Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 15.7, Problem 19P
Which ester hydrolyzes more rapidly?
a. methyl acetate or phenyl acetate?
b. phenyl acetate or benzyl acetate?
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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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- ? /1600 O Macmillan Learning Using the data in the table, determine the rate constant of the Trial [A] (M) [B] (M) Rate (M/s) reaction and select the appropriate units. 1 0.240 0.350 0.0187 2 0.240 0.700 0.0187 A+2B C+D 3 0.480 0.350 0.0748 k = Unitsarrow_forwardCan you please explain why structure 3 is the correct answer? I am having trouble understanding why it is aromatic. Can you also label molecules 1, 2, 4, and 5 with the correct nonaromatic or antiaromatic?arrow_forwardQ1. (a) Draw equations for homolytic and heterolytic cleavages of the N-H bond in NH3. Use curved arrows to show the electron movement. (b) Draw equations for homolytic and heterolytic cleavages of the N-H bond in NH4*. Use curved arrows to show the electron movement.arrow_forward
- Can you please explain why answer 5 (V) is the correct answer?arrow_forwardCan you please explain why structure 3 is the correct answer? Please give a detailed explanation.arrow_forwardPart VII. The H-NMR of a compound with molecular formula C5 H 10 O2 is given below. Find the following: (a) The no. of protons corresponding to each signal in the spectra (6) Give the structure of the compound and assign the signals to each proton in the compound. a 70.2 Integration Values C5H10O2 b 47.7 C 46.5 d 69.5 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 Chemical Shift (ppm) 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 1.0 0.9 0.8arrow_forward
- Part 111. 1 H-NMR spectrum of a compound with integration values in red is given below. Answer the following: (a) write the signals in the 'H-NMR spectrum to the corresponding protons on the structure of the molecule below. (b) Identify the theoretical multiplicities for each proton in the compound. Also give the possible. complex splitting patterns assuming J values are not similar. там Br 22 2 3 6 4 7.2 7.0 6.8 6.6 6.4 6.2 6.0 5.8 5.6 5.4 5.2 5.0 4.8 4.6 4.4 4.2 4.0 3.8 3.6 3.4 3.2 3.0 2.8 2.6 2.4 2.2 2.0 1.8 1.6 1.4 1.2 1.0 0.8 0 Chemical Shift (ppm) ra. Br 2 3 6 6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 1.0 0.9 0.8 Chemical Shift (ppm) 2 2 Br 7.3 7.2 7.1 7.0 6.9 6.7 6.6 6.5 6.4 6.3 6.2 6.1 6.0 Chemical Shift (ppm) 5.9 5.8 5.7 5.5 5.4 5.3 5.2 5.0 4.9arrow_forward1600° 1538°C 1493°C In the diagram, the letter L indicates that it is a liquid. Indicate its components in the upper region where only L is indicated. The iron-iron carbide phase diagram. Temperature (°C) 1400 8 1394°C y+L 1200 2.14 y, Austenite 10000 912°C 800a 0.76 0.022 600 400 (Fe) a, Ferrite Composition (at% C) 15 1147°C a + Fe3C 2 3 Composition (wt% C) L 2500 4.30 2000 y + Fe3C 727°C 1500 Cementite (Fe3C) 1000 4 5 6 6.70 Temperature (°F)arrow_forwardNonearrow_forward
- Part II. Given below are the 'H-NMR spectrum at 300 MHz in CDC13 and mass spectrum using electron ionization of compound Brian. The FTIR of the said compound showed a strong peak at 1710 cm"). Determine the following: (a) molecular Formula and Degree of unsaturation of compound Brian (b) Basing on the given H-NMR spectrum tabulate the following (i) chemical shifts (ii) integration, ciii) multiplicity and (iv) interferences made for each signal (c) Draw the structure of compound Brian. ) ΕΙ 43 41 27 71 114 (M+) Hmmm 20 30 40 50 60 70 80 90 100 110 120 1H NMR spectrum 300 MHz in CDCl3 2.0 alle 1.0arrow_forwardThe iron-iron carbide phase diagram. In the diagram, the letter L indicates that it is a liquid. Indicate what its components are. Temperature (°C) 1600 10 Composition (at% C) 15 25 1538°C -1493°C 8 1400 1200 1394°C y+L L 2500 1147°C y. Austenite 2.14 4.30 2000 1000 912°C y + Fe3C 800ㅏ 0.76 0.022 600 a, Ferrite a + Fe3C 400 0 (Fe) Composition (wt% C) 727°C 1500 Cementite (Fe3C) 1000 6 6.70 Temperature (°F)arrow_forwardPart V. Choose which isomer would give the 1H-NMR spectrum below. Justify your reasoning by assigning important signals to the Corresponding protons of the correct molecule. A D on of of of H H 88 2 90 7.8 7.6 7.4 80 5 6 [ppm] 7.2 6.8 6.6 6.4 ō [ppm]arrow_forward
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