Howeverifthereactionrunsunderthermodynamiccontrolonewo

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Unformatted text preview: namicorkineticcontrols,andinthecaseoftheMPVreaction,toobtainthetruefinalproduct ratioandpercentconversionofreactanttoproduct.  ThereactionmechanismforthereductionsviaNaBH4andAl(OPri)3areknown,andaredepicted inFigures1and2:  Figure1:NaBH4ReductionMechanism 3   Figure2:Meerwein ­Ponndorf ­VerleyReductionMechanism(withacidicworkup) Thereactionmechanisms,however,donotdefinitivelygiveusananswerregardingthecontrol type.FortheNaBH4reduction,ifitrunsunderkineticcontrol,andoneweretoplacetheisolated productsinsamereactionconditionsthattheinitialreactantswerefoundin,thentherewouldbeno observedchangeinthe5.5:1isoborneol ­to ­borneolproductratioinitiallyplacedinthereactionmixture whencomparedtotheratiooftheproductsafterhavingbeenallowedtoreactfordistinctperiodsof time.However,ifthereactionrunsunderthermodynamiccontrol,onewouldexpecttoseetheratio changeovertime.Totestifthereactionrunsunderkineticcontrol,weplannedtoplaceasampleof commerciallyavailableisoborneolunderreactionconditionssimilartothoseunderwhichthefirst NaBH4reductionwasrunfor15minutes,andthentestedthereactionmixturewithGCtodeterminethe percentconversionandtheproductratio.ItwasnecessarytointroduceBH3a...
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This document was uploaded on 03/27/2014 for the course BIO 403 at Rochester.

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