What is the curved arrow mechanism for the diels alder reaction of cyclopentadiene, dienophile, and 50 mL of ether. The product is bicyclo[2.2.1]hepta-2,5-diene-2,3-dicarboxylic acid dimethyl ester.

Bromine in methylene chloride is added in stoichiometric proportions to cyclopentane, What color is the final solution? Bromine in methylene chloride is added in stoichiometric proportion to cyclohexa-1,3-diene. What color is the final solution?

Optical active compound 1-chloro-3-methylcyclopentane was reacting withpotassium t-butoxide in t-butanol. Two alkene products were obtained. Themain product was optically active, and the secondary product was notoptically active. What are the two products?

(A) Which triene has the smallest heat of hydrogenation? Explain why. (B) Which triene can be reactive in the Diels-Alder reaction? (C) Which triene is the most reactive in the Diels-Alder reaction?

6.) For the following reactions, please draw the structures of both the diene and dienophile that would afford the depicted Diels Alder adducts. 1. ? + ? Diene Dienophile CH3 O CH3 ? + ? CH3 Diene Dienophile CH ? + ? Diene Dienophile ? + ? Dienophile Diene CHa

A benzene ring alters the reactivity of a neighboring group in the so-called “benzylic” position, similarly to how a double bond alters the reactivity of groups in the “allylic” position. Benzylic cations, anions, and radicals are all more stable than simple alkyl intermediates. a) Use resonance structures to show the delocalization of the positive charge, negative charge, and unpaired electron of the benzyl cation, anion, and radical.

1. Compare the electron density maps for the two compounds. (They were both created using the same color scale.) There is more electron density around the oxygen in cycloheptatrienone compared to the oxygen in cyclopentadienone. Explain the difference. Cycloheptatrienone Cyclopentadienone 2. One of your labs in CHM2211L uses cyclopentadiene as a reagent in a Diels-Alder reaction. However, before it can be used in that reaction it must be heated and distilled as the compound dimerizes while it is stored. Draw the dimerization reaction in bond line form. 3. Is the following compound aromatic? Detail how it meets or does not meet the qualifications of aromaticity. If it is not aromatic, could it easily be converted into an aromatic compound? How? H CX H