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Ch_322a_6.021 - use of relatively unhindered substrates...

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Summary of S N 1 and S N 2 Reactions These two modes of nucleophilic substitution of alkyl halides are always potential competing reactions. Often, one path dominates. The S N 1 reaction is favored by substrates that form relatively stable carbocations , such as tertiary halides. weak nucleophiles. solvents of high ionizing ability (high ! ). The S N 2 reaction is favored by
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Unformatted text preview: use of relatively unhindered substrates such as methyl and primary RX. strong nucleophiles (usually strong bases) . polar aprotic solvents. Overall for R-X: CH 3 X RCH 2 X RCHX RCX R R R S N 2 S N 1 The effect of the leaving group is the same for the S N 1 and S N 2 reactions. R-I > R-Br > R-Cl > R-F...
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