14.39 Draw the structure of each compound.a. (Z)-penta-1,3-diene in the s-trans conformationb. (2E,4Z)-1-bromo-3-methylhexa-2,4-dienec. (2E,4E,6E)-octa-2,4,6-triened. (2E,4E)-3-methylhexa-2,4-diene in the s-cis conformation

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Answered: 14.39 Draw the structure of each…

Chemistry

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

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Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Draw the structure consistent with each description. a.(2E,4E)-octa-2,4-diene in the s-trans conformation b.(3E,5Z)-nona-3,5-diene in the s-cis conformation c.(3Z,5Z)-4,5-dimethyldeca-3,5-diene. Draw both the s-cis and s-trans conformations.
2. What is the IUPAC name of the following alkene? (A) (3E,5Z)-3-bromoocta-3,5-diene (B) (3Z,5E)-6-bromoocta-3,5-diene C (3E,5Z)-3-bromoocta-4,6-diene (D) (32,5E)-3-bromoocta-3,5-diene (E) (3E,5Z)-3-bromohepta-3,5-dienc Br 3,5 8
13.45 What reagents are needed to convert cyclopentene to (a) bromocyclopentane; (b) trans-1,2-dibromocyclopentane; (c) 3- bromocyclopentene?
14.45 Addition of HCl to 1-methoxycyclohexene yields 1-chloro-1-methoxycyclo- hexane as the sole product. Use resonance structures to explain why none of the other regioisomer is formed. OCH3 -CI LOCH3 HCI
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…
4. Propose a synthesis plan for these molecules (a) (b) Br. OEt from a Wittig reaction from benzene i) Propose a Diels-Alder reaction for the molecule to the left or ii) Draw the mechanism for 3f: (ix)→ (x) CI- CI
Markovnikov Hydrohalogenation – HX (SYN & ANTI) :CI: H-CI: Scenario A :Cl: H. A В H-ci: H-CI: ..O :Cl: Scenario B CI: D 1. Fill in the curved arrows to show the mechanism of the reaction in Scenario A & B. 2. What is the hybridization and shape of the intermediate carbocation? How will the hybridization and shape of the intermediate carbocation affect the structure of the final product?
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).
5. Provide an example of/structure for: [a] the endo cycloadduct derived from the Diels-Alder reaction of CpH and methyl vinyl ketone [b] a fused bicyclic structure [c] bicyclo[3.2.0]hep-2-ene
9. Rank the following groups in order of decreasing the priority. (a) —СНз, —СН2CН3, —СH2CH2СН3, — (CН2)3СH3 (b) —СООН, -CH2OH, —Н, —СНО (с) —С-СН, —CH(CH:)2, —СH2CН3, —СН3СH2
Rings + Unsaturation --- Hydrogenation If compound A C51H81BrN5O3P3 is hydrogenated to give compound B C51H101BrN5O3P3. How many rings does compound A have? Assume that P has a valency of 5. Would the answer be 4 rings? Formula -> unsat + rings = 1+C +N/2 - H/2 - X/2
5.39 What is the stereochemical configuration of the enantiomer of (2S,4R) - 2,4- octanediol? (A diol is a compound with two -OH groups.) 6.21 - Draw an energy diagram for a two-step reaction with K Label the overall AG°, transition states, and intermediate. Is AG° positive or negative? eq > 1. 5.39- What is the stereochemical configuration of the enantiomer of (25,4R)-2,4- octanediol? (A diol is a compound with two -OH groups.) 6.21- Draw an energy diagram for a two-step reaction with Keq > 1. Label the overall AG,transition states, and intermediate. Is AG° negative?

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14.39 Draw the structure of each compound. a. (Z)-penta-1,3-diene in the s-trans conformation b. (2E,4Z)-1-bromo-3-methylhexa-2,4-diene c. (2E,4E,6E)-octa-2,4,6-triene d. (2E,4E)-3-methylhexa-2,4-diene in the s-cis conformation