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Exam (elaborations)

PSU Chem 210 Final Review

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E2 Reaction - correct answer One-Step with no intermediates, Base takes off proton + LG leaves with double bond formation. What type of carbons do E2 rxns favor? - correct answer Tertiary What is a Zaitsev product? - correct answer Double bond formation on more substituted carbon What is a Hoffman product? - correct answer Double bond formation on less substituted carbon When using a stericallly hindered base (t-BuOK, LDA), which product is more favorable? - correct answer Hoffman When using Eto- or less sterically hindered base, which product is more favorable? - correct answer Zaitsev E1 Reaction - correct answer 2 step process, LG leaves and forms carbocation, then base takes off proton and makes double bond What type of carbocations do elimination reactions prefer? - correct answer Tertiary What is the rate determining step of an E1 reaction? - correct answer LG leaving What stereochemistry do E1 reactions usually want? - correct answer Trans If the substrate is OH in a potential E1 reaction, what must be done before anything else? - correct answer Need a SA to protonate What makes a better nucleophile? - correct answer Large atoms What do halogens usually react as? - correct answer Nucleophiles What energy level does the electrophile contribute to? - correct answer Lumo What energy level does the nucleophile contribute to? - correct answer Homo If OH is a leaving group, what can you convert it to? - correct answer TsCl What are some good nucleophiles that aren't bases? - correct answer Cl-, Br-, I-, Hs-, H2s, RS-, RSH What are some strong nucleophiles AND bases? - correct answer OH-, Eto-, MeO- What are some weak nucleophiles AND bases? - correct answer H20, EtOH, MeOH Strong nucleophiles are good for ______________ reactions. - correct answer Substitution Sterically Hindered bases or "bases only "are good for _____________ reactions - correct answer E2 Strong nucleophile and bases are good for ____________ reactions - correct answer E2 or Sn2 Weak nucleophile and bases are good for ___________ reactions - correct answer E1 or Sn1 Sn2 Reactions - correct answer LG leaves and gets replaced in one step while seeing an inversion in stereochemistry. What type of electrophiles does Sn2 rxns favor? - correct answer Primary

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