Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 15.20, Problem 42P
How can 1,2-, 1,3-, and 1,4-dinitrobenzene be distinguished by
- a. 1H NMR spectroscopy?
- b. 13C NMR spectroscopy?
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Shown below is the mechanism presented for the formation of biasplatin in reference 1 from the Background and Experiment document. The amounts used of each reactant are shown. Either draw or describe a better alternative to this mechanism. (Note that the first step represents two steps combined and the proton loss is not even shown; fixing these is not the desired improvement.) (Hints: The first step is correct, the second step is not; and the amount of the anhydride is in large excess to serve a purpose.)
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Draw a reasonable mechanism for the following reaction:
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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- Draw the mechanism for the following reaction: CH3 CH3 Et-OH Et Edit the reaction by drawing all steps in the appropriate boxes and connecting them with reaction arrows. Add charges where needed. Electron-flow arrows should start on the electron(s) of an atom or a bond and should end on an atom, bond, or location where a new bond should be created. H± EXP. L CONT. י Α [1] осн CH3 а CH3 :Ö Et H 0 N о S 0 Br Et-ÖH | P LL Farrow_forward20.00 mL of 0.150 M NaOH is titrated with 37.75 mL of HCl. What is the molarity of the HCl?arrow_forward20.00 mL of 0.025 M HCl is titrated with 0.035 M KOH. What volume of KOH is needed?arrow_forward
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- Calculate the pH of 0.450 M KOH.arrow_forwardWhich does NOT describe a mole? A. a unit used to count particles directly, B. Avogadro’s number of molecules of a compound, C. the number of atoms in exactly 12 g of pure C-12, D. the SI unit for the amount of a substancearrow_forward5 What would the complete ionic reaction be if aqueous solutions of potassium sulfate and barium acetate were mixed? ed of Select one: O a 2 K SO4 + Ba2 +2 C₂H3O21 K+SO4 + Ba2+ + 2 C2H3O21 K+SO42 + Ba2 +2 C2H3O2 BaSO4 +2 K+ + 2 C2H3O estion Ob. O c. Od. 2 K SO4 +Ba2 +2 C₂H₂O₂ BaSO4 + K+ + 2 C2H3O BaSO4 + K + 2 C2H301 →Ba² +SO42 +2 KC2H3O s pagearrow_forward
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