Methyl nitroacetate is used in the synthesis of aromatic and heteroaromatic linear (E)-alfa-nitro-arylpentenoates. It is also used to prepare phenyliodonium ylide. Further, it is utilized in the highly enantioselective and diastereoselective copper(I)-catalyzed cyclopropanation of alkenes. In addition to this, it is employed in the production of methyl (Z)-2-nitro-3-(4-nitrophenyl)-2-propenoate through reaction with 4-nitrobenzylideneaniline.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Methyl nitroacetate is used in the synthesis of aromatic and heteroaromatic linear (E)-alfa-nitro-arylpentenoates. It is also used to prepare phenyliodonium ylide. Further, it is utilized in the highly enantioselective and diastereoselective copper(I)-catalyzed cyclopropanation of alkenes. In addition to this, it is employed in the production of methyl (Z)-2-nitro-3-(4-nitrophenyl)-2-propenoate through reaction with 4-nitrobenzylideneaniline.
Solubility
Miscible with ethanol, ether and most organic solvents.
Notes
Light sensitive. Incompatible withstrong bases.
RUO – Research Use Only
General References:
- Hoffmann, R. C.; Schneider, J. J. Synergistic and Antagonistic Ligand Effects in the Transformation of Silver Compounds of Keto- and Cyano-Functionalised Oximates and Nitronates: A Systematic Study Using Thermal Analysis. Eur. J. Inorg. Chem. 2015, 2015 (25), 4254-4259.
- Afreh, I.; Wujcik, E. K.; Blasdel, N.; Sauer, B.; Kaya, S.; Duirk, S.; Monty, C. N. Detection of halogenated organics by their inhibitory action in a catalytic reaction between dimethyl acetylenedicarboxylate and 2-methyl-4-nitroaniline. J. Anal. Chem. 2015, 70 (7), 825-830.