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- Predict the stereochemistry of the following Pericyclic reactions a) a thermal [2 + 6] cycloaddition b) photochemical [3 ,6] sigmatropic rearrangementa) What product is formed from the [1,7] sigmatropic rearrangement of a deuterium in the following triene? (b) Does this reaction proceed in a suprafacial or antarafacial manner under thermal conditions? (c) Does this reaction proceed in a suprafacial or antarafacial manner under photochemical conditions?Elimination occurs when (Z)-3-bromohex-3-ene is treated with NaNH2. Under the same conditions, 1-bromocyclohexeneundergoes elimination much more sluggishly. Explain why
- When Br2 is added to buta-1,3-diene at -15 °C, the product mixture contains 60% ofproduct A and 40% of product B. When the same reaction takes place at 60 °C, theproduct ratio is 10% A and 90% B.) Propose a mechanism to account for formation of both A and BFollowing is a balanced equation for bromination of toluene.(a) Using the values for bond dissociation enthalpies given in Appendix 3,calculate ∆H0for this reaction.(b) Propose a pair of chain propagation steps and show that they add up to theobserved reaction.(c) Calculate ∆H0for each chain propagation step.(d) Which propagation step is rate-determininPredict the products of conjugate (Michael) additions, and show how to use thesereactions in syntheses. Show the general mechanism of the Robinson annulation,and use it to form cyclohexenone ring systems.
- The following are examples of hetero Diels–Alder reactions (see Problem 24.35). Draw the mechanism and predict the product for each reaction, paying particular attention to stereochemistry.Using one or more of the following compounds as starting materials or products illustrate, with an example, each of the following type of pericyclic reactions. Your answer should include curved arrow mechanisms. (i) a disrotatory thermal electrocyclic reaction (ii) a conrotatory photochemical electrocyclic reaction (iii) a [4+2] cycloaddition (iv) a [3,3]-sigmatropic rearrangementDraw the products of the following Diels–Alder reactions. Indicate stereochemistry where appropriate and show the pushing mechanism for a and b
- 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…Draw the major products obtained from the reaction of one equivalent of HBr with the following compounds. For each reaction, indicate the kinetic product and the thermodynamic productDiels Adler reaction-- predict the product--- provide mechanism of formation.