The allyl cation (drawn below) generally only reacts with nucleophiles at the outer carbons, not at the inner carbon. This is easy enough to rationalize based on a resonance argument, as the positive charge never shows up on the middle carbon. However, you should now be able to make a more sophisticated argument to rationalize this observation using molecular orbital theory. Give it a try! Include drawings Nu Nu Nu. Nu

The allyl cation (drawn below) generally only reacts with nucleophiles at the outer carbons, not at the inner carbon. This is easy enough to rationalize based on a resonance argument, as the positive charge never shows up on the middle carbon. However, you should now be able to make a more sophisticated argument to rationalize this observation using molecular orbital theory. Give it a try! Include drawings Nu Nu Nu. Nu

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Show and label the mechanism for the SN2 reaction using the generic chemical species and electron movement. Notice that the reaction does include a negative charge on the nucleophile.
3. Consider the electrophilic aromatic substitution reaction below. Draw three resonance structures of the arenium cation intermediate resulting from para attack. Of these three, indicate one which would be a relatively stable resonance contributor. Finally, provide a possible justification for the fact that the major product here would be the para product, while the ortho product is formed as a minor product (only trace amounts of meta product are formed). Br2, FeBrz
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Show and label the mechanism for the SN1 reaction using the generic chemical species and electron movement. Notice that the reaction does not include a negative charge on the nucleophile.
2. In Experiment 4B, it was shown from the NMR spectrum that the meta-di-substituted Nitration product had been recorded as a major product: COOME COOME HNO3 H,SO, NO2 Major product However, there were two other possible but less favorable routes, i.e. ortho- or para- positions for the nitronium to attack the aromatic ring with. Draw the H-NMR spectrum for Methyl p-Nitrobenzoate in case the substitution takes place at the para-position. Pay attention to the chemical shift, the splitting pattern, and approximate the integration in your spectra. Methyl p-Nitrobenzoate 3.0 2.5 2.0 1.5 - 1.0- 0.5 4 3. 2 1. 10 6. 8.
For each case below, explain why those are the favored mechanisms Strong bulky bases (primary and secondary) E2 favored over Sy2 Small strong bases/nucleophiles (primary and secondary) - SN2 and E2 Small strong bases/nucleophiles (tertiary) - E2
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help; the reactions are all covered in Organic Chemistry, 6th Edition by Marc Loudon and Jim Parise. Chapter 15-17
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