PS5 Key - Chemistry262Iha ProblemSet5 CHAPTER 19AMINES...

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Unformatted text preview: Chemistry262 Iha  ProblemSet5 CHAPTER 19 AMINES QUESTION 1: Reactions Drawtheproductsofthefollowingreactions:   Chemistry262 Iha  ProblemSet5 QUESTION 1: Mechanisms Usingcurvedarrownotation,drawmechanismsforthefollowingreactions:  A)TheCurtiusRearrangementisshownbelowintwosteps.Drawthemechanismforeachstep.    B)TheHoffmanRearrangementisshownbelow.Usingcurvedarrowsshowhowtheamineisgeneratedfromtheamideunderthe listedconditions    Chemistry262 Iha  ProblemSet5  C)TheHoffmanandCopeEliminations(nottobeconfusedwiththerearrangementsabove)areshownbelow.Usingcurvedarrows, providethemechanismforeachelimination,andbesuretokeeptrackofstereochemistrywhendrawingyourmechanisms.       Chemistry262 Iha  ProblemSet5 CHAPTER 20: CARBOXYLIC ACIDS and CHAPTER 21 CARBOXYLIC ACID DERIVATIVES QUESTION 3: Transformations Providethereagentsnecessaryforthefollowingtransformations.Whilemostofthemmaybeabletobecompletedinasingle step alongwithanaqueouswork up,someofthetransformationsmayrequiremultiplesteps.Sobepreparedtoputyoursynthesishaton.  Chemistry262 Iha  ProblemSet5 QUESTION 4: Synthesis/Transformations/Mechanisms A)Providereagentsthatwouldallowforthetransformationsshownbelow:   B)Usingcurvedarrownotation,drawmechanismsforthereactionsshownbelow:   Chemistry262 Iha  QUESTION 5: Reactions Drawallofthepossiblemajorproductsforthefollowingreactions:   ProblemSet5  QUESTION 6: Mechanism Drawboththeproductand,usingcurvedarrows,drawthemechanismforthereactionshownbelow:   ...
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