201404-26-4

Basic information

• Product Name: DIETHYL 2-(4-CYANOPHENYL)MALONATE
• Synonyms: DIETHYL 2-(4-CYANOPHENYL)MALONATE
• CAS NO: 201404-26-4
• Molecular Formula: C14H15NO4
• Molecular Weight: 261.2732
• Mol File: 201404-26-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 369.7 °C at 760 mmHg
• Flash Point: 161.7 °C
• Appearance: /
• Density: 1.17 g/cm³
• PKA: 10.29±0.59(Predicted)
• Water Solubility: at 25 deg C (mg/L): 187.1
• CAS DataBase Reference: DIETHYL 2-(4-CYANOPHENYL)MALONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL 2-(4-CYANOPHENYL)MALONATE(201404-26-4)
• EPA Substance Registry System: DIETHYL 2-(4-CYANOPHENYL)MALONATE(201404-26-4)

Safety Data

• Hazardous Substances Data: 201404-26-4(Hazardous Substances Data)

Upstream product

• 3058-39-7 4-iodobenzonitrile 
• 105-53-3 diethyl malonate 
• 623-00-7 4-bromobenzenecarbonitrile 

Relevant articles and documents

Room-temperature copper-catalyzed α-arylation of malonates

An effective method in targeting α-aryl malonates is reported. In the presence of a catalytic amount of 2-picolinic acid and Cul, the coupling of aryl iodides with diethyl malonate proceeds smoothly even at room temperature. The high levels of functional group compatibility and exceptionally mild reaction conditions offer this an attractive protocol in accessing a variety of arylated malonates.

Radical Addition Enables 1,2-Aryl Migration from a Vinyl-Substituted All-Carbon Quaternary Center

An efficient method for photocatalytic perfluoroalkylation of vinyl-substituted all-carbon quaternary centers involving 1,2-aryl migration has been developed. The rearrangement reactions use fac-Ir(ppy)3, visible light and commercially available fluoroalkyl halides and can generate valuable multisubstituted perfluoroalkylated compounds in a single step that would be challenging to prepare by other methods. Mechanistically, the photoinduced alkyl radical addition to an alkene leads to the migration of a vicinal aryl substituent from its adjacent all-carbon quaternary center with the concomitant generation of a C-radical bearing two electron-withdrawing groups that is further reduced by a hydrogen donor to complete the domino sequence.

Method for immobilizing CuI to catalyze active methylene compound arylation by adopting fixed bed microchannel reaction device

The invention discloses a method for immobilizing CuI to catalyze active methylene compound arylation by adopting a fixed bed microchannel reaction device. The method comprises the steps of (1) dissolving aryl halide ArX into a first organic solvent; (2) dissolving an active methylene compound, a nitrogen-oxygen polydentate ligand and organic alkali into a second organic solvent; (3) adding a solid catalyst copper iodide to a fixed bed microstructure reactor in the fixed bed microchannel reaction device; and (4) mixing the solution obtained in the step (1) and the solution obtained in the step (2) in a mixer of the microchannel reaction device, pumping the mixed solution into the fixed bed microstructure reactor obtained in the step (3), and collecting an outflow liquid after reaction. The used catalyst and ligand are low in price and easily available. Compared with the same type of reaction in the prior art, the method is short in reaction time and mild in reaction condition and has good application prospect.