Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 15.8, Problem 15P
[18]-Annulene shows two signals in its 1H NMR spectrum: one at 9.25 ppm and the other to the right of the TMS signal at −2.88 ppm. What hydrogens are responsible for each of the signals? (Hint: Look at the direction of the induced magnetic field outside and inside the benzene ring in Figure 14.6.)
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Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).
Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).
Chapter 15 Solutions
Organic Chemistry
Ch. 15.1 - Prob. 1PCh. 15.1 - Prob. 2PCh. 15.4 - How many signals would you expect to see in the 1H...Ch. 15.4 - Prob. 4PCh. 15.4 - How could you distinguish the 1H NMR spectra of...Ch. 15.4 - Draw an isomer of dichlorocyclopropane that gives...Ch. 15.5 - Prob. 7PCh. 15.5 - Prob. 8PCh. 15.5 - Prob. 9PCh. 15.5 - Where would you expect to find the 1H NMR signal...
Ch. 15.6 - Prob. 11PCh. 15.7 - Prob. 12PCh. 15.7 - Prob. 13PCh. 15.7 - Without referring to Table 14.1, label the proton...Ch. 15.8 - [18]-Annulene shows two signals in its 1H NMR...Ch. 15.9 - How would integration distinguish the 1H NMR...Ch. 15.9 - Which of the following compounds is responsible...Ch. 15.10 - Prob. 19PCh. 15.10 - Explain how the following compounds, each with the...Ch. 15.10 - The 1H NMR spectra of two carboxylic acids with...Ch. 15.11 - Draw a diagram like the one shown in Figure 14.12...Ch. 15.12 - Indicate the number of signals and the...Ch. 15.12 - How can their 1H NMR spectra distinguish the...Ch. 15.12 - Identify each compound from its molecular formula...Ch. 15.12 - Prob. 27PCh. 15.12 - Propose structures that are consistent with the...Ch. 15.12 - Describe the 1H NMR spectrum you would expect for...Ch. 15.13 - Prob. 30PCh. 15.13 - Identify the compound with molecular formula...Ch. 15.14 - Prob. 32PCh. 15.15 - a. For the following compounds, which pairs of...Ch. 15.17 - Explain why the chemical shift of the OH proton of...Ch. 15.17 - Prob. 37PCh. 15.17 - Prob. 38PCh. 15.17 - Prob. 39PCh. 15.20 - Answer the following questions for each compound:...Ch. 15.20 - Prob. 41PCh. 15.20 - How can 1,2-, 1,3-, and 1,4-dinitrobenzene be...Ch. 15.20 - Identify each compound below from its molecular...Ch. 15.22 - Prob. 44PCh. 15.22 - What does cross peak X in Figure 14.34 tell you?Ch. 15 - Prob. 46PCh. 15 - Draw a spitting diagram for the Hb proton and give...Ch. 15 - Label each set of chemically equivalent protons,...Ch. 15 - Match each of the 1H NMR spectra with one of the...Ch. 15 - Determine the ratios of the chemically...Ch. 15 - How can 1H NMR distinguish between the compounds...Ch. 15 - Prob. 52PCh. 15 - The 1H NMR spectra of three isomers with molecular...Ch. 15 - Prob. 54PCh. 15 - Prob. 55PCh. 15 - Prob. 56PCh. 15 - Compound A, with molecular formula C4H9Cl, shows...Ch. 15 - The 1H NMR spectra of three isomers with molecular...Ch. 15 - Would it be better to use 1H NMR or 13C NMR...Ch. 15 - There are four esters with molecular formula...Ch. 15 - An alkyl halide reacts with an alkoxide ion to...Ch. 15 - Identity each of the following compounds from its...Ch. 15 - Identity each of the following compounds from its...Ch. 15 - Prob. 64PCh. 15 - How can the signals in the 6.5 to 8.1 ppm region...Ch. 15 - The 1H NMR spectra of two compounds, each with...Ch. 15 - Draw a splitting diagram for the Hb proton if Jbc...Ch. 15 - Sketch the following spectra that would be...Ch. 15 - How can 1H NMR be used to prove that the addition...Ch. 15 - Identity each of the following compounds from its...Ch. 15 - Dr. N. M. Arr was called in to help analyze the 1H...Ch. 15 - Calculate the amount of energy (in calories)...Ch. 15 - The following 1H NMR spectra are four compounds,...Ch. 15 - When compound A (C5H12O) is treated with HBr, it...Ch. 15 - Identity each of the following compounds from its...Ch. 15 - Identify each of the following compounds from its...Ch. 15 - Identity the compound with molecular formula...Ch. 15 - Identify the compound with molecular formula C6H14...
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- Look at the following pairs of structures carefully to identify them as representing a) completely different compounds, b) compounds that are structural isomers of each other, c) compounds that are geometric isomers of each other, d) conformers of the same compound (part of structure rotated around a single bond) or e) the same structure.arrow_forwardGiven 10.0 g of NaOH, what volume of a 0.100 M solution of H2SO4 would be required to exactly react all the NaOH?arrow_forward3.50 g of Li are combined with 3.50 g of N2. What is the maximum mass of Li3N that can be produced? 6 Li + N2 ---> 2 Li3Narrow_forward
- 3.50 g of Li are combined with 3.50 g of N2. What is the maximum mass of Li3N that can be produced? 6 Li + N2 ---> 2 Li3Narrow_forwardConcentration Trial1 Concentration of iodide solution (mA) 255.8 Concentration of thiosulfate solution (mM) 47.0 Concentration of hydrogen peroxide solution (mM) 110.1 Temperature of iodide solution ('C) 25.0 Volume of iodide solution (1) used (mL) 10.0 Volume of thiosulfate solution (5:03) used (mL) Volume of DI water used (mL) Volume of hydrogen peroxide solution (H₂O₂) used (mL) 1.0 2.5 7.5 Time (s) 16.9 Dark blue Observations Initial concentration of iodide in reaction (mA) Initial concentration of thiosulfate in reaction (mA) Initial concentration of hydrogen peroxide in reaction (mA) Initial Rate (mA's)arrow_forwardDraw the condensed or line-angle structure for an alkene with the formula C5H10. Note: Avoid selecting cis-/trans- isomers in this exercise. Draw two additional condensed or line-angle structures for alkenes with the formula C5H10. Record the name of the isomers in Data Table 1. Repeat steps for 2 cyclic isomers of C5H10arrow_forward
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