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DEET is the active ingredient in many insect repellants,

Chapter 21, Problem 21.58

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QUESTION:

DEET is the active ingredient in many insect repellants, such as OFFTM. Starting with meta- bromotoluene and using any other reagents of your choice, devise an efficient synthesis for DEET. N O N,N-Diethyl-m-toluamide (DEET) Br m-Bromotoluene

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QUESTION:

DEET is the active ingredient in many insect repellants, such as OFFTM. Starting with meta- bromotoluene and using any other reagents of your choice, devise an efficient synthesis for DEET. N O N,N-Diethyl-m-toluamide (DEET) Br m-Bromotoluene

ANSWER:

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DEET is the active ingredient in many insect repellants. Propose an efficient synthesis for the DEET molecule that begins with meta-bromotoluene.

By itself, bromotoluene isn’t very useful for our purposes. Now install carbonyl functionality at the nominated position. Fortunately, the reaction sequence can accomplish this goal.

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