CH 220 1st Edition Lecture 14 Outline of Current Lecture I. Commercial value of aromatic compoundsII. SubstituentsIII. Two step reactionsIV. Oxidation of aromatic compoundsCurrent Lecture I. Commercial value of aromatic compoundsSynthesis of many pharmaceuticals and other high value compounds begins with benzeneThe reactions in this chapter can be reacted to make complex, high value productsThese complex products require many reactions in a rowAmines are good delivery agent to the brain because they can cross the blood-brain barrier Prozac II. SubstituentsCan slow down or speed up the rate of reaction-OH increases the speed of the reaction x 1000-NO2 slows done the speed of the reaction by 6 x 108- Check out page 167 in the textbookThese notes represent a detailed interpretation of the professor’s lecture. GradeBuddy is best used as a supplement to your own notes, not as a substitute.Lecture 11 III. Two step reactionsSome reactions require two separate methods of substitution to get to the required resultFor some substituents, they produce both ortho and para, like bromonitrobenzene, aboveV. Oxidation of aromatic compoundsCannot oxidize a benzene ring, but can oxidize alkyl groups that are attached Alkylbenzenes are oxidized to benzoic acid (right) by heating in basic KMnO4 Alkyl side chains can be oxidized to ¾CO2H by strong reagents such as KMnO4 and Na2Cr2O7 if they have a C–H next to the ringIt doesn’t matter how long the carbon chain is from the benzene ring (on the left), it could be butyl, propyl, hexyl – it will always result in benzoic acid and XCO2 (where x is the number of carbons remaining)These notes represent a detailed interpretation of the professor’s lecture. GradeBuddy is best used as a supplement to your own notes, not as a substitute. CH 220 1st EditionLecture 11 Can use other oxidation agents such as CrO3, H2CrO7 (chromium salts)These notes represent a detailed interpretation of the professor’s lecture. GradeBuddy is best used as a supplement to your own notes, not as a substitute. CH 220 1st
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