3, (pyrrolidin-1-yl)carbonyl, etc.) has been realized using cooperative palladium and isothiourea catalysis. Treatment of vinylcyclopropanes with Pd(PPh3)4 generates a zwitterionic Π-allyl palladium intermediate that intercepts a catalytically generated α,β-unsaturated acyl ammonium species prepared from the corresponding α,β-unsaturated para-nitrophenyl ester and the isothiourea (R)-BTM. Intermol. formal (3+2) cycloaddition between these reactive intermediates generates functionalized cyclopentanes in generally good yields and excellent diastereo- and enantiocontrol (up to > 95 : 5 dr, 97 : 3 er), with the use of LiCl as an additive proving essential for optimal stereocontrol. To the best of knowledge a dual transition metal/organocatalytic process involving α,β-unsaturated acyl ammonium intermediates has not been demonstrated previously.
SDS of cas: 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., 105-34-0.
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts