Concept explainers
(a)
Interpretation: The curved arrows are to be used to show the conversion of A and B to C.
Concept introduction: The Diels-Alder reactions are the
Curved arrows aid in determining the movement and flow of electrons in the reaction. The electrons that take part in the chemical reactions are shown by the curved arrows. An electronegative element in the reaction attracts electron toward it.
Half headed arrows are used to show the flow of single electrons, while the full headed arrow shows the movement of electron pairs.
(b)
Interpretation: The bonds that are broken and formed in the given reaction are to be identified.
Concept introduction: The bonds in the reactions are broken to form the new compounds. During the formation of products, new bonds are formed. The sum of bonds broken and bonds formed in the reactions are used to calculate the enthalpy change in the reaction.
(c)
Interpretation: The reaction is endothermic or exothermic is to be identified.
Concept introduction: The chemical reaction in which energy is released during the formation of products is known as exothermic reactions. The energy released during the reaction is denoted by
(d)
Interpretation: Entropy favors the reactants or products are to be identified.
Concept introduction: The change in Gibbs free energy, enthalpy and entropy is represented by
The change in Gibbs free energy describes the spontaneity of the reaction. The change in enthalpy describes the relative bond strength in the substance, whereas the change in entropy describes the randomness in the system.
(e)
Interpretation: The Diels-Alder reaction is to be classified as a substitution, elimination, or addition reaction.
Concept introduction: The substitution reactions involve the substitution or replacement of an atom or group of atoms in a compound by anotheratom or groups of atoms. In the substitution reactions, the replacement takes place by the break down of sigma bonds.
In elimination reaction, the formation of
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Chapter 6 Solutions
ORGANIC CHEMISRTY(LL)W/CONNECT
- The Diels–Alder reaction, a powerful reaction, occurs when a 1,3-diene such as A reacts with an alkene such as B to form the six-membered ring in C. Question: Draw curved arrows to show how A and B react to form C.What bondsarrow_forwarda. Identify two alkenes that react with HBr to form 1-bromo-1-methylcyclohexane without undergoing a carbocation rearrangement. b. Would both alkenes form the same alkyl halide if DBr were used instead of HBr? (D is an isotope of H, so D+ reacts like H+.)arrow_forwardCould you explain why the highlighted group on the right side of the double bond has a higher priority than the lower group on the right side of the double bond. I use this information to determine E/Z assigmentsarrow_forward
- Can someone draw the arrows for this reaction so I can understand how the product was formed? I'm having trouble understanding that aspect of the Diels-Alder reaction.arrow_forwarda. Draw the structures of the products obtained from the reaction of each enantiomer of cis-1-chloro-2-isopropylcyclopentane with sodium ethoxidein methanol.b. Are all the products optically active?c. How would the products differ if the starting material were the trans isomer? Are these products optically active?d. Will the cis enantiomers or the trans enantiomers form substitution products more rapidly?e. Will the cis enantiomers or the trans enantiomers form elimination products more rapidly?arrow_forwardChoose 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…arrow_forward
- Organic Chemistry 1. EA27. Please explain why B. letter is the answer, and not A, C, or D letters ? Thanksarrow_forwardDiels—Alder reaction of a monosubstituted diene (such as CH2 = CH – CH = CHOCH3) with a monosubstituted dienophile (such as CH2 = CHCHO) gives a mixture of products, but the 1,2-disubstituted product often predominates. Draw the resonance hybrid for each reactant and use the charge distribution of the hybrids to explain why the 1,2-disubstituted product is the major product.arrow_forward1. (a) Describe aromaticity, Kekule structure and resonance structure for benzene. (b) Why is benzene more stable than aliphatic alkenes?arrow_forward
- Consider the four trienes E–H. Which compound is most reactive in the Diels–Alder reaction?arrow_forwardExplain why the addition of HBr to alkenes A and C is regioselective,forming addition products B and D, respectively.arrow_forwardHomolysis of the indicated C–H bond in propene forms a resonancestabilized radical. a.Draw the two possible resonance structures for this radical. b.Use half-headed curved arrows to illustrate how one resonance structure can be converted to the other. c. Draw a structure for the resonance hybrid.arrow_forward
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning