K Problem 9.b of 28 Submit Curved arrows are used to illustrate the flow of electrons. Using the provided starting structures, draw the curved electron-pushing arrows for a nucleophilic addition reaction to the carbonyl and draw the resulting intermediate. Be sure to account for all bond- breaking and bond-making steps. :0: 'H ONU CH3 Select to Add Arrows Nu: Select to Draw Product

Lx Grve Up? In each reaction box, place the best reagent and conditions from the list. 1) CEN 2) 3) 4) 5) Ane Ha e (C,CIMle Cen) CILOLMlle fexc) LIAI, NaNI, CILOIL ,O ) tyl chloride cctic acid Nal, CI, Melle ten) 1,0.,0, ht otone

material 15. Draw a detailed arrow-pushing mechanism for the following t FeBry Bra -Br: + FeBr Sa. Generation of The Electrophile Electrphilic Addition to form Arenium (show the resonance forms of

choose the best reagents to complete the reaction shown below

. Base . The imol 1. The forme e. Bas perfo In 1 Orav cta 1. Steric hindrance is the unfavorable electron-electron repulsion that results when bonds are forced too close to each other. a. Draw the SN2 mechanism using curved arrows for the reaction of bromoethane with Nu:-. siz b. Draw the SN2 mechanism using curved arrows for the reaction of 2-bromopropane with Nu:. vtisizvod c. Given that steric hindrance is unfavorable, predict whether the SN2 reaction of bromoethane or 2- bromopropane would be faster. d. Determine in general the order of reactivity of all alkyl halides in an SN2 reaction (methyl, 1º, etc.)

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5. Draw the mechanism arrows for each of the reactions below. (8pts) NaNH2 a. b. C. CI .Cl I NaCN Base Catalyzed Keto-Enol Tautomerization H3O+ HO H₂N CI CN CN H

Draw the mechanism ffrom benzaldehyde to this using:   i)NaBH4 ii)TsCl, py iii)NaCN iiii)H+, H2O

Problem 42 of 44 Draw the major product of this reaction. Ignore inorganic byproducts. O mCPBA Submit Select to Draw

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