Organic Chemistry; Organic Chemistry Study Guide A Format: Kit/package/shrinkwrap
8th Edition
ISBN: 9780134581064
Author: Bruice, Paula Yurkanis
Publisher: Prentice Hall
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Chapter 17, Problem 84P
Propose a mechanism for each of the following reactions:
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Chapter 17 Solutions
Organic Chemistry; Organic Chemistry Study Guide A Format: Kit/package/shrinkwrap
Ch. 17.1 - Prob. 1PCh. 17.1 - Prob. 2PCh. 17.1 - Prob. 3PCh. 17.1 - Prob. 4PCh. 17.1 - Rank the compounds in each of the following groups...Ch. 17.2 - Explain why 92% of 2,4-pemtanedione exists as the...Ch. 17.3 - Draw the enol tautomers for each of the following...Ch. 17.3 - Prob. 8PCh. 17.4 - Prob. 9PCh. 17.4 - Prob. 10P
Ch. 17.5 - Show how the following compounds can be prepared...Ch. 17.6 - What compound is formed when a dilute solution of...Ch. 17.7 - Prob. 13PCh. 17.7 - Prob. 14PCh. 17.7 - How many stereoisomers are obtained from each of...Ch. 17.7 - Prob. 16PCh. 17.8 - Prob. 17PCh. 17.9 - Prob. 18PCh. 17.9 - What reagents should be used to prepare the...Ch. 17.10 - Prob. 20PCh. 17.10 - What aldehyde or ketone would be obtained when...Ch. 17.11 - Prob. 22PCh. 17.11 - How could you prepare the following compound using...Ch. 17.12 - Prob. 25PCh. 17.12 - What two carbonyl compound are required for the...Ch. 17.12 - Propose a mechanism for the following reaction:Ch. 17.13 - Draw the products of the following reactions:Ch. 17.13 - Prob. 29PCh. 17.13 - Prob. 30PCh. 17.14 - Prob. 31PCh. 17.15 - Write the mechanism for the reaction of a...Ch. 17.15 - Prob. 33PCh. 17.15 - Prob. 34PCh. 17.15 - Draw the product of the reaction of each of the...Ch. 17.16 - Draw the product obtained by heating each pair of...Ch. 17.16 - What two carbonyl compounds are needed to...Ch. 17.17 - Prob. 38PCh. 17.18 - Prob. 39PCh. 17.18 - Prob. 40PCh. 17.19 - Prob. 41PCh. 17.20 - Prob. 43PCh. 17.21 - Propose a mechanism for the formation of...Ch. 17.21 - Prob. 45PCh. 17.21 - a. If the biosynthesis of palmitic acid were...Ch. 17.21 - Prob. 47PCh. 17 - Prob. 48PCh. 17 - Prob. 49PCh. 17 - Number the following compounds in order of...Ch. 17 - The 1H NMR chemical shifts of nitromethane,...Ch. 17 - Prob. 52PCh. 17 - Draw the products of the following reactions: a....Ch. 17 - A racemic mixture of 2-methyl-1-phenyl-1-butanone...Ch. 17 - Draw the products of the following reaction:Ch. 17 - Prob. 56PCh. 17 - Prob. 57PCh. 17 - In the presence of excess base and excess halogen,...Ch. 17 - Identify A-L. (Hint: A shows three singles in its...Ch. 17 - Using cyclopentanone as the reactant, show the...Ch. 17 - Show how 4-methyl-3-hexanol can be synthesized...Ch. 17 - Show how the following compound can be synthesized...Ch. 17 - Show how the following compounds can be prepared...Ch. 17 - Prob. 64PCh. 17 - Prob. 65PCh. 17 - Indicate how each of the following compounds can...Ch. 17 - Prob. 67PCh. 17 - The ketone whose 1H NMR spectrum is shown here was...Ch. 17 - Indicate how the following compounds can be...Ch. 17 - Compound A with molecular formula C6H10 has two...Ch. 17 - Prob. 71PCh. 17 - Draw the products of the following reactions:Ch. 17 - Prob. 73PCh. 17 - a. Show how the amino acid alanine can be...Ch. 17 - Show how the following compounds can be...Ch. 17 - Prob. 76PCh. 17 - Explain why the following bromoketone forms...Ch. 17 - Prob. 78PCh. 17 - A carboxylic arid is formed when an -haloketone...Ch. 17 - An , -unsaturated carbonyl compound can be...Ch. 17 - What carbonyl compounds are required to prepare a...Ch. 17 - Prob. 82PCh. 17 - A Cannizzaro reaction is the reaction of an...Ch. 17 - Propose a mechanism for each of the following...Ch. 17 - The following reaction is known as the benzoni...Ch. 17 - Prob. 86PCh. 17 - Prob. 87PCh. 17 - Prob. 88PCh. 17 - Prob. 89PCh. 17 - Prob. 90PCh. 17 - Propose a mechanism for the following reaction:Ch. 17 - What reagents are required to convert the reactant...Ch. 17 - Starting with bromocyclohexane, how can each of...Ch. 17 - Describe how the following compounds can be...Ch. 17 - Prob. 4PCh. 17 - Describe three ways to synthesize the following...Ch. 17 - Explain why 92% of 2.4-pentanedione exists as the...Ch. 17 - Describe how the following compound can be...Ch. 17 - Prob. 8PCh. 17 - Prob. 9PCh. 17 - Prob. 10PCh. 17 - Show how the following compounds can be...
