Chapter 6 Learning Objectives:
  1. Be able to define: alkyl halide, aprotic solvent, protic solvent, concerted reaction,  electrophile, elimination, E1 reaction, E2 reaction, geminal dihalide, vicinal dihalide, halogen exchange reaction, hydride shift, Walden inversion (inversion of configuration), alkyl shift, nucleophile, nucleophilic substitution, racemization, rearrangement, retention of configuration, steric hindrance, SN1 reaction, SN2 reaction, substrate, Zaitsev's rule, dehydrohalogenation,.
  2. Be able to name a given alkyl halide using the IUPAC nomenclature system. 
  3. Be able to name a given simple alkyl halide by its common name. 
  4. Be able to draw the structure of an alkyl halide given the IUPAC name or the common name.
  5. Be able to classify alkyl halides as methyl, primary, secondary, or tertiary. 
  6. Be able to classify alkyl dihalides as geminal or vicinal.
  7. Classify a given molecule or ion as a good or poor nucleophile.
  8. Classify a given molecule or ion as a strong or weak base.
  9. Classify a given molecule or ion as a good or poor leaving group.
  10. Classify a given solvent as protic or aprotic. Name and draw the structures of protic and aprotic solvents.
  11. Predict when carbocation rearrangement will occur. Draw mechanisms for carbocation rearrangements via hydride and methyl shifts.
  12. Describe each of the four competing reactions (SN2, SN1, E2, E1), including mechanism, rate, energy diagram, regiochemistry, and stereochemistry. Describe the factors that affect the rate of each reaction, including substrate, nucleophile, solvent, and leaving group.
  13. Predict the mechanism for a given reaction (SN2, SN1, E2, or E1). Draw the major products for the given reaction.