Conclusions
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1.
α-Bromoethyl andα-bromoisopropyl ketones exist as conformers with gauche orientation of the C=O and C=Br bonds in CCl4 solution.
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2.
1,3-Dibromoacetone exists as a 2∶3 mixture of gauche-gauche and gauche-cis forms with the bromine atoms located on opposite sides of the carbon atom plane; 1,3-dibromo-3-methyl-2-butanone exists as a 5∶1 mixture of two gauche forms, the bromine atoms being located on the same side of the C-CO-C plane in the one, and on opposite sides of this plane, in the other.
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3.
There is no apparent difference between the conformations of the analogousα-chloro- andα-bromoketones.
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Translated from Izvestiya Akademii Nauk SSSR, Seryia Khimicheskaya, No. 1, pp. 74–80, January, 1978.
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Arbuzov, B.A., Lapkin, I.I., Khamatullina, I.M. et al. Polarity, polarizability, and geometrical structures of certain aliphatic α-bromoketones. Russ Chem Bull 27, 64–69 (1978). https://doi.org/10.1007/BF01153210
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DOI: https://doi.org/10.1007/BF01153210