Abstract
Fullerite with cavities containing dichlorobenzene (DCB) and isopropyl alcohol (IPA) molecules was prepared by the addition of IPA to a solution of fullerene C60 in DCB. On heating in vacuo fullerite evolves IPA, and the temperature increase to 200—350 °C results in the evolution of acetone. No products of DCB conversion were observed. Possible products of the interaction of 60 with two IPA molecules were calculated by the quantum chemical method. New data on the fullerite structure were obtained by transmission electron microscopy X-ray powder diffractometry, mass spectrometry, IR spectroscopy, and other methods. One of the possible mechanisms of the reaction IPA → acetone was considered.
Similar content being viewed by others
References
Yu. M. Shul’ga, V. M. Martynenko, A. F. Shestakov, S. A. Baskakov, S. V. Kulikov, V. N. Vasilets, T. L. Makarova, Yu. G. Morozov, Izv. Akad. Nauk, Ser. Khim., 2006, 662 [Russ. Chem. Bull., Int. Ed., 2006, 55, 687].
Yu. M. Shul’ga, V. M. Martynenko, S. A. Baskakov, A. M. Kolesnikova, Yu. V. Baskakova, G. A. Volkov, N. V. Chapysheva, V. F. Razumov, V. G. Sursaeva, Mass-spektrometriya [Mass Spectrometry], 2005, 2, 223 (in Russian).
B. D. Kruzhalov, B. I. Golovanenko, Sovmestnoe poluchenie fenola i atsetona [Combined Synthesis of Phenol and Acetone], Goskhimizdat, Moscow, 1963 (in Russian).
J. M. Tedder, A. Nechvatal, A. H. Jubb, Basic Organic Chemistry, John Wiley and Sons, London, 1975.
P. A. Heiney, G. B. M. Vaughan, J. E. Fischer, N. Cousel, D. E. Cox, J. R. D. Copley, D. A. Neumann, W. A. Kamita-kahara, K. M. Creegan, D. M. Cox, J. P. McCauley, Jr., A. B. Smith III, Phys. Rev., 1992, B45, 4544.
H. Werner, D. Bublak, U. Gobel, B. Henschke, W. Bensch, R. Schlogl, Angew. Chem., 1992, 104, 909.
K. Prassides, Phys. Scr., 1993, 49, 735.
R. Ceolin, J. L. Tamarit, D. O. Lopez, M. Barrio, V. Agafonov, H. Allouchi, F. Moussa, H. Szwarc, Chem. Phys. Lett., 1999, 314, 21.
J. P. Perdew, K. Burke, M. Ernzerhof, Phys. Rev. Lett., 1996, 77, 3865.
H. Basch, P. G. Jasien, Can. J. Chem., 1992, 70, 612.
D. N. Laikov, Chem. Phys. Lett., 1997, 281, 151.
D. S. Bethune, G. Meijer, W. C. Tang, H. J. Rosen, W. G. Golden, H. Seki, C. A. Brown, M. S. deVries, Chem. Phys. Lett., 1991, 179, 181.
X. D. Li, W. D. Cheng, D. S. Wu, H. Zhang, Y. J. Gong, Y. Z. Lan, Chem. Phys. Lett., 2003, 380, 480.
T. S. Pokidova, N. T. Denisov, A. F. Shestakov, Neftekhimiya, 2008, 48, 174 [Petroleum Chem. (Engl. Transl.), 2008, 48]. Received September 27, 2007; in revised form May 6, 2008
Author information
Authors and Affiliations
Corresponding author
Additional information
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 4, pp. 742–748, April, 2009.
Rights and permissions
About this article
Cite this article
Shul’ga, Y.M., Martynenko, V.M., Shestakov, A.F. et al. Conversion of isopropyl alcohol to acetone in fullerite cavities. Russ Chem Bull 58, 758–764 (2009). https://doi.org/10.1007/s11172-009-0091-6
Received:
Revised:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11172-009-0091-6