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- W1569875109 abstract "The compounds (Me3Si)xCH(3−x)Cl (x = 1–3), (Me3Si)xCH(3−x)Br (x = 1, 3) and Me3SiCMe2Br have been found to react with 90% acetone or 80% ethanol at 70° at rates too small for convenient measurement. Towards aqueous acetone, the compound PhMe(Me3Si)CBr is 110 times less reactive at 50° than PhMe2CBr at 0°. It is concluded that relative to α-Me, α-t-Bu or α-Me3Si groups decrease the ease of formation of carbonium ions. Second-order rate constants have been determined for the reaction of (Me3Si)xCH(3−x)Hal compounds and of Me3SiCMe2Br with sodium ethoxide in ethanol at 70°, and indicate that the α-Me3Si groups have a fairly small deactivating effect relative to the α-Me group in these reactions. Thus the compound Me3SiCMe2Cl is 5.6 times as reactive as (Me3Si)3CCl. The rates of reaction of the (Me3Si)xCH(3−x)Cl compounds with x = 1, 2, and 3, respectively, fall in the ratios 4.8/1.2/1.0." @default.
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- W1569875109 date "1971-06-01" @default.
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- W1569875109 title "Organosilicon compounds" @default.
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- W1569875109 doi "https://doi.org/10.1016/s0022-328x(00)85286-9" @default.
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