Write structures for the carbonyl electrophile and enolate nucleophile that react to give the aldol below. OH O He H • You do not have to consider stereochemistry. Draw the enolate nucleophile in its carbanion form. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple reactants using the + sign from the drop-down menu. ●

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The compound shown below is the product of a Claisen condensation. Draw structural formulas for the ester and enolate ion reactants. • Draw the enolate ion in its carbanion form. • Assume all esters to be used are ethyl esters. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple reactants using the + sign from the drop-down menu. • + ? Sn

Curved arrows are used to illustrate the flow of electrons. Follow the curved arrows and draw the structure of the missing reactants, intermediates, or products in the following mechanism. Include all lone pairs. Ignore stereochemistry. Ignore inorganic byproducts. H. BH₂ BH₂ THF . Draw Major Borane Intermediate H2O2, NaOH Draw Major Product

2. Show the organic product formed when methyl propanoate is reacted with lithium diisopropyl amide, then methyl ethanoate is slowly added to the mixture. The mixture is neutralized with aqueous acid to obtain a neutral product. (A) Show the steps in the mechanism as reactant is converted to final product. show appropriate arrow pushing and any charges. (B) Draw a box around the final product.

Draw structures for the carbonyl electrophile and enolate nucleophile that react to give the aldol or enone below. • You do not have to consider stereochemistry. • Draw the enolate ion in its carbanion form. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate multiple reactants using the + sign from the drop-down menu. ChemDoodle Submit Answer Retry Entire Group 7 more group attampts remalning

The structure below represents a tetrahedral alkoxide-ion intermediate formed by addition of a nucleophile to a carboxylic acid derivative. ball & stick + labels LC In the window below, draw both the starting acid derivative and the ultimate carboxylic acid derivative product. Do not include the product formed by the leaving group. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures using the sign from the drop-down menu.

CH21/23) [Review Topics] [References] Draw structures for the carbonyl electrophile and enolate nucleophile that react to give the aldol or enone below. OH CI You do not have to consider stereochemistry. Draw the enolate ion in its carbanion form. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple reactants using the + sign from the drop-down menu. ChemDoodle ? Previous Nex

Write structures for the carbonyl electrophile and enolate nucleophile that react to give the aldol below. ОН You do not have to consider stereochemistry. • Draw the enolate nucleophile in its carbanion form. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate multiple reactants using the + sign from the drop-down menu.

Draw one product of an elimination reaction between the molecules below. Note: There may be several correct answers. You only need to draw one of them. You do not need to draw any of the side products of the reaction. NH2 + Br. + X 5 Click and drag to start drawing a structure.