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Draw an arrow-pushing mechanism for the Diels Alder reaction of anthracene-9- methanol and N-maleimide.
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- Draw an arrow-pushing mechanism for the Diels Alder reaction of anthracene-9- methanol and N-maleimide.What is the major monosubstitution product from the Friedel—Crafts reaction of benzene with 1 -chloro-2-methylpropane in the presence of AlCl3?Explain why the Diels Alder reaction would have synthetic significance in the production of biologically active compounds.
- In terms of steric effect and electron delocalization, explain: the solubility of acetylenic compound in many basesDiscuss the reaction of organometallic reagents as strong bases ?A Diels Alder reaction occurs with 4.25 g of cyclopentadiene, an equimolar amount of dienophile, and 50 mL of ether was used as the solvent. The product is bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid dimethyl ester. Given that information, what is the moles of each reactant, and what is the theoretical yeild of he product. (include the balanced equation)
- In an experiment, triphenylmethanol is prepared using the Grignard reaction. The Grignard reaction involves preparation and reaction of a very nucleophilic organo-magnesium compound. The Grignard reagent is very reactive and is easily destroyed by reaction with atmospheric water, oxygen, or carbon dioxide. The Grignard reagent must be prepared under strict anhydrous conditions (dry glassware, dry solvent). The volative solvent, diethyl ether, helps to prevent oxygen or carbon dioxide from entering the reaction vessel. Reaction of bromobenzene with magnesium in ether produces phenylmagnesium bromide. This Grignard reagent then reacts with methyl benzoate to produce the corresponding alkoxide. Reaction of the alkoxide with aqueous acid then produces the alcohol. Why is it unwise to begin addition of the solution of carbonyl compound to the Grignard reagent before the latter has cooled to room temperature?Give two different ways to prepare the following compound by the Diels-Alder reaction. Explain which method is preferred.In an experiment, triphenylmethanol is prepared using the Grignard reaction. The Grignard reaction involves preparation and reaction of a very nucleophilic organo-magnesium compound. The Grignard reagent is very reactive and is easily destroyed by reaction with atmospheric water, oxygen, or carbon dioxide. The Grignard reagent must be prepared under strict anhydrous conditions (dry glassware, dry solvent). The volative solvent, diethyl ether, helps to prevent oxygen or carbon dioxide from entering the reaction vessel. Reaction of bromobenzene with magnesium in ether produces phenylmagnesium bromide. This Grignard reagent then reacts with methyl benzoate to produce the corresponding alkoxide. Reaction of the alkoxide with aqueous acid then produces the alcohol. Why does pressure develop when the separatory funnel containing aqueous sulfuric acid and the ethereal solution of organic products is shaken?
- In an experiment, triphenylmethanol is prepared using the Grignard reaction. The Grignard reaction involves preparation and reaction of a very nucleophilic organo-magnesium compound. The Grignard reagent is very reactive and is easily destroyed by reaction with atmospheric water, oxygen, or carbon dioxide. The Grignard reagent must be prepared under strict anhydrous conditions (dry glassware, dry solvent). The volative solvent, diethyl ether, helps to prevent oxygen or carbon dioxide from entering the reaction vessel. Reaction of bromobenzene with magnesium in ether produces phenylmagnesium bromide. This Grignard reagent then reacts with methyl benzoate to produce the corresponding alkoxide. Reaction of the alkoxide with aqueous acid then produces the alcohol. Ethanol is often present in the technical grade of diethyl ether. If this grade rather than anhydrous were used, what effect, if any, would the ethanol have on the formation of the Grignard reagent? Explain.Draw the structures of the diene and dienophile that would be used in the diels alder reaction to synthesize the following compounds. Label each structure as diene or dienophile.Explain why butadiene sulfone was used in the Diels-Alder reaction with maleic anhydride? Why is excess employed in the reaction?