Chapter 18: 6P (page 684)
What acid chloride would be needed to prepare each of the following ketones from benzene using a Friedel–Crafts acylation?

Short Answer

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Chapter 18: 6P (page 684)
What acid chloride would be needed to prepare each of the following ketones from benzene using a Friedel–Crafts acylation?


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How could you use ethylbenzene to prepare each compound? More than one step is required.


Devise a synthesis of each compound from the indicated starting material.

Question: The bicyclic heterocycles quinoline and indole undergo electrophilic aromatic substitution to give the products shown.
a. Explain why electrophilic substitution occurs on the ring without the N atom for quinoline, but occurs on the ring with the N atom in indole.
b. Explain why electrophilic substitution occurs more readily at C8 than C7 in quinoline.
c. Explain why electrophilic substitution occurs more readily at C3 rather than C2 of indole.

Draw the products formed when each compound is treated with and . State whether the reaction occurs faster or slower than a similar reaction with benzene.



Question: Compound X (molecular formula ) was treated with, , to yield compound Y (molecular formula ). Based on theNMR spectra of X and Y were given below, what are the structures of X and Y?
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