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Organic Chemistry | 2nd Edition | ISBN: 9781118454312 | Authors: David R. Klein
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Each of the following compounds can be made with a

Chapter 19, Problem 19.7

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QUESTION:

Each of the following compounds can be made with a FriedelCrafts acylation. Identify the acyl chloride and the aromatic compound you would use to produce each compound. O OCH3 O2N (a) O OCH3 H3CO (b)

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QUESTION:

Each of the following compounds can be made with a FriedelCrafts acylation. Identify the acyl chloride and the aromatic compound you would use to produce each compound. O OCH3 O2N (a) O OCH3 H3CO (b)

ANSWER:

Step 1 of 2

(a)  The product is obtained from the reaction of 3-nitrobenzoyl chloride and anisole.

     

The acid chloride serves as the electrophile, but we need a strongly activated coupling partner to initiate the Friedel-Crafts reaction. We know from the description of the exercise that we’re expected to use an acyl chloride, so we can “split” the target molecule into halves: one with the nitro group / acyl chloride, and the other being the methoxy benzene.

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