Summary
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1.
The reactions of cyclopentadiene with vinyl chloride and with vinyl acetate give, in the first place, the kinetically favored endo adducts, which are then converted into their thermodynamically stable isomers.
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2.
For vinyl chloride the exo adduct is the stable form.
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3.
11-Bromo-9,10-dihydro-9,10-ethanoanthracene, 9,10-dihydro-9,10-ethanoanthracen-11-ol, and the cyclopentadiene diadduct of vinyl bromide were synthesized.
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4.
The dipole moments of the compounds synthesized and of some previously described compounds were measured.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 401–408, March, 1965
Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 486–491, March, 1965
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Arbuzov, B.A., Vereshchagin, A.N. Steric relations in diene condensations of cyclopentadiene with monosubstituted ethylenes. Russ Chem Bull 14, 466–470 (1965). https://doi.org/10.1007/BF00846604
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DOI: https://doi.org/10.1007/BF00846604