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- Propose a mechanism for this example of a pinacol rearrangemenThe reaction below is a base-catalyzed aldol reaction. O || CH₂-C-H CH3-C-H Ethanal (Acetaldehyde) H I CH3-C-H Ethanal (Acetaldehyde) NaOH Draw curved arrows to show the movement of electrons in the step of the mechanism shown below. Arrow-pushing Instructions AC⇒x= :O: || :CH₂-C-H OH Bl CH3-CH—CH2-CH -CH₂-1-1 a 3-Hydroxybutanal (B-hydroxyaldehyde; formed as a racemic mixture) :0: :0: || CH3—CH—CH2-C-H A tetrahedral carbonyl addition intermediate XC П W Co X А) I В || I Ш E D) IV. "ОН none of these ОН 11 ОН "О H3O* OH OH + enantiomer ||| IV H 7 OF
- Draw a representation of the transition state for the following endergonic mechanistic step. H,C-CH=CH, H-OH, H3C–CH-CH3 H,0SHOW/IDENTIFY the arrow pushing mechanism in at least 4 steps. CH,OPO?- | 3* C=0 2 HO-CH2 1 CH,OPO | 1 C=0 2 Dihydroxyacetone phosphate (DHAP) Но—С H 3 aldolase + Н—С-—ОН H Н-С-—ОН 15 CH-ОРО 6. Н—С—ОН CH,OPO Fructose- 1,6-bisphosphate (FBP) Glyceraldehyde- 3-phosphate (GAP)Identify. SN1 CI SN1 SN1 Br "|||| CH3CH₂O Na CH3CH₂OH Br SN2 H3C `ONa+ DMSO SN2 t-BuOK t-BuOH SN2 E1 E1 E1 major product E2 E2 E2
- Why does k2C03 not support sn2 pathways? What would you do to make this a sn2? Also draw the mechanism. | HoHO, H+ How do you araw the deailca mechanism with arou formalisms?S) Draw the expected major product (except when I explicitly ask for a minor product) in each box NaOCI CH;CO,H : CH,CN : H20 1) `MgBr OH 2) H20 C10H180 C12H240 C12H240 major stereoisomer minor stereoisomer base C13H9F203 "Fiflunisal" NSAID Drug produced by Merck in 1971 NC. CN heat C10H12N2 enant #1 C1OH12N2 enant #2 show "relative stereochemistry" of the methyl groups in the product for full credit. Two enantiomers are produced, draw one in one box, the other in the other box.
- Draw a representation of the transition state for the following endergonic mechanistic step. H;C-CH=CH, H-OH2 H3C-CH-CH; H,0C=CH H₂O, H₂SO4 HgSO4 HO C=CH₂ Cubven Draw curved arrows to show the movement of electrons in this step of the mechanism. CH3 + H-OH₂ HO 1 -CH3 H₂OWhat is the major product of the reaction below? + enantiomer A I B || C) III D I IV E) V + enantiomer || HCI + enantiomer + enantiomer IV + enantiomer V