2) A Diels-Alder reaction yields the following compound. Please write the structure of diene and dienophile, and synthesize the dienophile from a starting material with no more than four carbon. "CO₂Et
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- Alec wanted to prepare to diene B to use in a subsequent Diels-Alder reaction. He thought he could prepare it via the reaction shown below. However, treatment of the diol (A) with acid yield either ketone (C) as the major product. H,SO, HO IPh Нeat Ph Ph OH B C a. Give a detail account of how you would determine whether product of the reaction was B or C. Assume that the only method available to you is FT-IR. You must give values for all features of all spectra. b. Provide a detail mechanism as to how compound B and C are formed under the reaction conditions. ..(a) Complete the following sequence of reactions (i.e., give the structure for compounds A and B), giving structural details of all key intermediates. heat & A COOCH3 H₁₂ Ni (b) Provide the bond line structures for the pair of compounds used for the Diels-Alder synthesis of the compound shown below. O B COOCH3 (c) Draw the two major products obtained when (3E,5Z)-2,2,3,6,7-pentamethylocta-3,5-diene reacts with HBr at low and high temperatures. Label the products as the kinetic or thermodynamic product AND, if applicable, use dashes and wedges to show the correct stereochemistry in the obtained products.The following triene undergoes an intramolecular Diels-Alder reaction to give a bicyclic product. Propose a structural formula for the product. Account for the observation that the Diels-Alder reaction given in this problem takes place under milder conditions (at lower temperature) than the analogous Diels-Alder reaction shown in Problem 20.34.
- The following triene undergoes an intramolecular Diels-Alder reaction to give a bicyclic product. Propose a structural formula for the product. Account for the observation that the Diels-Alder reaction given in this problem takes place under milder conditions (at lower temperature) than the analogous Diels-Alder reaction 0"C Diels-Alder adductA very large number of Diels-Alder reactions are recorded in the chemical literature, many of which involve relatively complicated dienes, dienophiles, or both. Predict the constitution of the Diels-Alder adduct that is expected to form from the combination of diene and dienophile below. Draw the structure of the predicted product, including relevant stereochemistry when applicable. If applicable, use the Bicyclic Stamp tool and guide points to draw each structure. NH + NC CN X NC CN Click and drag to start drawing a structure.Write a general rule that can be used to predict the major product of a Diels–Alder reaction between an alkene with an electron-withdrawing substituent and a diene with a substituent that can donate electrons by resonance depending on the location of the substituent on the diene.
- (a) Draw a Kekulé structure that shows how the reactive positions of anthracene are the ends of a diene, appropriate for a Diels–Alder reaction.(b) The Diels–Alder reaction of anthracene with maleic anhydride is a common organic lab experiment. Predict the product of this Diels–Alder reaction.[Review Topics] [References] Draw structural formulas for the diene and dienophile that combine in a Diels-Alder reaction to form the product shown. Diene + Dienophile CH3O CH₂ I wwwwwwwA very large number of Diels-Alder reactions are recorded in the chemical literature, many of which involve relatively complicated dienes, dienophiles, or both. Predict the constitution of the Diels-Alder adduct that is expected to form from the combination of diene and dienophile below. Draw the structure of the predicted product, including relevant stereochemistry when applicable. If applicable, use the Bicyclic Stamp tool and guide points to draw each structure. Click and drag to start drawing a structure.
- two positions of anthracene sometimes react more like polyenes thanlike aromatic compounds.(a) Draw a Kekulé structure that shows how the reactive positions of anthracene are the ends ofa diene, appropriate for a Diels–Alder reaction.(b) The Diels–Alder reaction of anthracene with maleic anhydride is a common organic labexperiment. Predict the product of this Diels–Alder reaction.The highly reactive triple bond of benzyne is a powerful dienophile. Predict the productof the Diels–Alder reaction of benzyne (from chlorobenzene and NaOH, heated) withcyclopentadiene.This is a Diels-Alder reaction between ethylene and cis-1,3-butadiene. For each cycloaddition product, draw in all hydrogen atoms, and write the molecular formula below.