Next Article in Journal
1,1-Dicyanovinyl-2-ferrocene
Previous Article in Journal
Synthesis of 4-tert-butyl-2-(thiomorpholin-4-ylmethyl)phenol, and 4-tert-butyl-2,6-bis(thiomorpholin-4-ylmethyl)phenol
 
 
Font Type:
Arial Georgia Verdana
Font Size:
Aa Aa Aa
Line Spacing:
Column Width:
Background:
Short Note

5-Ferrocnylidene(1,3-diethylthiobarbituric acid)

Chemistry Department, Faculty of Science, King Abdul-Aziz University, Jeddah 21413, P.O. Box 9028, Saudi Arabia
Molbank 2005, 2005(1), M402; https://doi.org/10.3390/M402
Submission received: 8 April 2004 / Accepted: 20 April 2004 / Published: 1 July 2005
There is considerable interest in the synthesis of new materials with large second-order optical non-linearity because of their potential applications in optical data storage, telecommunications and optical signals processing 1-4. First and second hyperpolarizability can be observed with molecules which possess an electron donor and acceptor groups connected by a conjugated Π-electron bridge which allow the possibility of intramolecular charge transfer 5-6.
Molbank 2005 m402 i001
To a refluxed solution of ferrocenecarboxaldehyde 1 (2.0g, 9.34 mmol) and N,N-diethylthiobarbituric acid 2 (1.87g, 9.34 mmol) in ethanol (50 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 product 3 was precipitated. The precipitates were filter and washed with cold water and finally with ethanol, dried and recrystallized from ethanol. Deep blue crystal (3g, 81.01%).
Melting point: 164-166 оC (uncorrected).
UV (EtOH; λmax nm; ε (dm3.mol-1.cm-1): 374 (16521); 575 (3700).
IR (KBr, cm-1): 1680, 1660 (C=O); 1620 (C=C); 1115 (C=S); 1101, 992, 809.
1H-NMR (400 MHz; CDCl3): δ= 8.46 (1H, s, -CH=C); 5.36 (2H, broad s, H-2, H4, H-5); 4.97 (2H, broad s, H-2, H3, H-4); 4.31 (5H, s, C5H5); 4.31 (4H, q, CH2N); 1.32 (6H, t, CH3CH2N).
Elemental Analysis: Calculated for C19H20N2O2SFe (396.19): C, 57.57%; H, 5.05%; N, 7.07%: Found; C, 57.36%; H, 4.88%; N, 7.14%

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

References

  1. Boyd, R. W. Nonlinear Optics; academic Press: New York, 1992. [Google Scholar]
  2. Marder, S. R.; Beratan, D. N.; Cheng, L. T. Science 1991, 103, 252.
  3. Eaton, D. F. Science 1991, 281, 253.
  4. Staring, E. G. Recl. Trav. Chim. Pas-Bas. 1991, 492, 110.
  5. Derik, C. W.; Wagniere, R. J. J. Am. Chem. Soc. 1986, 108, 5387. [PubMed]

Share and Cite

MDPI and ACS Style

Asiri, A.M. 5-Ferrocnylidene(1,3-diethylthiobarbituric acid). Molbank 2005, 2005, M402. https://doi.org/10.3390/M402

AMA Style

Asiri AM. 5-Ferrocnylidene(1,3-diethylthiobarbituric acid). Molbank. 2005; 2005(1):M402. https://doi.org/10.3390/M402

Chicago/Turabian Style

Asiri, Abdullah Mohamed. 2005. "5-Ferrocnylidene(1,3-diethylthiobarbituric acid)" Molbank 2005, no. 1: M402. https://doi.org/10.3390/M402

Note that from the first issue of 2016, this journal uses article numbers instead of page numbers. See further details here.

Article Metrics

Back to TopTop