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- H CH3 CH3 b) Write the products of your compound and the following reagents. If the reaction would not work for your compound, write "no reaction" and explain the problem. NaCN H* H₂NNHCH5 H* -à NaBH -à CH2MgBr Cro₁₂ --à H3O+ -à c) Would your compound give a positive Tollen's test? Why or why not?arrow_forwardHomework 4 Chem 204 Dr. Hellwig Consider this compound, which will be referred to as "your compound". a) Name your compound according to the IUPAC system. Include stereochemistry (E/Z/R/S) H CH3 CH3arrow_forwardWhat is the mechanism for this?arrow_forward
- 21.50 Determine the combinations of haloalkane(s) and alkoxide(s) that could be used to synthesize the following ethers through Williamson ether synthesis. (a) (c) (d) (e) (f) H₂COarrow_forward1. Arrange the following in order of increasing bond energy (lowest bond energy first, highest bond energy last). Provide your rationale. C=C, C-F, C=C, C-N, C-C List the bond order for each example.arrow_forwardWhat is the major enolate formed when treated with LDA? And why that one?arrow_forward
- 4. Calculate the total number of sigma bonds and total number of pi bonds in each of the following compounds. a. HH :D: +1 I H-N-C-C-O-H I H b. HH H Н :N=C-C-C=C-CEC-H :0: total o H-C-H H-C = `C-H I H. 11 H-C = C= CH H total o total π total π 1 Harrow_forwardIn the following reaction, what quantity in moles of CH₃OH are required to give off 4111 kJ of heat? 2 CH₃OH (l) + 3 O₂ (g) → 2 CO₂ (g) + 4 H₂O(g) ∆H° = -1280. kJarrow_forwardIndicate the processes in the dismutation of Cu2O.arrow_forward
- 1. Consider these three reactions as the elementary steps in the mechanism for a chemical reaction. 2600 2400 2200 2000 1800 1600 1400 1200 1000 800 Potential Energy (kJ) 600 400 200 0 -200- -400 -600- -800 (i) Cl₂ (g) + Pt(s) → 2Cl (g) + Pt(s) (ii) Cl (g)+ CO (g) + Pt (s) → CICO (g) + Pt (s) Ea = 1550 kJ Ea = 2240 kJ (iii) Cl (g) + CICO (g) → Cl₂CO (g) Ea = 2350 kJ AH=-950 kJ ΔΗ = 575 ΚΙ AH=-825 kJ a. Draw the potential energy diagram for the reaction. Label the data points for clarity. The potential energy of the reactants is 600 kJ Reaction Progress b. What is the overall chemical equation? c. What is the overall change in enthalpy for the above chemical reaction? d. What is the overall amount of activation energy for the above chemical reaction? e. Which reaction intermediate would be considered a catalyst (if any) and why? f. If you were to add 2700kJ of energy to the reaction (e.g. 2700 kl of heat or electricity), would you be able to make the reaction reverse itself (i.e. have…arrow_forwarddraw the enolate anion and the carbonyl that would be needed to make this product through an aldol addition reaction.arrow_forwardDraw the Michael Adduct and the final product of the Robinson annulation reaction. Ignore inorganic byproducts.arrow_forward
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