HH3CCH3CH2CsCOOHH3CHC2H5COOHAC2H5HCOOHCH3HCOOHC2H5CH3 B CCOOHHCH3C2H5HC2H5CH3COOHC2H5H3CHCOOHCOOHH3CHC2H5CH3 C2H5HCOOHD E F G H1. How would you synthesize by using an acid chloride or ester.OHCH3CH3CH2CCH3CCH3OH2. How would you synthesize…OHOHCH3CH2CHCH2CH2CH3CH33.
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1.Eachofthefollowingreactionshasbeenreportedinthechemicalliteratureandgivesasingleorganicproductingoodyield.Whatistheprincipalproductineachreaction?
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2.WolffKishnerreduction(hydrazine,KOH,ethyleneglycol,130C)ofthefollowingcompoundshown
gavecompoundA.TreatmentofcompoundAwithm-chloroperoxybenzoicacidgavecompoundB,whichonreductionwithlithiumaluminumhydridegavecompoundC.OxidationofcompoundCwithchromicacidgavecompoundD(C9H14O).IdentifycompoundsAthroughDinthissequenceandtherelatedreactions.
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3.Synthesesofeachofthefollowingcompoundshavebeenreportedinthechemicalliterature.Usingtheindicatedstartingmaterialandanynecessaryorganicorinorganicreagents,describeshortsequencesofreactionsthatwouldbeappropriateforeachtransformation.
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4.Thefollowingfive-stepsynthesishasbeenreportedinthechemicalliterature.Suggestreagentsappropriateforeachstep.
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5.Acompound(C11H14O)hasastrongpeakinitsinfraredspectrumnear1700cm-1.Its200-MHz1HNMRspectrumisshowninfollowing.Whatisthestructureofthecompound?
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6.CompoundsAandBareisomericdiketonesofmolecularformulaC6H10O2.The1HNMRspectrumofAcontainstwosignals,bothsinglets,at2.2(6H)and2.8ppm(4H).The1HNMRspectrumofBcontainstwosignals,oneat1.3ppm(t,6H)andtheotherat2.8ppm(q,4H).WhatarethestructuresofcompoundsAandB?7.Suggestreasonablemechanismforeachofthefollowingreactions
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8.Hydridereduction(withLiAlH4orNaBH4)ofeachofthefollowingketoneshasbeenreportedinthechemicalliteratureandgivesamixtureoftwodiastereomericalcoholsineachcase.Givethestructuresorbuildmolecularmodelsofbothalcoholproductsforeachketone.
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9.Eachofthefollowingreactionshasbeenreportedinthechemicalliterature.Writethestructureoftheproduct(s)formedineachcase.
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following syntheses:
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10. Identify the reagents appropriate for each step in the following reactions:
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11. Outline reasonable mechanisms for each of the
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