CHEM 2310 Lecture Notes - Lecture 4: Cyclohexene, Electronegativity, Composition C

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Use the following values for molecular weights: c, 12. 011; h, 1. 008; br, 79. 904; cl, 35. 453; o, 15. 999; n, 14. 007. Predict the predominant product of the following substitution reaction on the indicated substituted nitrobenzene. Explain the expected regiochemistry in terms of the reasonable possible resonance forms of the temporarily de-aromatized intermediates, including the complete set and all steps for the actual reaction pathway. Reaction at sites not bearing a halogen may be ignored. (10 marks) The following two reactions may or may not give different products, and one of them proceeds more slowly than the other. Indicate which product(s) are obtained, which reaction is faster (or slower), and for both clearly explain the reasons why. Note: in terms of size, isopropyl > bromide. (10 marks). Predict the major products of the following transformations. Mechanisms are not necessary, but showing your work may be useful (5 marks each, 50 total). J show valence bond structure of j for full marks.

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