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- Chem 204 Homework Name Dr. Hellwig 1. Write in the product of this Diels-Alder reaction. Be sure to include stereochemistry where relevant. 1. Write in the diene and the dienophile which would react together in a Diels-Alder reaction to give this product: 2 Name these aromatic compounds properly. a) b) or 3. Write in the reagents need to transform benzene into this product. Benzene 4. Write out all the steps in the mechanism of this electrophilic aromatic substitution reaction. Include all resonance contributors. HNO, Benzene → nitrobenzeneExp3: Diels-Alder reaction Why does cyclopentadiene regularly form a dimer? How to break the dimer into monomers? Does the diene in this reaction act as the nucleophile or the electrophile? Is the maleic anhydride a nucleophile or an electrophile in this reaction? Explain your reasoning.Draw structural formulas for the diene and dienophile that combine in a Diels-Alder reaction to form the product shown. Diene + Dienophile CH3O CH3 • Consider E/Z stereochemistry of alkenes. • • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu. Θ ? ChemDoodleⓇ
- Draw structural formulas for the diene and dienophile that combine in a Diels-Alder reaction to form the product shown. lo Diene + Dienophile CAM • Consider E/Z stereochemistry of alkenes. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate multiple products using the + sign from the drop-down menu. Ⓡ Mill ChemDoodleⓇ Y -CI Sn [F CN < 461. Consider the Diels-Alder cycloaddition reaction below. D heat H D = deuterium = 2H Draw the major regioisomer (or in other words, constitutional isomer) expected to form. Draw appropriate resonance structures and explain why only one constitutional isomer is expected to form. Discuss if this can be drawn with both groups on the dieneophile being endo or one has to be endo and the other has to be exo.Draw structural formulas for the diene and dienophile that combine in a Diels-Alder reaction to form the product shown. • • • Diene + Dienophile H Consider E/Z stereochemistry of alkenes. Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu. ChemDoodle ?
- Draw structural formulas for the diene and dienophile that combine in a Diels-Alder reaction to form the product shown CH3CH2O. Diene + Dienophile Co,CH3 •Consider E Z stereochemistry of alkenes. •Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the sign from the drop-down menu. C. P. opy aste %3D6) The Diels-Alder reaction of anthracene (which is achiral) and maleic anhydride (also achiral) results in the formation of an achiral product. This is not always the case (where two achiral reactants form an achiral product). a) Propose a Diels-Alder reaction where two achiral starting materials result in the formation of a chiral product. b) Would this chiral product be a single enantiomer or a racemic mixture?1. Write in the product of this Diels-Alder reaction. Be sure to include stereochemistry where relevant. + O
- Draw structural formulas for the diene and dienophile that combine in a Diels-Alder reaction to form the product shown. Diene + Dienophile ? CH3 Consider E/Z stereochemistry of alkenes. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu. Lits O. Sn [F CH3Draw structural formulas for the diene and dienophile that combine in a Diels-Alder reaction to form the product shown. Diene + Dienophile → • Consider E/Z stereochemistry of alkenes. CH3 CO₂CH3 H3C • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate multiple products using the + sign from the drop-down menu.Draw structural formulas for the diene and dienophile that combine in a Diels-Alder reaction to form the product shown. Diene + Dienophile H • Consider E/Z stereochemistry of alkenes. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate multiple products using the + sign from the drop-down menu.
