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1,1-Dicyanovinyl-2-ferrocene

Chemistry Department, Faculty of Science, King Abdul-Aziz University, Jeddah 21413, P.O. Box 9028, Saudi Arabia
Molbank 2005, 2005(1), M403; https://doi.org/10.3390/M403
Submission received: 14 April 2004 / Accepted: 15 April 2004 / Published: 1 July 2005
Molbank 2005 m403 i001
To a refluxed solution of ferrocenecarboxaldehyde 1 (2.14g, 0.01 mol) and malononitrile 2 (0.66g, 0.01 mmol) in ethanol (25 ml), Piperidine (1 ml) was added. After the addition, the solution became darker and the reflux was continued for six hours, then the solution was left to cool to room temperature and the products were precipitated. The precipitates were filter and washed with cold water and finally with ethanol, dried and recrystallized from ethanol to give the title compound 3. Deep red crystal (1.31g, 50%).
Melting point: 231-233 °C (uncorrected).
UV (EtOH; λmax nm; ε dm3.mol-1.cm-1): 345 (16376); 395 (4945); 521 (4913).
IR (KBr, cm-1): 2185, 2170 (CN); 1630 (C=C); 1101, 992, 814.
1H-NMR (400 MHz; CDCl3): δ= 7.70 (s, 1H, -CH=C); 5.01 (broad s, 2H, H-2, H4, H-5); 4.85 (broad s, 2H, H-2, H3, H-4); 4.33 (s, 5H, C5H5).
Elemental Analysis: Calculated for C14H10N2Fe (262.16): C 64.18%; H 3.82%; N 10.68%; Found; C 64.06%; H 4.01%; N 10.49%.

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

References

  1. Barlow, S.; Bunting, H. E.; Ringham, C.; Green, J. C.; Bublitz, G. U.; Boxer, S. G.; Perry, J. W.; Marder, S. R. J. Am. Chem. Soc. 1999, 121, 3715–3718.
  2. Asiri, A. M. Appl. Organometal. Chem. 2001, 15, 907–915.

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MDPI and ACS Style

Asiri, A.M. 1,1-Dicyanovinyl-2-ferrocene. Molbank 2005, 2005, M403. https://doi.org/10.3390/M403

AMA Style

Asiri AM. 1,1-Dicyanovinyl-2-ferrocene. Molbank. 2005; 2005(1):M403. https://doi.org/10.3390/M403

Chicago/Turabian Style

Asiri, Abdullah Mohamed. 2005. "1,1-Dicyanovinyl-2-ferrocene" Molbank 2005, no. 1: M403. https://doi.org/10.3390/M403

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