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M+−SN1 and M+−SN2 reactions of primary alkyl iodides in aqueous solutions of Ag and Hg(II) salts

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Abstract

Experimental evidence for the existence of M+−SN1 and M+−SN2 mechanisms of the heterolysis of primary alkyl iodides in water with electrophilic assistance by Ag and Hg(II) complexes has been obtained. Rate constants vary in the sequences: CH3I<CH3CH2I≅(CH3)2CHCH2I≅(CH3)3CCH2I for M+−SN1 and CH3I<CH3CH2I>(CH3)2CHCH2I≫(CH3)3CCH2I for M+−SN2.

Abstract

Получены экспериментальные доказательства существования M+−SN1 и M+−SN2 механизмов гетеролиза первичных алкилиодидов в воде при эелктрофильном содействии комплексами серебра и ртути (II). Установлено, что константы скорости изменяются в рядах: CH3I<CH3CH2I≅(CH3)2CHCH2I≅=(CH3)3CCH2I для M+−SN1 маршрутов и CH3I<CH3CH2I>(CH3)2CHCH2I≫ ≫(CH3)3CCH2I для M+−SN2 маршрутов.

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Authors and Affiliations

  1. Institute of Physical Organic and Coal Chemistry, Donetsk, USSR

    V. V. Zamashchikov, E. S. Rudakov & T. V. Bezbozhnaya

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  1. V. V. Zamashchikov
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  2. E. S. Rudakov
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  3. T. V. Bezbozhnaya
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Zamashchikov, V.V., Rudakov, E.S. & Bezbozhnaya, T.V. M+−SN1 and M+−SN2 reactions of primary alkyl iodides in aqueous solutions of Ag and Hg(II) salts. React Kinet Catal Lett 24, 65–69 (1984). https://doi.org/10.1007/BF02069603

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  • DOI: https://doi.org/10.1007/BF02069603

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