Summary
-
1.
Vapor phase conversion of mesityl oxide and diacetone alcohol was studied over tricalcium phosphate.
-
2.
It was shown that like H+ and OH− ions, calcium phosphate selectively catalyzes the reaction of vapor phase hydrolytic cleavage of mesityl oxide into acetone.
-
3.
It was found that dealdolization of diacetone alcohol proceeds more completely and under more mild conditions over this catalyst than does the hydrolytic cleavage of mesityl oxide.
-
4.
The results of our work indicate that both in homogeneous catalysis and over a solid catalyst, the hydrolytic cleavage of mesityl oxide proceeds through a hydration step which limits the overall rate of the process.
Similar content being viewed by others
Literature cited
L. Kh. Freidlin, A. A. Balandin and G. A. Fridman, Bull. Acad. Sci. USSR, Div. Chem. 1958, 145.
L. Kh. Freidlin and A. M. Levit, Bull. Acad. Sci. USSR, Div. Chem. 1952, 163.
L. Kh. Freidlin and A. M. Levit, Bull. Acad. Sci. USSR,Div. Chem. 1951, 625.
A. Zangirolami, Ann. chim. applicata 24, 346 (1934).
S. H. McAllister, Wm. A. Bailey and C. M. Bouton, J. Amer. Chem. Soc. 62, 3210 (1940).
M. Ia. Kagan and V. B. Fal 'kovskii, Doklady Akad. Nauk SSSR No. 2, 131 (1947).
M. Ia. Kagan and R. I. Savachenko, J. Gen. Chem. (USSR) 19, 1089 (1949).
A. M. Levit and L. Kh. Freidlin, Zavodsk. Laborat. No. 2, 244 (1950).
V. I. Esafov, J. Gen. Chem. USSR, 9, 1841 (1939).
V. I. Esafov, J. Gen. Chem. USSR, 20, 1050 (1950).
L. Kh. Freidlin and V. Z. Sharf, Bull. Acad. Sci. USSR, Div. Chem. 1957, 512.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Freidlin, L.K., Sharf, V.Z. Hydrolytic cleavage of mesityl oxide and dealdolization of diacetone alcohol over tricalcium phosphate. Russ Chem Bull 7, 1220–1226 (1958). https://doi.org/10.1007/BF00914954
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00914954