Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 15, Problem 54P
- a. Which compound would you expect to have a greater dipole moment, methyl acetate or butanone?
- b. Which would you expect to have a higher boiling point?
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Chapter 15 Solutions
Organic Chemistry (8th Edition)
Ch. 15.1 - The aromas of many flowers and fruits are due to...Ch. 15.1 - Name the following:Ch. 15.1 - Prob. 3PCh. 15.2 - Which is longer, the carbon-oxygen single bond in...Ch. 15.2 - There are three carbon-oxygen bonds in methyl...Ch. 15.2 - Prob. 6PCh. 15.4 - a. What is the product of the reaction of acetyl...Ch. 15.4 - What is the product of an acyl substitution...Ch. 15.5 - a. Which compound has the stretching vibration for...Ch. 15.5 - Using the pKa values listed in Table 15.1, predict...
Ch. 15.5 - Is the following statement true or false? If the...Ch. 15.6 - Starting with acetyl chloride, what neutral...Ch. 15.6 - Prob. 13PCh. 15.7 - Starting with methyl acetate, what neutral...Ch. 15.7 - We saw that it is necessary to use excess amine in...Ch. 15.7 - Prob. 17PCh. 15.7 - Which ester hydrolyzes more rapidly? a. methyl...Ch. 15.7 - a. state three factors that cause the uncatalyzed...Ch. 15.8 - Prob. 21PCh. 15.8 - Using the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 23PCh. 15.8 - Show the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 25PCh. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.9 - Prob. 28PCh. 15.9 - Prob. 29PCh. 15.10 - Show how each of the following esters could he...Ch. 15.10 - Prob. 32PCh. 15.11 - Prob. 33PCh. 15.11 - Which of the following reactions leads to the...Ch. 15.12 - Prob. 35PCh. 15.12 - Prob. 36PCh. 15.13 - Prob. 37PCh. 15.14 - Prob. 38PCh. 15.14 - Prob. 39PCh. 15.15 - Prob. 40PCh. 15.15 - Which alkyl halides from the carboxylic acids...Ch. 15.16 - Prob. 43PCh. 15.16 - Prob. 44PCh. 15.16 - Prob. 45PCh. 15.17 - Prob. 46PCh. 15.18 - How could you synthesize the following compounds...Ch. 15 - Prob. 48PCh. 15 - Name the following:Ch. 15 - Prob. 50PCh. 15 - What compound are obtained from the fallowing...Ch. 15 - a. Rank the following esters in order of...Ch. 15 - Because bromocyclohexane is a secondary alkyl...Ch. 15 - a. Which compound would you expect to have a...Ch. 15 - How could you use 1H NMR spectroscopy to...Ch. 15 - Rank the following compounds in order of...Ch. 15 - Prob. 57PCh. 15 - Prob. 58PCh. 15 - Prob. 59PCh. 15 - A compound with molecular formula C5H10O2 gives...Ch. 15 - Prob. 61PCh. 15 - Prob. 62PCh. 15 - Prob. 63PCh. 15 - Prob. 64PCh. 15 - Prob. 65PCh. 15 - Prob. 66PCh. 15 - Two products, A and B, are obtained from the...Ch. 15 - Prob. 68PCh. 15 - Prob. 69PCh. 15 - Prob. 70PCh. 15 - Prob. 71PCh. 15 - Prob. 72PCh. 15 - When treated with an equivalent of methanol,...Ch. 15 - a. Identify the two products obtained from the...Ch. 15 - Prob. 75PCh. 15 - Prob. 76PCh. 15 - a. When a carboxylic acid is dissolved in...Ch. 15 - Prob. 78PCh. 15 - Identity the major and minor products of the...Ch. 15 - When a compound with molecular formula C11H14O2...Ch. 15 - Prob. 81PCh. 15 - Prob. 82PCh. 15 - Prob. 83PCh. 15 - The 1H NMR spectra for two esters with molecular...Ch. 15 - Show how the following compounds could be prepared...Ch. 15 - Prob. 86PCh. 15 - Prob. 87PCh. 15 - The intermediate shown here is formed during the...Ch. 15 - Prob. 89PCh. 15 - Propose a mechanism that accounts for the...Ch. 15 - Catalytic antibodies catalyze a reaction by...Ch. 15 - Prob. 92P
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- Use the literature Ka value of the acetic acid, and the data below to answer these questions. Note: You will not use the experimental titration graphs to answer the questions that follow. Group #1: Buffer pH = 4.35 Group #2: Buffer pH = 4.70 Group #3: Buffer pH = 5.00 Group #4: Buffer pH = 5.30 Use the Henderson-Hasselbalch equation, the buffer pH provided and the literature pKa value of acetic acid to perform the following: a) calculate the ratios of [acetate]/[acetic acid] for each of the 4 groups buffer solutions above. b) using the calculated ratios, which group solution will provide the best optimal buffer (Hint: what [acetate]/[acetic acid] ratio value is expected for an optimal buffer?) c) explain your choicearrow_forwardHow would you prepare 1 liter of a 50 mM Phosphate buffer at pH 7.5 beginning with K3PO4 and 1 M HCl or 1 M NaOH? Please help and show calculations. Thank youarrow_forwardDraw the four most importantcontributing structures of the cation intermediate thatforms in the electrophilic chlorination of phenol,(C6H5OH) to form p-chlorophenol. Put a circle aroundthe best one. Can you please each step and also how you would approach a similar problem. Thank you!arrow_forward
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- 5) There are no lone pairs shown in the structure below. Please add in all lone pairs and then give the hybridization scheme for the compound. (8) 10,11 7) 1.2.3 H 4 | 14 8) COC 12 13 H 16 15 H7 9) - 5.6 C 8 H 10) H 1). 2) 3)_ 11) 12) 13) 4)_ 14) 5) 15) 16) 6)arrow_forwardThe sum of the numbers in the name of isA. 11; B. 13; C. 10; D. 12; E. none of the other answers iscorrect. I believe the awnser should be E to this problem but the solution to this problem is D 12. I'm honestly unsure how that's the solution. If you can please explain the steps to this type of problem and how to approach a problem like this it would be greatly appreciated!arrow_forwardConsider the following data for phosphorus: g atomic mass 30.974 mol electronegativity 2.19 kJ electron affinity 72. mol kJ ionization energy 1011.8 mol kJ heat of fusion 0.64 mol You may find additional useful data in the ALEKS Data tab. Does the following reaction absorb or release energy? 2+ + (1) P (g) + e → P (g) Is it possible to calculate the amount of energy absorbed or released by reaction (1) using only the data above? If you answered yes to the previous question, enter the amount of energy absorbed or released by reaction (1): Does the following reaction absorb or release energy? 00 release absorb Can't be decided with the data given. yes no ☐ kJ/mol (²) P* (8) + + + e →>> P (g) Is it possible to calculate the amount of energy absorbed or released by reaction (2) using only the data above? If you answered yes to the previous question, enter the amount of energy absorbed or released by reaction (2): ☐ release absorb Can't be decided with the data given. yes no kJ/mol аarrow_forward
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