Dipole moments of some derivatives ofpara-xylene—A possible intramolecular hydrogen bonding

  • S. V. Anantakrishnan
  • D. Setu Rao


The dipole moments of mono- and disubstitutedpara-xylene derivatives have been measured in benzene and other solvents. The results show clearly that there is interaction between methyl hydrogen atoms and the substituents in the position ortho to the methyl. A comparison with mesitylene and durene derivatives indicates the need to consider also the symmetry of the molecules and the uncertainties of atomic polarsation in a full understanding of the question.


Dipole Moment Mesitylene Benzene Derivative Anhydrous Calcium Chloride Lone Pair Orbital 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    Anantakrishnan, S. V. and Setu Rao, D.Curr. Sci., 1960,29, 51.Google Scholar
  2. 2.
    Bell and Buck ..J.C.S., 1956, 1890.Google Scholar
  3. 3.
    Böttcher, C. J. F. ..Dielectric Polarisation, (Elsevier), 1952.Google Scholar
  4. 4.
    Chen, J. H. and Petrakaus, A. A.J. Chem. Phys., 1959,30, 304.CrossRefGoogle Scholar
  5. 5.
    Coulson, C. A. .. InHydrogen Bonding, Ed. by Hadzi, Pergamon, 1959, p. 341.Google Scholar
  6. 6.
    Crawford, M. and Stewart, F. H. C.Trans. Farad. Soc., 1953,49, 752.CrossRefGoogle Scholar
  7. 7.
    Horning .. InOrganic Solvents, Ed. by Weissberger, Interscience, 1955.Google Scholar
  8. 8.
    Jen Yuan Chein..J. Chem. Educ., 1947,24, 494.CrossRefGoogle Scholar
  9. 9.
    Marzin..J. Prakt Chem., 1933,138, 103.CrossRefGoogle Scholar
  10. 10.
    Paoloni, L...J.A.C.S., 1958,80, 3879.CrossRefGoogle Scholar
  11. 11.
    Smith, J. W. ..Electric Dipole Moments, Butterworths, 1955, p. 46.Google Scholar
  12. 12.
    ----- ..Ibid., 1955, p. 218.Google Scholar
  13. 13.
    Smyth, C. P. ..Dielectric Behaviour and Structure, Reinhold, 1955.Google Scholar
  14. 14.
    Sutton, L. E. ..J.C.S., 1938, 1269.Google Scholar
  15. 15.
    —— and Hampson, G. C.Trans. Farad. Soc., 1935,31, 945.CrossRefGoogle Scholar
  16. 16.
    Szasz, G. J...J. Chem. Phys., 1955,23, 2449.CrossRefGoogle Scholar
  17. 17.
    Varma, P. S...J. Ind. Chem. Soc., 1926,3, 291, 342.Google Scholar
  18. 18.
    —————.. Ibid., 1935,12, 343.Google Scholar
  19. 19.
    Wahl..Ann. Chem., 1936,5, 13.Google Scholar
  20. 20.
    Zanker, V. and Wittwer, A. InHydrogen Bonding, Ed. by Hadzi, Pergamon, 1955, p. 286.Google Scholar

Copyright information

© Indian Academy of Sciences 1964

Authors and Affiliations

  • S. V. Anantakrishnan
    • 1
  • D. Setu Rao
    • 1
  1. 1.Department of ChemistryMadras Christian CollegeTambaram, Madras 45

Personalised recommendations