Abstract
The factors (concentration of citral, composition of the solvent, AcOH ∶ citral ratio) affecting electrochemical hydrogenation of citral at an annealed copper cathode have been determined. The highest total yield (94 %) of the alcohols (nerol, geraniol, citronellol) with a considerable predominance of the latter is achieved at 40 % DMF in water, citral concentration 0.02M, and AcOH ∶ citral ratio=10∶1. The transition to purely organic or purely aqueous media leads to a decrease in both the total yield of the alcohols and the selectivity of the process.
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L. M. Korotaeva, T. Ya. Rubinskaya, and V. P. Gul'tyai,Izv. Akad. Nauk., Ser. Khim., 1993, 1915 [Russ. Chem. Bull., 1993,42, 1830 (Engl. Transl.)].
V. P. Gul'tyai and L. M. Korotaeva,Izv. Akad. Nauk. SSSR, Ser. Khim. 1982, 165 [Russ. Chem. Bull., 1982,31, 156 (Engl. Transl.)].
M. M. Baizer,J. Electrochem. Soc., 1964,111, 2153.
L. G. Feoktistov, A. P. Tomilov, and I. G. Sevastyanova,Electrochimiya, 1965,1, 1300 [Sov. Electrochem., 1965,1 (Engl. Transl.)].
Yu. D. Smirnov, A. P. Tomilov, and L. I. Saltykova,Zhurn. Prikl. Khimii, 1970,43, 1620 [J. Appl. Chem., 1970,43 (Engl. Transl.)].
J. C. Johnston, J. D. Faulkner, L. Mandell, and R. A. Day,J. Org. Chem., 1976,41, 2611.
I. V. Kirilyus,Elektrokataliticheskoe gidrirovanie organicheskikh soedinenii [Electrocatalytic Hydrogenation of Organic Compounds (in Russian)], Nauka, KazSSR, Alma-Ata, 1990.
O. Ya. Samoilov,Struktura vodnykh rastvorov elektrolitov i gidratatsiya ionov [The Structure of Aqueous Solutions of Electrolytes and the Hydration of Ions], AN SSSR Pub., Moscow, 1957 (in Russian).
A. I. Mishustin and Yu. M. Kessler,Zhurn. Strukt. Khimii, 1974,15, 205 [J. Struct. Chem., 1974,15 (Engl. Transl.)].
E. Blomgren, J. O. M. Bocris, and C. Jesch,J. Phys. Chem. 1961,65, 2000.
B. B. Damaskin, O. A. Petrii, and V. V. Batrakov,Adsorbtsiya organicheskikh soedinenii na elektrodakh [Adsorption of Organic Compounds on Electrodes], Nauka, Moscow, 1968 (in Russian).
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For Part 1, see Ref. l
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 1919–1923, November, 1993.
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Rubinskaya, T.Y., Korotayeva, L.M. & Gul'tyai, V.P. Electrochemical hydrogenation of citral. Russ Chem Bull 42, 1835–1838 (1993). https://doi.org/10.1007/BF00698998
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DOI: https://doi.org/10.1007/BF00698998