Cyclopentadiene is unusually acidic for a hydrocarbon. Which of the following explains why that is? The carbon atoms of cyclopentadiene are all sp? hybridized. A В Cyclopentadiene is aromatic. Removal of a proton from cyclopentadiene yields an C aromatic anion. Removal of a hydrogen atom from cyclopentadiene yields a highly stable free radical. Removal of a hydride ion from cyclopentadiene produces an E aromatic cation. H H. cyclopentadiene
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- Furan and maleimide undergo a Diels–Alder reaction at 25 °C to give the endo isomer of the product. When the reactiontakes place at 90 °C, however, the major product is the exo isomer. Further study shows that the endo isomer of theproduct isomerizes to the exo isomer at 90 °C.furan: O maleimide:OON H(a) Draw and label the endo and exo isomers of the Diels–Alder adduct of furan and maleimide.(b) Which isomer of the product would you usually expect from this reaction? Explain why this isomer is usually favored.(c) Examine your answer to (b) and determine whether this answer applies to a reaction that is kinetically controlled orone that is thermodynamically controlled, or both.(d) Explain why the endo isomer predominates when the reaction takes place at 25 °C and why the exo isomer predominates at 90 °CThe following are several isomers of C10H14 with two fused six-membered rings. A B D E G H (a) Identify which will react with ethene in a Diels-Alder reaction and which will not. (b) Draw one more isomer with two fused six-membered rings that will react with ethene in a Diels-Alder reaction.QUse Huckels rule of aromaticitg to identifep aromatic compoun ds from fullow ing OAzine Doxole )Nophthalene Hexafiene ONephthalene Hexafnene
- Compounds P and Q can undergo a Diels-Alder reaction to form two regioisomeric products R and S as shown in Figure 5. OMe O C8H12O2 R C8H12O2 S Figure 5 Draw the chemical structures of regioisomeric compounds R and S. Using possible resonance contributors of P and Q predict which of the two regioisomers will be favoured in the reaction. Using curly arrows, draw the mechanism for the reaction of P and Q to form the dominant regioisomer you have predicted in your answer to part (ii) above.Is the following compound aromatic or not? choose the correct answer (with motive) from the options given O A It has 8 TT electrons and satisfy Huckel's rule therefore it is aromatic O B. It is aromatic with electrons 10 m electrons and satisfy Huckel's rule OC It is not aromatic because the total number of electrons and does not satisfy Huckel's rule O D.It has 6 T electrons, therefore it does not satisfiy Huckel's ruletwo 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.
- Choose the correct option. 1. Which of the following reactions best describes the Diels-Alder reaction?A)electrocyclic reactionB)cycloaddition reactionC)sigmatropic reactionD)radical reactionE)nucleophilic substitution reaction 2.Which of the following statements best describes the theory of Conservation of Orbital Symmetry?A)Molecular orbital of the transition state must be similar to that of the reactant.B)Molecular orbital of the transition state must be similar to that of the product.C)Only s orbitals from reactants and products are utilized.D)Molecular orbitals of reactant and product must have similar symmetry.E)Molecular orbitals of reactant and product must have different symmetry. 3.Through what type of single pericyclic reaction did the reaction proceed? 5-methylcyclopenta-1,3-diene to 1-methylcyclopenta-1,3-dieneA)[1,2] sigmatropic hydrogen migrationB)[1,3] sigmatropic hydrogen migrationC)[1,4] sigmatropic hydrogen migrationD)[1,5] sigmatropic hydrogen migrationE)none of the…| Anthracene readily undergoes a Diels-Alder reaction with tetracyanoethene, even though anthracene is NC CN ? + aromatic. NC CN (a) Draw two possible products that can form from this reaction. (b) Explain why anthracene can readily undergo a Diels-Alder reaction, whereas benzene does not.7. At room temperature cyclopentadiene reacts with itself to form dicyclopentadiene in a Diels-Alder reaction. a) draw the self reaction of cyclopentadiene 20°C. b) When dicyclopentadiene is heated to boiling (170°C), the retor-Diels-Alder reaction occurs producing 2 moles of cyclopentadiene. Explain this observation in terms of free energy, enthalpy and entropy. c) If the AHxn = -75 kJ/mol and the ASpxn = -226 J/mol K, What temperature would be required for the reaction to be at equilibrium (Keq = 1).
- Which of the structures below is the major product obtained from the following Diels-Alder reaction. Note that you will have to re-draw the diene in the s-cis conformation to correctly predict the stereochemistry of the product. ? A B CDraw the conjugate bases of pyrrole and cyclopentadiene. Explain why the sp3 hybridized C – H bond of cyclopentadiene is more acidic than the N – H bond of pyrrole.b Search results for write complet * Illinois State University : CHE 22 X > aromatic nitration assignment.p x A reggienet.illinoisstate.edu/access/content/attachment/ale286d3-b539-436a-9dae-4501422658c6/Assignments/97c80ba1-8f18-42f9-bfad-7694cfc0. E U4SD.Org Imported From IE M TalentEd 4 News & Announce. * U4SD Intranet New Tab TAC O Zoom O EAC ТАС O JunpRope W Illinois REALTORS®. >> aromatic nitration assignment.pdf 1 / 2 + 100% ОН KMNO4 H3C- CH3 H,SO4, H2O 1 С. H OH H,PO, D. Mc 4 O v i 1:11 ТАС