CHEM266L Lecture Notes - Halogenation, Leaving Group, Mecha
12 Dec 2012
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This is not a comprehensive list of reactions but is an excellent start. Not all reactions are balanced and mechanisms are incomplete or shortened. 2o weak base: i-, ch3coo- good nucleophile, -cn, hs- aprotic solvent good nucleophiles that are not strong bases. 2o carbon - aprotic solvent does not favour ionization. S. p. forsey all strong bases are good nucleophiles but 2o carbon - steric interaction. 1 carbon but the strong base is bulky lots of steric interaction. E2 - minor products major product minor products. Ch3ch2oh no carbons - no e2 vinyl halide sp2 short stong bond aryl halide sp2 short stong bond: resonance stability of benzylic and allylic, hyperconjugation of alkanes hyperconjugation, hyperconjugation of t. s. benzylic and allylic, steric interaction. Stabiltity of intermediate: resonance stabilization benzylic and allylic, hyperconjugation. H2o is a good leaving group acid is a good nucleophile (sn1) Ch3nu no reaction no reaction benzylic > allylic > There is no appreciable amounts of h2o present (e1)
