Skip to main content
SpringerLink
Log in

Mechanism of the cross Cannizzaro reaction of 2, 4-dimethoxybenzaldehyde with formaldehyde in aqueous KOH solutions

  • Physical Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The kinetics of the cross Cannizzaro reaction of 2,4-dimethoxybenzaldehyde (DMBA) with formaldehyde (FA) in aqueous KOH solutions in the range of concentrations 4.89–36.3% was studied spectrophotometrically.

  2. 2.

    The formation of the reaction products occurs by two parallel pathways through activated complexes of an un-ionized DMBA molecule and a doubly ionized form of FA with the hydroxide cation and without it.

  3. 3.

    The ratios of the constants characterizing the reactivity of the redox pair DMBA-FA without assistance of the cation and with its assistance, as well as the equilibrium constants of the reactions of formation of the singly ionized form of both aldehydes, were determined.

  4. 4.

    Electrophilic assistance of the cations of the hydroxide is confirmed by experiments with additions of the salt KCl to aqueous KOH solutions.

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

Literature cited

  1. G. G. Bikbaeva, I. S. Kislina, and M. I. Vinnik, Izv. Akad. Nauk SSSR, Ser. Khim., 2440 (1974).

  2. G. G. Bikbaeva, I. S. Kislina, and M. I. Vinnik, Izv. Akad. Nauk SSSR, Ser. Khim., 2708 (1974).

  3. M. I. Vinnik and Y. V. Moiseev (Moiseyev), Tetrahedron,19, 1441 (1963).

    Google Scholar 

  4. I. S. Kislina and M. I. Vinnik, Kinetika i Kataliz,14, 1134 (1973).

    Google Scholar 

  5. Tables for Identification of Organic Compounds, Ohio, USA (1960), p. 78.

  6. A. Kh. Pochikyan and M. I. Vinnik, Izv. Akad. Nauk SSSR, Ser. Khim., 1217 (1971).

  7. N. S. Enikolopyan, L. P. Bobrova, and V. S. Korsakov, Vysokomolekul. Soed.,5, 1653 (1963).

    Google Scholar 

  8. J. F. Walker, Formaldehyde, Reinhold.

  9. Yu. V. Karyakin, Pure Chemical Reagents [in Russian], Goskhimizdat, Moscow-Leningrad (1947), p. 205.

    Google Scholar 

  10. R. A. Robinson and R. M. Stokes, Trans. Faraday Soc.,45, 612 (1949).

    Google Scholar 

  11. E. Shibata, I. Kobayachi, and S. Fukinawa, J. Chem. Soc., Japan,52, 404 (1931).

    Google Scholar 

  12. R. Bell, New Problems of Physical Organic Chemistry [Russian translation], Mir (1969), p. 236.

  13. R. P. Bell and O. P. Onwood, Trans. Faraday Soc.,58, 1557 (1962).

    Google Scholar 

  14. G. Yagil, J. Phys. Chem.,71, 1045 (1967).

    Google Scholar 

  15. The Chemists' Handbook [in Russian], Vol. 3, Khimiya, Moscow-Leningrad (1964), p. 599

Download references

Author information

Authors and Affiliations

  1. Institute of Chemical Physics, Academy of Sciences of the USSR, Moscow

    G. G. Bikbaeva, I. S. Kislina & M. I. Vinnik

Authors
  1. G. G. Bikbaeva
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. I. S. Kislina
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. M. I. Vinnik
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 1980–1985, September, 1975.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Bikbaeva, G.G., Kislina, I.S. & Vinnik, M.I. Mechanism of the cross Cannizzaro reaction of 2, 4-dimethoxybenzaldehyde with formaldehyde in aqueous KOH solutions. Russ Chem Bull 24, 1861–1865 (1975). https://doi.org/10.1007/BF00930152

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00930152

Keywords

Search

Navigation