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Pitt CHEM 0320 - Fun with Orgo II

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Organic Chemistry #6: Fun with Orgo IIOrganic Chemistry #6: Fun with Orgo IISingle Jeopardy AnswersQuestionQuestionQuestionQuestionQuestionQuestionOrganic Chemistry #6: Fun with Orgo IIDesigned by Students in JJG’s Spring ’02 Chem 03201 1/15/19Organic Chemistry #6: Fun with Orgo IIDesigned by Students in JJG’s Spring ’02 Chem 0320Single Jeopardy Answers1. DrugsPts Answer Question50.1. (CH3)2CH2COCl, AlCls2. ZnHg, HCl3. CH3COCl, AlCl34. Separate p isomer5. NaBH4 / MeOH6.7. Mgo, anhydr Et2O8. CO29. H3O+O OHOCibuprofen100Quinine is an alkaloid isolated from the bark of the cinchona tree and is used in the treatment of malaria. It contains a pyridine ring, which is aromatic. These are the 4 conditions for aromaticity.150Aspirin, exposed to H2O, degrades to these products.200Morphine and heroin are different by two functional groups (-OH in morphine and -OCOCH3 in heroin). This reagent will convert morphine into heroin.250Many sulfonamides are chemotherapeutic reagents (members of the family of sulfa drugs). Sulfonyl chlorides are important precursors to many sulfa drugs. These reagents are used to convert benzene to benzene sulfonyl chloride.SOOCl?2. Drunken ReactionsPts Answer Question50This reaction is an example of a common test administered by police.2K2Cr2O7 + 8H2O + 3CH3CH2OH2Cr2(SO4)3 + 2K2SO4 + 3CH3COOH + 11H2O100OO1. LiAlH42. H3O+ / H2OThe sole product of the following reaction:150 Ethanal can be made by using PCC to oxidize this.200 Ethanol can be formed by a combination of this with water, catalyzed by Phosphoric acid and heat.250 In biological systems, ethanol is converted to acethaldehyde by this cationic oxidizing reagent.2 1/15/19Organic Chemistry #6: Fun with Orgo IIDesigned by Students in JJG’s Spring ’02 Chem 03203. Old Dead White GuysPts Answer Question50This man won the Nobel Prize in 1902 for the "famous projections" that we all hate and that are great for the study of carbohydrates.100One of the most important class of reactions are thosethat create a carbon-carbon bond. This reaction uses an organomagnesium substrate and the man who discovered it won the Nobel Prize in 1912 for this reaction which bears his name.150Alfred von Baeyer was awarded the Nobel Prize in 1905 for his work on dyes and hydroaromatic compounds. He is known to us by theBaeyer-Villiger Oxidation Reaction which does this.200George Wittig won the Nobel Prize in 1979 for this type of reaction which uses a reagent generically name the Wittig reagent.+ CH3(CH2)5CHOEt2OheatCH3(CH2)5CH=CH2250Sir Robert Robinson won the Nobel Prize in 1947 for an extremely valuable synthetic reaction. These two processes, in sequence, are collectively known as the Robinson Annulation.3 1/15/19Organic Chemistry #6: Fun with Orgo IIDesigned by Students in JJG’s Spring ’02 Chem 03204. Killer ReactionsPts Answer Question50H3CCCH3OH3CCCH3OHH3CCCH3OHHOHClNaOHThe one word comment from the Professor when you write the following on your exam.100H3CCCH3OH3CCCH3OHH3CCCH3CNHOHClNaCNThe reason the following conditions are NEVER used in any laboratory.150Air, Water, HeatCoal?The gas produced in the following reaction:200CH3NH2NH2H2NF3C OOHOThe product of the following reaction:250.The product in the following reaction is a very strong one of these:OHHOOHHOOoxidase4 1/15/19Organic Chemistry #6: Fun with Orgo IIDesigned by Students in JJG’s Spring ’02 Chem 03205. Three Letter AcronymsPts Answer Question50O100An oxidizing agent that transforms primary alcohols into aldehydes under anhydrous conditions.150NOOBr200HAlHHHLi250SN26. NASPts Answer Question50The phrase that encompases the following substituents when on an aromatic ring-NH2, -OH, -OR100?O150NUsed to avoid para substitution during the nitration of the following:200HNO3H2SO4250?OO2N5


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