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Draw the friedel-crafts acylation mechanism of m-Xylene
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- Rank the following esters in order of decreasing reactivity in the first slow step of a nucleophilic acyl substitution reaction (formation of the tetrahedral intermediate):Rank the same esters in order of decreasing reactivity in the second slow step of a nucleophilic acyl substitution reaction (collapse of the tetrahedral intermediate).Explain, by using words and structures, why when aniline is added to acetic anhydride and AlCl3 there is no product formed from a Friedel-Crafts reaction.(c) Draw the structure of the hemi-acetal and acetal formed when cyclohexanone is combined with methanol in the presence of catalytic acid.
- What is the major product formed by an intramolecular Friedel–Crafts acylation of the following compound?Explain why 92% of 2,4-pentanedione exists as the enol tautomer in hexane but only 15% of this compound exists as the enol tautomer in water. The enol tautomer can form hydrogen bonds both with hexane and water, but the keto tautomer can form hydrogen bonds with water only. Neither the keto nor the enol tautomer can form hydrogen bonds with hexane, but the keto tautomer can form a hydrogen bond with water, which stabilizes it. The keto tautomer can form hydrogen bonds both with hexane and water, but the enol tautomer can form hydrogen bonds with water only. Neither the keto nor the enol tautomer can form hydrogen bonds with hexane, but the enol tautomer can form an intramolecular hydrogen bond, which stabilizes it.The PKa of p-nitrophenol is 7.15. Would you expect this to dissolve in a sodium bicarbonate solution? The PKa of 2,5-dinitrophenol is 5.15. Will it dissolve in bicarbonate solution?
