Draw the major product of the aldol addition reaction between two of equivalents of this aldehyde with the conditions provided. Ignore inorganic byproducts. 1. NaOH H 2. Neutralizing work-up Atoms, Bonds and Rings Charges Draw or tap a new bond to see suggestions. Undo .༡ Reset > Remove Done Drag To Par

Draw the major product of the aldol addition reaction between two equivalents of this ketone with the conditions provided. Ignore inorganic byproducts. 1. H3O+ 2. Neutralizing work-up &

Draw the major product of this aldol addition reaction. Ignore inorganic byproducts. 1. LDA 2. CH3CH2CH2CHO 3. Neutralizing work-up

3. Show the mechanism for the following addition/substitution. cat. H2SO4 MeNH2 remove H₂O H H Why doesn't a primary amine need to add a second nucleophile? (i.e. why does it make an imine instead of an aminal?)

Draw the major product of this aldol addition reaction. Ignore inorganic byproducts. 1. LDA 2. C6H11CH2CHO 3. Neutralizing work-up Select to Draw

Complete the mechanism for the reaction of butanone with NaBH, followed by the addition of aqueous acid. 1. NABH4 final product 2. H3O* Step 2: Draw the charged organic intermediate product. Include nonbonding electrons and Step 1: draw curved arrows. Select Draw Rings More Erase charges. Omit the counterion. HB Na o C Select Draw Rings More Erase C H В :0 : H. H, O* H - B Na + ↑

e. f. Draw in any lone pairs of electrons that are directly involved in the reaction. or distributed d. Draw the elimination product that would form upon reaction of (4S)-1-bromo-4- methylhexane with KOC(CH3)3 in HOC(CH3)3 solvent. (Include Would this reaction be E1 or E2? de stereochemistry) may not be sha Draw a detailed step-wise mechanism for this elimination reaction. Be sure to include all steps, formal charges, and show the movement of electrons with curved arrows. Draw in any lone pairs of electrons that are directly involved in the reaction. msider the following reactions Indicate which mechanism(s) would be occurring (S1 S2 F1

This reaction is an example of conjugate addition of a nucleophile to an a,ẞ-unsaturated carbonyl. O CH3CH2CH2CH=CHCSCOA H₂O OH CH3CH2CH2CHCH2CSCOA Draw the two resonance structures of the enolate anion intermediate for this reaction. • Draw an R1 group in place of COA. The R group tool is located in the charges and lone pairs drop-down menu. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate resonance structures using the symbol from the drop-down menu. ->> 90-87 O + ? ChemDoodle >

Draw the major product of the aldol addition reaction between two of these aldehydes with the conditions provided. Ignore inorganic byproducts. 1. H3O+ H 2. Neutralizing work-up O Q

Draw the major product of the following reaction a). Remember to include the stereochemistry of the methyl groups. HCl(trace) b). HCltrace) МеОн c). -OH NaOHtrace) I|| I.