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 H,C HN H.C H,C CH H
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- myCoyote OWlv2 Homework Registration: CHEM 2... C OWLV2 | Online teaching and learning res.. * Start [Review Topics] [References) CH3 OMe H3C. CH3 MeOH CH3 CH3 CH3 H3C H3C H3C Br Alkyl halides undergo nucleophilic substitution and elimination reactions. When the kinetics of the reaction are measured, if the rate of the reaction is found to be dependent only upon the concentration of the alkyl halide the reaction is first order. The substitution reaction is thus termed SN1, and the elimination reaction is termed E1. These reactions are unimolecular and occur in two steps. The first step is rate-limiting and involves the loss of the leaving group to form a carbocation. In the second, fast, step the nucleophile adds to the carbocation in the SN1 reaction or elimination occurs to give an alkene in the E1 reaction. Because the carbocation is planar, the nucleophile can add to either face and therefore racemization is usually observed although solvent effects can influence this somewhat. E1…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. BWhich 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.
- Consider 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 formedWhich 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 (+-) (+/-) (+/-) (+/-)This is a Diels-Alder reaction between furan + maleic anhydride (endo and exo products). For each cycloaddition product, draw in all hydrogen atoms, and write the molecular formula below.
- Please do the mechanisms and talk about stereochemistry issues with this. Please explain step by step with nucleophiles and electrophile. The reaction is also Peterson to enyne after.There are two structurally different alkyl halides (i.e., that differ in their connectivity of atoms, not just halogen identity) that can be reacted with the same nucleophile to provide the product shown as a MAJOR product (not necessary as the only major product). Provide the structures of these two alkyl halides and the nucleophile.For each of the following, write the major product(s) and then draw out each step in the mechanism using curved arrows. Show ALL lone pair electrons and formal charges. Redraw ALL molecules as to show explicitly ALL bonds being broken or formed. Identify the molecular orbital (HOMO) of the nucleophile and the molecular orbital (LUMO) of electrophile involved in the nucleophilic attack. MO diagrams are not necessary..
- This is a Diels-Alder reaction between cyclopentadiene and maleic anhydride (endo and exo products). For each cycloaddition product, draw in all hydrogen atoms, and write the molecular formula below.[Review Topics] [References) Draw a structural formula for the major product of the acid-base reaction shown. H2N. HCI (1 mole) (1 mole) You do not have to consider stereochemistry. • Do not include counter-ions, e.g., Na", I, in your answer. • In those cases in which there are two reactants, draw only the product from the compound that reacts. C P. opy eateShow the structures for the major/significant organic product(s) expected for the following eleven reactions or sequences of reactions. If there is a major and minor productcircle the major product. Show all relevant stereochemistry.