Acid Base Chemistry Problem Set-KEY

Its okay to reference the pka chart to help

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Unformatted text preview: 11. Lewis Acid‐Base Reactions. For the following bond formation reactions: a. Identify the electrophile (Eδ+/E⊕) and nucleophile (Nu:δ−/Nu:⊖) and label appropriately. (REMEMBER: nucleophiles look just like the bases (B:) we have been looking at for weeks) b. Predict the product of the acid‐base reaction and label the newly formed bond with a star (). c. Use arrow‐pushing to show the electron movement and changes in bonding. d. If a minor resonance structure of the electrophile is provided, be sure to determine the major resonance structure. 11/16 Paul ABC Review PS ‐ KEY 12. Lewis Acid‐Base Reactions. For the following reactions: a. Predict the product of the acid‐base dissociation reaction and use arrow‐pushing to show the electron movement and changes in bonding. b. On the product side of the reaction, identify the electrophile (Eδ+/E⊕) and leaving group (LG:δ−/LG:⊖) and label appropriately (REMEMBER: leaving groups look just like the bases (B:) we have been looking at for weeks) 12/16 Paul ABC Review PS ‐ KEY 13. The Big Picture ‐ Acid‐Base Chemistry. Using a sequence of Brønsted‐Lowry and/or Lewis Acid Base Reactions, transform the molecules on the left into the molecules on the right of the reaction arrow. Show your logic by using arrow pushing (ALWAYS from a ⊖/δ atom to a ⊕/δ atom . 13/16 Paul ABC Review PS ‐ KEY 14. The Big Picture ‐ Acid‐Base Chemistry. Using a sequence of Brønsted‐Lowry and/or Lewis Acid Base Reactions, transform the molecules on the left into the molecule on the right of the reaction arrow. Show your logic by using arrow pushing (ALWAYS from ⊖/δ atom to ⊕/δ atom . HUGE HINT: You will need to draw alternate resonance structures to uncover the carbon electrophile E in the molecules below. 14/16 Paul ABC Review PS ‐ KEY 15. The Big Picture ‐ Acid‐Base Chemistry. Using a sequence of Brønsted‐Lowry and/or Lewis Acid Base Reactions, transform the molecules on the left into the molecule on the right of the reaction arrow. Show your logic by using arrow pushing (ALWAYS from ⊖/δ atom to ⊕/δ atom . HUGE HINT: You will need to consider how resonance will affect the position of the carbon electrophile E . 15/16 Paul ABC Review PS ‐ KEY 16. The Big Picture ‐ Acid‐Base Chemistry. Using a sequence of Brønsted‐Lowry and/or Lewis Acid Base Reactions, transform the molecules on the left into the molecule on the right of the reaction arrow. Show your logic by using arrow pushing (ALWAYS from ⊖/δ atom to ⊕/δ atom . O O + H N + H Br Li + N + Li H 16/16 Br...
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