Abstract
Bicreosol, labelled with14C in ring position 1.1′-, 4.4′-, 5.5′-, in the methyl- or in the methoxy substituent was oxygenated in 0.25m-NaOH. Isolation of low molecular fragments and determination of their specific activities indicate that at least two fragmentation pathways take place simultaneously: one with ring opening between the oxygen substituted carbon atoms, and one in which the bond between these atoms is not cleaved.
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Literatur
R. C. Eckert, Hou-min Chang undW. P. Tucker, Tappi56, No. 6, 134 (1973).
A. W. Kempf undC. W. Dence, Privatmitteilung; sieheA. W. Kempf, Ph. D.-Dissertation, State University of New York, 1974.
C. W. Bailey, undC. W. Dence, Tappi52, 491 (1969).
S. I. Clare undC. Steelink, Tappi56, No. 5, 119 (1973).
J. Gierer undF. Imsgard, Vortrag 166th National Meeting, ACS, Chikago, USA, August 1973.
K. Kratzl, F. W. Vierhapper undE. Tengler, in Vorbereitung.
K. Kratzl, W. Schäfer, P. Claus, J. Gratzl undP. Schilling, Mh. Chem.98, 891 (1967).
K. Kratzl undF. W. Vierhapper, Mh. Chem.102, 224, 425 (1971).
Hou-min Chang, J. S. Gratzl undW. T. McKean, Tappi57, No. 5, 123 (1974), und die dort zitierte Literatur.
R. Henze undA. Rigler, J. Amer. Chem. Soc.56, 1350 (1930).
G. Billek, H. Kindl, A. Schimpl undF. P. Schmook, J. Labelled Comp.5, 3 (1969).
R. H. Prager undY. T. Tan, Tetr. Lett.1967, 3661.
Nähere Angaben siehe DissertationE. Tengler, Universität Wien, 1973.
J. Berger, Acta Chim. Scand.10, 638 (1956);R. Lemieux undA. C. Neish, Canad. J. Chem.30, 454 (1952);J. F. Grove undP. J. Suter, J. Chem. Soc.1950, 3350.
K. Kratzl, P. Claus, F. W. Vierhapper undE. Tengler, Vortrag Fourth Canadian Wood Chemistry Symposium, Quebec, Canada, Juli 1973; Vortrag 166th National Meeting, ACS, Chikago, USA, August 1973.
S. Sundin, M. R. SanClemente undK. V. Sarkanen, Vortrag 167th National Meeting, ACS, Los Angeles, USA, März–April 1974.
Organic Syntheses, Coll. Vol. IV, S. 844.
N. L. Drake, H. C. Harris undC. B. Jaeger, Jr., J. Amer. Chem. Soc.70, 168 (1948).
R. Wegscheider undA. Klemenc, Mh. Chem.31, 738 (1910).
D. M. Ritter, J. Amer. Chem. Soc.68, 2738 (1946).
L. Kofler undA. Kofler, Thermo-Mikromethoden, S. 367, 418, Universitätsverlag Wagner, Innsbruck, 1954.
H. Schmid undA. Schmid, Helv. Chim. Acta36, 489 (1953).
H. Kindl undS. Schiefer, Mh. Chem.100, 1773 (1969).
D. J. Hanahan undS. J. Wakil, J. Amer. Chem. Soc.75, 273 (1953).
H. Simon undJ. Steffens, Chem. Ber.95, 358 (1962).
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Meinem Lehrer, Herrn Prof. Dr. Dr. h.c. mult.H. Mark, zum 80. Geburtstag gewidmet.
3. Mitt.:K. Kratzl, P. Claus undf. W. Vierhapper, Mh. Chem.103, 100 (1972).
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Kratzl, K., Vierhapper, F.W. & Tengler, E. Synthese und Oxidation von14C-kernmarkierten Bikreosolen. Monatshefte für Chemie 106, 321–332 (1975). https://doi.org/10.1007/BF01150511
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DOI: https://doi.org/10.1007/BF01150511