sub_elim_rxn - SN2 , SN1 , E2 , & E1: Substitution and...

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Intro Chem Handouts Substitution & Elimination Reactions Page 1 of 3 SN2 , SN1 , E2 , & E1: Substitution and Elimination Reactions Nucleophilic Substitution Reactions - SN2 Reaction: Reaction is: o Stereospecific (Walden Inversion of configuration) o Concerted - all bonds form and break at same time o Bimolecular - rate depends on concentration of both nucleophile and substrate Substrate: o Best if primary (one substituent on carbon bearing leaving group) o works if secondary, fails if tertiary Nucleophile: o Best if more reactive (i.e. more anionic or more basic) Leaving Group : Best if more stable (i.e. can support negative charge well): o TsO- (very good) > I- > Br- > Cl- > F- (poor) o RF , ROH , ROR , RNH 2 are NEVER Substrates for SN2 reactions o Leaving Groups on double-bonded carbons are never replaced by SN2 reactions Solvent: Polar Aprotic (i.e. no OH) is best. o
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sub_elim_rxn - SN2 , SN1 , E2 , & E1: Substitution and...

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