One of the following Diels-Alder reactions will occur more rapidly than the other. Draw the major, organic product for only the faster of these two reactions. You do not need to account for stereochemistry, but be sure your answer accounts for regiochemistry, where appropriate. CH3 HN H₂C N CH2 H₂C CH2 H₂C ? H₂C 'N' CH3 H ? A
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- Which of the following compounds can arise directly from a Diels-Alder reaction? Circle any structures that can. Then, identify the appropriate diene(s) and dienophile(s) that would lead to the compound. Pay attention to E-/Z- stereochemistry in all of the reactants. For those that cannot undergo a Diels-Alder reaction, please explain why.Rank the following dienes from most to least reactive in a Diels-Alder reaction. Provide an explanation for each ranking. Draw a mechanism and show the product for the following reaction, paying close attention to stereochemistry.[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 wwwwwww
- Which of the following compounds can arise directly from a Diels-Alder reaction? Please circle any structures that can, and then identify the appropriate diene(s) and dienophile(s) that would lead to that compound. Be sure to pay attention to E-IZ- stereochemistry in all of the reactants. For those that cannot undergo a Diels-Alder reaction, please explain why. OEt o CN .cO,Me Meo OMe H (+-) (+/-) (+/-) (+/-)The ratio between the products resulting from the reversible Diels-Alder reaction of furan and N- phenyl maleimide can be tuned by varying the reaction temperature and solvent. Please answer the following questions. A) Draw the products of this reaction that agree with the product ratios at each temperature when run either neat or in ether. Label each product as either endo or exo and be sure to indicate stereochemistry. Q furan n-phenyl maleimide + Time 7 days 7 days 20 days 7 days then 5 h Temp 0 °C ambient ambient 0 °C 60 °C A B 36 49 48 41 68a 23a 43 21 A + N-phenyl- maleimide (%) 14 11 ga 36 B) Draw the reaction coordinate diagram of this reaction. Label the products from part A, and provide a drawing of any transition states. BDraw both resonance structures of the most stable carbocation intermediate in the reaction shown + HCI [Review Topics] [References] Draw a structural formula for the product of this Diels-Alder reaction, including all stereoisomers of the product. a COOEt CHO COOEt
- For the Diels-Alder reaction, the product's skeletal structure and configuration at the bridgehead carbons are given (and the given wedge bond and dash bond should not be changed). Complete the structure of the major product. Indicate the stereochemistry, by adding two wedge and two dash bonds, at only the fused-ring stereocenters. A Complete the product and clearly show stereochemistry. H HConsider the molecule given below. In theory, there are only two inequivalent hydrogens in this molecule that could be substituted by Br in a free radical bromination – circle them. Put an asterisk to mark the one most likely to be substituted first. However, there are 5 possible products from free radical bromination. Draw all the products and show using arrow formalism how the intermediate radicals leading to these products formedpredict the product of each of the following reactions. Mono-halogenated products only for any radical halogenation reactions.
- A student adds NBS to a solution of 1-methylcyclohexene and irradiates the mixture with a sunlamp until all the NBS has reacted. After a careful distillation, the product mixture contains two major products of formula C7H11Br. (a) Draw the resonance forms of the three possible allylic free radical intermediates.3. Using the carbon sources provided and any other necessary reagents needed, propose a viable synthesis for the product shown. Your synthesis must include a Diels-Alder reaction. For each step in your synthesis be sure to show the reagents/conditions necessary for that step and also draw the major product expected for each step leading to the product. You will also need to use reactions discussed in previous chapters as well. Carbon Sources Available H₂C=CH2 steps CH₂BrQUESTION 2c below. Your structure should clearly indicate any regiochemistry / stereochemist Draw the major product of the Diels-Alder reaction for th Briefly explain the origin of any regiochemistry / stereochemistry in the major pro sentence maximum / structures may help!). OCH₂ OCH3 CN A