Skip to main content
SpringerLink
Log in

Molecular and crystal structure of (E)-4-chloro-N-(3,4-dimethoxybenzylidene)aniline

  • Published:
Journal of Structural Chemistry Aims and scope Submit manuscript

Abstract

The reaction of 3,4-dimethoxybenzaldehyde with 4-chloroaniline (1:1 molar ration) leads to the formation of a new Schiff base (E)-4-chloro-N-(3,4-dimethoxybenzylidene)aniline (1) that is successfully obtained and characterized by elemental analyses, FT-IR and 1H NMR spectroscopy, and single crystal X-ray diffraction. The strong absorption band at 1620 cm−1 in the FT-IR spectrum and a singlet signal at 8.32 ppm in the 1H NMR spectrum of 1 clearly proves the presence of the C=N (azomethine) group. Single crystal X-ray analyses reveal that the title compound adopts an E configuration with respect to the C=N bond.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. H. J. Ravindra, W. T. A. Harrison, M. R. Suresh Kumar, and S. M. Dharmaprakash, J. Cryst. Growth., 311, 310–315 (2009).

    Article  CAS  Google Scholar 

  2. H. J. Ravindra, A. John Kiran, S. R. Nooji, et al., J. Cryst. Growth., 310, 2543–2549 (2008).

    Article  CAS  Google Scholar 

  3. M. S. Karthikeyan, D. J. Prasad, B. Boojary, et al., Bioorg & Med. Chem., 14, 7482–7489 (2006).

    Article  CAS  Google Scholar 

  4. D. Sriram, P. Yogeeswari, N. S. Myneedu, and V. Saraswat, Bioorg & Med. Chem. Lett., 16, 2127–2129 (2006).

    Article  CAS  Google Scholar 

  5. Y.-Z. Xiong, F.-E. Chen, J. Balzarini, et al., Eur. J. Med. Chem., 43, 1230–1236 (2006).

    Article  Google Scholar 

  6. M. Behpour, S. M. Ghoreishi, N. Soltani, and M. Salavati-Niasari, Coor. Sci., 51, 1073–1082 (2009).

    Article  CAS  Google Scholar 

  7. E. Naderi, A. H. Jafari, M. Ehteshamzadeh, and M. G. Hosseini, Mat. Chem. Phys., 115, 852–858 (2009).

    Article  CAS  Google Scholar 

  8. E. Bayol, T. Gurten, A. A. Gurten, and M. Erbil, Mat. Chem. Phys., 112, 624–630 (2008).

    Article  CAS  Google Scholar 

  9. K. C. Emregul and O. Atakol, Mat. Chem. Phys., 83, 373–379 (2004).

    Article  CAS  Google Scholar 

  10. A. D. Khalaji, J. Asghari, K. Fejfarova, and M. Dusek, Acta Crystallogr., E65, o253 (2009).

    Google Scholar 

  11. A. D. Khalaji and J. Simpson, Acta Crystallogr., E65, o362 (2009).

    CAS  Google Scholar 

  12. A. D. Khalaji, M. Weil, K. Gotoh, and H. Ishida, Acta Crystallogr., E65, o436 (2009).

    CAS  Google Scholar 

  13. A. D. Khalaji and J. Simpson, Acta Crystallogr., E65, o553 (2009).

    CAS  Google Scholar 

  14. M. C. Burla, M. Camalli, B. Carrozzini, et al., SIR2002: the Program, J. Appl. Crystallogr., 36, 1103 (2003).

    Article  CAS  Google Scholar 

  15. V. Petricek, M. Dusek, and L. Palatinus, Jana2006, Structure Determination Software Programs, Institute of Physics, Praha, Czech Republic (2008).

    Google Scholar 

  16. L. J. Farrugia, Appl. Crystallogr., 30, 565 (1970).

    Article  Google Scholar 

  17. S. L. Price, A. J. Stone, J. Lucas, et al., J. Am. Chem. Sol., 116, 4910–4918 (1994).

    Article  CAS  Google Scholar 

  18. F. H. Allen, Acta Crystallogr., B58, 380–388 (2002).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Golestan University, Gorgan, Iran

    A. D. Khalaji

  2. Institute of Physics of the ASCR, v.v.i., Na Slovance 2, 182 21, Prague 8, Czech Republic

    K. Fejfarova & M. Dusek

Authors
  1. A. D. Khalaji
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. K. Fejfarova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. M. Dusek
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. D. Khalaji.

Additional information

Original Russian Text Copyright © 2011 by A. D. Khalaji, K. Fejfarova, and M. Dusek

The text was submitted by the authors in English. Zhurnal Strukturnoi Khimii, Vol. 52, No. 4, pp. 854–859, July–August, 2011.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Khalaji, A.D., Fejfarova, K. & Dusek, M. Molecular and crystal structure of (E)-4-chloro-N-(3,4-dimethoxybenzylidene)aniline. J Struct Chem 52, 835–840 (2011). https://doi.org/10.1134/S0022476611040329

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S0022476611040329

Keywords

Search

Navigation