7
6 Aceves et al.
Determination of the Camphorquinone Partial
Reaction Order
M.; Matsuda, H. Eur Patent Appl. EP 308 909, 1987;
d) Soc, A.; Kanna, H.; Hasegawa, N.; Mihagi, Y. Eur
Patent Appl EP 218 736, 1985.
(
In order to determine the camphorquinone partial
reaction order, the initial rates method was also used.
The ethandithiol concentration was maintained con-
stant (20 mmol) while the camphorquinone concen-
tration was assayed from 20 to 60 mmol; the quantity
of TAFF in each case was 540 mg and the samples
were analyzed at 2.5, 5, 7.5, 15, 30, 60, 90, 150, and
[2] Labiad, B.; Villemin, D. Synth Commun 1989, 19, 31.
[
3] The Tonsil Actisil FF (TAFF) commercial bentonitic
clay was purchased from Tonsil Mexicana S. A.
de C. V. Insurgentes Sur 1971, CP. 01020 Ciudad
de M e´ xico at US $1.35/kg vs. [ZnCl2 99.99%, US
$2640.00/kg, AlCl3 99.99%, US $137.20/kg, TiCl2
99.98% US $21,900.00/kg, BF3·Et2O US $62.20/l,
FeCl US $3958.00/kg, Clay K 10 US $22.30/kg, Clay
3
K SF US $22.30, taken from Aldrich 1995–1997, Cat-
alogue]; analyzed with a Phillips spectrometer us-
ing Cu Kꢁ radiation; the X-ray fluorescence analy-
ses proved to have the following composition (in %):
180 min (Fig. 5).
CONCLUSIONS
MgO, 2.11; Al O , 8.55; SiO , 75.34; CaO, 4.72; K O,
2
3
2
2
2
.93; TiO , 1.03; MnO , 0.03; Fe O , 6.42; CuO, 0.01;
2 2 2 3
The reaction order for the camphorquinone and the
ethandithiol was 1 for both of them and the clay em-
ployed proved to be a convenient catalyst to promote
the preparation of 1,3-dithiolanes. Besides, there is
a maximum pyridine concentration for total inhibi-
tion of the clay catalytic effect. Thus, it had been
proven that this method is an easy one-pot work-up
procedure and an effective alternative for the dithi-
olane preparation reaction under mild conditions.
ZnO, 0.02; SeO , 0.002; Rb O, 0.032; SrO, 0.129. The
specific surface obtained was 190 m /g (BET method,
N ); in addition, quartz and cristobalite are also im-
portant components.
2
2
2
2
[4] Lazlo, P. J Phys Org Chem 1998, 11, 356.
5] (a) Delgado, F.; Tamariz, J.; Zepeda, G.; Landa, M.;
[
Miranda, R.; Garc ´ı a, J. Synth Commun 1995, 25, 753;
(b) Salm o´ n, M.; Zavala, N.; Cabrera, A.; C a´ rdenas,
J.; Gavi n˜ o, R.; Miranda, R.; Mart ´ı nez, M. J Mol Cat
1995, 104, L127; (c) Cabrera, A.; Pe o´ n, J.; Velasco,
L.; Miranda, R.; Salm o´ n, A. J Mol Cat 1995, 104, L5;
(
d) Penieres, G.; Miranda, R.; Garc ´ı a, J. G.; Aceves,
J. M.; Delgado, J. Heterocycl Commun 1996, 2, 401;
e) Miranda, R.; Aceves, J. M.; Gutierrez, C.; Mart ´ı nez,
ACKNOWLEDGMENT
(
Mr. Draucin Jim e´ nez, A. Becerril, and P. Garc ´ı a
R.; Delgado, F.; Cabrera, A.; Salm o´ n, M. Heterocyclic
Commun 1997, 3, 147, and cites therein.
6] Miranda, R.; Arroyo, G. A.; Penieres, G.; Salm o´ n,
M.; Cabrara, A.; Aluarez, C.; Delgado, F. Heterocyclic
Preparative Chemistry 1980–2003, Research Trends,
in press (2003).
Estrada are acknowledged for technical assistance.
[
REFERENCES
[
1] (a) Aggarwal, V.; Lightower, M. Phosphorus, Sulfur
Silicon 1993, 74, 407; (b) Love, B.; Chao, L. Synth
Commun 1993, 23, 3073; (c) Nakazawa, H.; Ohtsuka,
[7] Gervais, H. P.; Rassat, A. Bull Soc Chim Fr 1961, 743.
[8] Onaka, K.; Shinoda, T.; Izumi, Y.; Nolen, E. Chem Lett
1993, 117.