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1. HCI CO2CH3 AIBN H2 OCH3 70° CH3 poly(methyl methacrylate) (Plexiglass, Lucite) 2. a = Proton transfer d = Radical chain addition g E2 Elimination b = Lewis acid/base e = Electrophilic addition h = SN1 Nucleophilic substitution c = Radical chain substitution f=El Elimination i = Sn2 Nucleophilic substitution Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2.

1. HCI CO2CH3 AIBN H2 OCH3 70° CH3 poly(methyl methacrylate) (Plexiglass, Lucite) 2. a = Proton transfer d = Radical chain addition g E2 Elimination b = Lewis acid/base e = Electrophilic addition h = SN1 Nucleophilic substitution c = Radical chain substitution f=El Elimination i = Sn2 Nucleophilic substitution Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. 1. 2.

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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# Chemical Reaction Mechanism Identification ## 1. Chemical Reactions ### Reaction 1: The first reaction shows an interaction between a chlorinated N-heterocycle and a piperidine. The product formed is a fused bicyclic structure, and hydrochloric acid (HCl) is a by-product of the reaction. ### Reaction 2: The second reaction involves the polymerization of methyl methacrylate in the presence of AIBN (Azobisisobutyronitrile) at 70°C. The product formed is poly(methyl methacrylate), commonly known as Plexiglass or Lucite. ## 2. Mechanism Identification Listed below are the types of chemical mechanisms that may describe each reaction: - **a** = Proton transfer - **b** = Lewis acid/base - **c** = Radical chain substitution - **d** = Radical chain addition - **e** = Electrophilic addition - **f** = E1 Elimination - **g** = E2 Elimination - **h** = S<sub>N1</sub> Nucleophilic substitution - **i** = S<sub>N2</sub> Nucleophilic substitution Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters **a - i** for your answers. 1. [ ] 2. [ ] ### Explanation of Graphs/Diagrams: #### Reaction 1: - **Reactants:** N-chlorinated heterocycle and piperidine. - **Product:** Fused bicyclic compound with HCl as a by-product. #### Reaction 2: - **Reactants:** Methyl methacrylate and AIBN. - **Product:** Poly(methyl methacrylate) (PMMA), represented by the repeating unit of the polymer indicating the extended structure formed during polymerization. Students are required to analyze these reactions and identify the correct mechanisms using the provided options. This will help in understanding different types of reaction pathways in organic chemistry.
Transcribed Image Text:# Chemical Reaction Mechanism Identification ## 1. Chemical Reactions ### Reaction 1: The first reaction shows an interaction between a chlorinated N-heterocycle and a piperidine. The product formed is a fused bicyclic structure, and hydrochloric acid (HCl) is a by-product of the reaction. ### Reaction 2: The second reaction involves the polymerization of methyl methacrylate in the presence of AIBN (Azobisisobutyronitrile) at 70°C. The product formed is poly(methyl methacrylate), commonly known as Plexiglass or Lucite. ## 2. Mechanism Identification Listed below are the types of chemical mechanisms that may describe each reaction: - **a** = Proton transfer - **b** = Lewis acid/base - **c** = Radical chain substitution - **d** = Radical chain addition - **e** = Electrophilic addition - **f** = E1 Elimination - **g** = E2 Elimination - **h** = S<sub>N1</sub> Nucleophilic substitution - **i** = S<sub>N2</sub> Nucleophilic substitution Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters **a - i** for your answers. 1. [ ] 2. [ ] ### Explanation of Graphs/Diagrams: #### Reaction 1: - **Reactants:** N-chlorinated heterocycle and piperidine. - **Product:** Fused bicyclic compound with HCl as a by-product. #### Reaction 2: - **Reactants:** Methyl methacrylate and AIBN. - **Product:** Poly(methyl methacrylate) (PMMA), represented by the repeating unit of the polymer indicating the extended structure formed during polymerization. Students are required to analyze these reactions and identify the correct mechanisms using the provided options. This will help in understanding different types of reaction pathways in organic chemistry.
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