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W Parker; 's Alicyclic Chemistry Vol. 3 PDF

By W Parker;

ISBN-10: 0851865526

ISBN-13: 9780851865522

ISBN-10: 1847555462

ISBN-13: 9781847555465

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Extra resources for Alicyclic Chemistry Vol. 3

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By using a mixed acetonitrile-acetone solvent it was found possible to achieve essentially quantitative conversion into halogenocyclopropanes. Cinnamyl chloride and its isomer (3-chloro-3-phenylprop-1 -ene) both cyclize to trans-2-phenylchlorocyclopropane initially, but prolonged irradiation produces a photostationary state containing an approximately equimolar amount of the cisisomer. These rearrangements were considered to proceed via the first excited state of the allyl group, obtained by triplet-triplet energy transfer from the solvent, but other mechanisms are also feasible.

Amer. Chem. , 1973, 95, 7067; S. J. Cristol and G. A. S. P. 3674665 (Chem. , 1973,78,71556). K. J. Crawler, K. L. Erickson, A. Eckell, and J. S. Perkin I , 1973, 2671. P. Rumin, and J. Mahuteau-Corvest, Tetrahedron Letters, 1973, 899. P. Margaretha and K. Schaffner, Helv. Chim. Acta, 1973,56,2884. Z . Goldschmidt, U. Gutman, Y. Bakal, and A. Worchel, Tetrahedron Letters, 1973, 3759. Three- and Four-membered Rings 33 +H& v hv 50 % (175) 10 % (four isomen) m

Makosza and M. , 1973,3,305. L. Van Chau and M. Schlosser, Synthesis, 1973, 112. P. Weyerstahl, R. Mathias, and G. Blume, Tetrahedron Letters, 1973, 61 1. Three- and Four-membered Rings 39 An alternative to the two-phase system is to use higher temperatures and ethylene oxide in place of aqueous sodium hydroxide to remove the hydrogen halide generated in the reaction. This has been applied to the generation of gem-chlorofluoro- and difluoro-adducts,lo' but some of these adducts are unstable to the reaction conditions.

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Alicyclic Chemistry Vol. 3 by W Parker;


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