Abstract
The electrochemical study of β-chlorovinylaldehydes, namely, 4-chloro-3-formyl-2H (1)-benzopyran and β-chlorocinnamaldehyde was carried out in DMF in the presence of 0·1 M NBu4ClO4 as the supporting electrolyte. Both the depolarizers give three diffusionlimited polarographic waves and the corresponding cathodic peaks in cyclic voltammetry. Their microcoulometric data indicate a transfer of four-electrons (n app=4) in the electrode process. The macroscale controlled-potential electrolysis of the depolarizers afforded only blackish-brown tarry product. A mechanism is suggested for their reduction in DMF under polarographic conditions.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
Faulkner L R and Bard A J 1968J. Am. Chem. Soc. 90 6284
Julliard J 1977Pure Appl. Chem. 49 885
Mandell L, Day R A Jr, Johnston C and Faulkner J D 1976J. Org. Chem. 41 2611
Mandell L, Miller D and Day R A Jr 1971J. Org. Chem. 36 1683
Mandell L, Miller D and Day R A Jr 1976J. Org. Chem. 41 4087
Margaretha P and Tissot P 1977Helv. Chim. Acta 60 1472
Margaretha P and Tissot P 1978Electrochim. Acta 23 1049
Mellor J M, Pons B S and Stibbard J H A 1981J. Chem. Soc., Perkin Trans. I 3092
Miller L L and Rienka E 1969J. Org. Chem. 34 3359
Powell L A and Wightman R M 1981J. Electroanal. Chem. 117 321
Rene L and Royer R 1975Eur. J. Med. Chem. Chim. Ther. 10 72
Ryvolova-Kejharova A and Zuman P 1969J. Electroanal. Chem. 21 167
Saiganesh R, Balasubramanian K K and Venkatachalam C S 1989J. Electroanal. Chem. 262 221
Spritzer L and Zuman P 1981J. Electroanal. Chem. 126 21
Vadaszy R and Cover R E 1974J. Electroanal. Chem. 49 433
Wawzonek S and Gundersen A 1964J. Electrochem. Soc. 111 324
Weisenfels M and Schunge H 1966Z. Chim. 6 471
Zimmer J P, Richards J A, Turner J C and Evans D H 1971Anal. Chem. 43 1000
Zuman P 1967J. Polarograph. Soc. 13 53
Zuman P and Barnes D 1969Trans. Faraday Soc. 65 1668, 1681
Zuman P and Barnes D 1971J. Chem. Soc. (B) 1118
Zuman P and Michl J 1961Nature (London) 192 655
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Saiganesh, R., Balasubramanian, K.K. & Venkatachalam, C.S. Electrochemical investigations on β-chlorovinylaldehydes in aprotic media. Proc. Indian Acad. Sci. (Chem. Sci.) 101, 473–478 (1989). https://doi.org/10.1007/BF02880814
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF02880814