What is most likely the initial retrosynthetic step from the target molecule in the given transformation (ie, the last step of the synthesis)? or Br O Elimination of the dibromide to give an alkyne. Addition of Br₂ to a cis alkene. O Free radical bromination with Br₂ O Addition of Br₂ to a trans alkene.

Choose the reagent(s) that would be most likely to complete this reaction. I||| / A B C D 1. BH3-THF 2. H2O2, NaOH Br₂ H₂O OsO4 (catalytic) NMO RCO3H Done

Which of the following compounds reacts faster in an elimination reaction with KOH? Also provide the major product(s) (if any) for each elimination reaction. Br Br )...

4.Give a mechanism for the following reaction, (including intermediates, and any resonance structures of benzene intermediates, as we have done in class. Br 0-6. FeBr3 Br₂ + HBr

In an E2 mediated elimination reaction of an alkyl halide (H-X) using NaOCH3 as base, which of the following statement is not true? O The reactivity order for alkyl halides (RX) is tertiary secondary> primary. O The rate of reaction = k2 (alkyl halide] [NaOCH₂] O The reaction occurs in a single step. O The rate is independent of the leaving group.

What is the rate-determining step in an electrophilic substitution of benzene? Select one: O A. Loss of an H* ion from the arenium carbocation to reform the aromatic ring. O B. Attachment of the electrophile to the benzene ring. O C. O D. The step that generates the electrophile. regeneration of the reaction catalyst.

10. Which one of the following is the best nucleophile in a substitution reaction at a primary carbon. A) CH,COŞ в) Ное c) H₂O D) (CH3)3COO OA OB OC D

4. Draw the structure for the product formed in each of step of the following synthetic sequence. benzene 1. LiAlH4 2. H₂O Cl2, FeCl3 Mg, ether SOCI₂ 1.CO₂ 2 H3O+

In Part 1 add the curved arrows to the nucleophilic acyl substitution reaction mechanism. In Part 2, answer the multiple-choice question about the reaction in Part 1. Part 1 See Periodic Table O See Hint :ö: :Br: Add the missing curved arrow notation. 20 F CI Br I Part 2 Which statement is most correct regarding the equilibrium for the above reaction? Choose one: O The equilibrium favors the right (i.e., Kea > 1) because acetate is a better leaving group than bromide. O The equilibrium favors the right (i.e., Keg > 1) because bromide is a better leaving group than acetate. O The equilibrium favors the left (i.e. Keg « 1) because acetate is a better leaving group than bromide. O The equilibrium favors the left (i.e., Keg« 1) because bromide is a better leaving group than acetate.

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