Question

CHEM 3020 Practice exam 3 Give the major organic product for the following reactions: R0, H.2 HO HO Bry 1) Lithium Disopropylamide (LDA) 2) CIES o spomen 1) Lithium Disopropyl anide (LDA) OCH, CITOTT 1) OHI 2) CHI OH Give all possible products from the following mixed aldol reaction and show how they can be formed. Show the mechanism for the keto enol tautomerization of 2-propanone in both acid and in base.

Answer 1

Answer A] u li Hoo 040 aldol Product aldol condensabon Reach on Mechanism in on Reach on-2 molecules womeline Whey - en i me 1) LDA 2) Cho Br Mechanism: This is an enolate alkylato reach on ой 1) LDA Mecha t-10A

ome COUCH CIG-oll Mechanism Dickmann condensakcie Intramolecular Claisen estes condensabom reachion. ciloch a Coc Top Crocha - r Lochh Oooh coome HEoch covery - chon -ome home Yome o wiribas meoo mechanism 2 meod i-meon Home - meob meo ! meo 1) Hoo Me -OH GI 23 mechanism hogh the latment home

2) do 10% on or Br2 mechanism Ion oru para امیم ser BorBr Hoo So B) Answer Hoo Crosssaldol tho of tot + Product 1 ta Sel baldol Both molecule have a X-hydrogen atom. Therefore it undergoes the Sells aldol condensahom to gives two products and it also undergoes the cross -aldol condensahoon to gives another two Products .. mixture of 4- Product Lormed + 6 Product - Hoo но Same too molecules undergoes Condensation cint in Ho hen e same too wint we Hoog en Win + Win Ho@> eetu acceptos domiao tho n cross teachim ", HOO 2 donar Cross teachim between two molecules Ное wir ho aceeptor donar

Answer Mechanism of keto-enol tautomerism ols - 2-Propanone 0-1 aj Acid catalyzed mechanism b) Base catalyzed mechanism