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Chapter 21: Q71E (page 726)

21-71 Butacetin is an analgesic (pain-killing) agent that is synthesized commercially from p-fluoronitrobenzene. Propose a synthesis.

Short Answer

Expert verified

The synthesisis depicted below

Step by step solution

01

Step 1: Introduction to the Concept

Chemical synthesis is the method of reworking a reactant or beginning material into a product or many products through appearing one or greater chemical reactions

02

Step 2: Solution Explanation 

The structures of the reactant and product, respectively, P芒鈧�"Fluro nitrobenzene and butacetin, are illustrated below.

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Most popular questions from this chapter

How might you prepare the following esters using a nucleophilic acyl substitution reaction of an acid chloride?

(a)CH3CH2CO2CH3

(b) CH3CO2CH2CH3

(c) Ethyl benzoate.

21-75 One frequently used method for preparing methyl esters is by reactionof carboxylic acids with diazomethane, CH2N2

The reaction occurs in two steps: (1) protonation of diazomethane bythe carboxylic acid to yield methyldiazonium ion,, CH3N2+plus a carboxylate ion; and (2) reaction of the carboxylate ion with CH3N2+.
(a) Draw two resonance structures of diazomethane, and account forstep 1.
(b) What kind of reaction occurs in step 2?

Treatment of 5- aminopentanoic acid DCC(dicyclohexylcarbodiimide) yields a lactam. Show the structure of the product and the mechanism of the reaction.

21-34 Predict the product(s) and provide the mechanism for each reaction below.

21-73 N,N-Diethyl-m-toluamide (DEET) is the active ingredient in manyinsect repellent preparations. How might you synthesize this substancefrom m-bromotoluene?
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