(9-ANTHRYLMETHYLENE)MALONONITRILE Chemical Properties

storage temp. 

2-8°C

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

(9-ANTHRYLMETHYLENE)MALONONITRILE Usage And Synthesis

Synthesis

GENERAL METHODS: A mixture of 9-anthracenecarboxaldehyde (10.0 mmol), malononitrile (11.0 mmol) and pyridine (10.0 mmol) was stirred for 6 hours at 95 °C. The reaction process was monitored by thin layer chromatography (TLC). After completion of the reaction, water (10 mL) was added to the reaction mixture and extracted with dichloromethane (3 x 10 mL). The organic layers were combined and dried with anhydrous sodium sulfate, followed by evaporation of the solvent under vacuum. The crude product was purified by column chromatography using hexane as eluent, resulting in (9-anthracenemethylene)malononitrile (1a-m), which was structurally characterized.

References

[1] Journal of Chemical Research, 2012, vol. 36, # 6, p. 328 - 332
[2] Journal of the Chinese Chemical Society, 2013, vol. 60, # 1, p. 35 - 44
[3] Synthetic Communications, 2018, vol. 48, # 17, p. 2169 - 2176
[4] Journal of the American Chemical Society, 2017, vol. 139, # 14, p. 4995 - 4998
[5] Journal of the American Chemical Society, 2008, vol. 130, # 12, p. 3937 - 3941

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