Problem Set #2 Due: February 17, 4:00 pm 1. Circle all the electrophilic carbon atoms in the following structure. Explain your answer with resonance contributors. N+ Electrophilic Catoms I N 2. Draw in all lone pairs. Circle all the nucleophilic atoms in the following structure. Explain your answer with resonance contributors. Nucleophilic atoms 3. Circle the molecule that is more basic and provide an explanation for your choice. a) * Br⁻ larger than F⁻; less charge density, less likely to share e⁻ with H⁺ b) * O smaller than S, more stable as (+) c) * Charged vs. non-charged * N more electronegative than O d) * H₃COH vs. H₃CNH₂ * (H₃COH with a lone pair on O) vs. (H₃CNH₂ with a lone pair on N and a positive charge on N) 4. Circle each molecule that can function as a Lewis acid. Draw a box around each molecule that can function as a Lewis base. 5. Name the following alkanes. a) * 7-ethyl-4,4-diisopropyldecane b) * neo-pentylcyclobutane * or * 2,2-dimethylpropylcyclobutane c) * cis-1-chloro-2-methylcyclopentane d) * bicyclo[4.3.3]dodecane

5.12 Problem Set #2 (Solutions)

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