Organic Chemistry, Books a la Carte Edition (8th Edition)
8th Edition
ISBN: 9780134074580
Author: Bruice, Paula Yurkanis
Publisher: PEARSON
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Textbook Question
Chapter 14.7, Problem 14P
Without referring to Table 14.1, label the proton or set of protons in each compound that gives the signal at the lowest frequency a, at the next lowest b, and so on.
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Calculate the degree of unsaturation (DU) for a molecule with the
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Without referring to Table 14.1, label the proton or set of protons in each compound that gives the signal at the lowest frequency a, at the next lowest b, and so on.
From the 13C spectrum of a compound, one can assign signals to specific carbon atoms of the compound and determine the number of protons on each of
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signals, "a peak", "no peak", or "an inverted peak" may appear in the corresponding DEPT-135 spectrum. Predict the DEPT-135 spectrum of compound A by
selecting the expected signal appearance at each of these five locations in the DEPT-135 spectrum.
-
II
II
IV
V
in
HO
A
100
PPM
180
160
140
120
80
60
40
20
v At the location of signal I
A. no peak
v At the location of signal IIl
В. а рeak
v At the location of signal IIl
C. an inverted peak
v At the location of signal IV
v A the location of signal V
Chapter 14 Solutions
Organic Chemistry, Books a la Carte Edition (8th Edition)
Ch. 14.1 - Prob. 1PCh. 14.1 - Prob. 2PCh. 14.4 - How many signals would you expect to see in the 1H...Ch. 14.4 - How many signals would you expect to see in the 1H...Ch. 14.4 - How could you distinguish the 1H NMR spectra of...Ch. 14.4 - Draw an isomer of dichlorocyclopropane that gives...Ch. 14.5 - Prob. 7PCh. 14.5 - Prob. 8PCh. 14.5 - Prob. 9PCh. 14.5 - Where would you expect to find the 1H NMR signal...
Ch. 14.6 - Prob. 11PCh. 14.7 - Prob. 12PCh. 14.7 - Prob. 13PCh. 14.7 - Without referring to Table 14.1, label the proton...Ch. 14.8 - [18]-Annulene shows two signals in its 1H NMR...Ch. 14.9 - How would integration distinguish the 1H NMR...Ch. 14.9 - Which of the following compounds is responsible...Ch. 14.10 - Prob. 19PCh. 14.10 - Explain how the following compounds, each with the...Ch. 14.10 - The 1H NMR spectra of two carboxylic acids with...Ch. 14.11 - Draw a diagram like the one shown in Figure 14.12...Ch. 14.12 - Indicate the number of signals and the...Ch. 14.12 - Explain the relative chemical shifts of the...Ch. 14.12 - How can their 1H NMR spectra distinguish the...Ch. 14.12 - Identify each compound from its molecular formula...Ch. 14.12 - Predict the splitting patterns for the signals...Ch. 14.12 - Describe the 1H NMR spectrum you would expect for...Ch. 14.12 - Propose structures that are consistent with the...Ch. 14.13 - Prob. 30PCh. 14.13 - Identify the compound with molecular formula...Ch. 14.14 - Prob. 32PCh. 14.15 - a. For the following compounds, which pairs of...Ch. 14.15 - How would the 1H NMR spectra for the four...Ch. 14.17 - Explain why the chemical shift of the OH proton of...Ch. 14.17 - Prob. 38PCh. 14.17 - Prob. 39PCh. 14.17 - Prob. 40PCh. 14.20 - Answer the following questions for each compound:...Ch. 14.20 - Prob. 42PCh. 14.20 - How can 1,2-, 1,3-, and 1,4-dinitrobenzene be...Ch. 14.20 - Identify each compound below from its molecular...Ch. 14.22 - Prob. 45PCh. 14.22 - What does cross peak X in Figure 14.34 tell you?Ch. 14 - Prob. 47PCh. 14 - Draw a spitting diagram for the Hb proton and give...Ch. 14 - Label each set of chemically equivalent protons,...Ch. 14 - Determine the ratios of the chemically...Ch. 14 - How can 1H NMR distinguish between the compounds...Ch. 14 - Prob. 52PCh. 14 - Match each of the 1H NMR spectra with one of the...Ch. 14 - The 1H NMR spectra of three isomers with molecular...Ch. 14 - Prob. 55PCh. 14 - Prob. 56PCh. 14 - Compound A, with molecular formula C4H9Cl, shows...Ch. 14 - Would it be better to use 1H NMR or 13C NMR...Ch. 14 - There are four esters with molecular formula...Ch. 14 - Identify the compound with molecular formula C6H14...Ch. 14 - An alkyl halide reacts with an alkoxide ion to...Ch. 14 - The 1H NMR spectra of three isomers with molecular...Ch. 14 - Identity each of the following compounds from its...Ch. 14 - Identity each of the following compounds from its...Ch. 14 - Prob. 65PCh. 14 - How can the signals in the 6.5 to 8.1 ppm region...Ch. 14 - The 1H NMR spectra of two compounds, each with...Ch. 14 - Draw a splitting diagram for the Hb proton if Jbc...Ch. 14 - Sketch the following spectra that would be...Ch. 14 - How can 1H NMR be used to prove that the addition...Ch. 14 - Identity each of the following compounds from its...Ch. 14 - Dr. N. M. Arr was called in to help analyze the 1H...Ch. 14 - Calculate the amount of energy (in calories)...Ch. 14 - The following 1H NMR spectra are four compounds,...Ch. 14 - When compound A (C5H12O) is treated with HBr, it...Ch. 14 - Identity the compound with molecular formula...Ch. 14 - Identity each of the following compounds from its...Ch. 14 - Prob. 78PCh. 14 - Identify each of the following compounds from its...
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- Can you please confirm if this H-NMR spectrum belongs to this molecule and identify the signals of each spectrum.arrow_forwardThe 1H-NMR spectrum of 1-chloropropane shows three signals and the 1H-NMR spectrum of 2-chloropropane shows two signals. Draw these two molecules and determine the relative integrals of each signal.arrow_forward4) Draw the compound with molecular formula C9H100 that produces the following signals. Show your work by labeling your structure (Ha, Hb, etc.): 1H NMR a) 9.8 ppm, singlet, 1 H b) 7.3-7.6 ppm, multiplet (overlapping signals), 5 H c) 3.2 ppm, triplet, 2 H d) 2.8 ppm, triplet, 2H 13C NMR: 201.5, 140.7, 128.6, 128.5, 126.4, 45.2, 25.1 ppmarrow_forward
- Compound 1 has molecular formula C6H12. It shows three signals in the 1H-NMR spectrum, one at 0.96 ppm, one at 2.03 ppm, and one at 5.33 ppm. The relative integrals of these three signals are 3, 2, and 1, respectively. Compound 2 has molecular formula C7H15Br. It shows two signals in the 1H-NMR spectrum, one at 1.08 ppm and one at 1.59 ppm. The relative integrals of these two signals are 3 and 2, respectively. Propose structures for compounds 1 and 2, explaining how you reach your conclusion.arrow_forwardCan someone help me determine the compound and match the signals?arrow_forwardGive three types of information you will obtain on Proton and Carbon NMR.arrow_forward
- Identify the following spectra. Please find peaks are assigned on the spectrum (~5-6 peaks). Label the peaks on the spectrum and place the structure of the compound in the box on the lower left-hand corner of the spectrum (from the table below, no numbering scheme). You do not have to indicate the exact wavenumber of the peak.arrow_forwardThe number of unique protons in a molecule will correspond to the number of signals in the ¹H NMR spectrum. Identify the number of unique protons in this structure. 1 7 +/- unique protons 2 8 . 3 6 9 0 X C x 100arrow_forwardPredicting the Relative Chemical Shift of Protons Rank Ha, Hb, and Hc in order of increasing chemical shift.arrow_forward
- Each signal in a 13CNMR spectrum corresponds to a different kind of carbon atom. How many 13CNMR signals does each compound exhibit?arrow_forward1Compound 1 has molecular formula C7H16. It shows three signals in the 1H-NMR spectrum, one at 0.85 ppm, one at 1.02 ppm, and one at 1.62 ppm. The relative integrals of these three signals are 6, 1, and 1, respectively. Compound 2 has molecular formula C7H14. It shows three signals in the 1H-NMR spectrum, one at 0.98 ppm, one at 1.36 ppm, and one at 1.55 ppm. The relative integrals of these three signals are 3, 2, and 2, respectively. Propose structures for compounds 1 and 2, explaining how you reach your conclusion.arrow_forward4- A compound with the general formula C4H6 and having two types of signals in the HNMR spectrum is 2-Butyne. Q/ true or false 5- The compound C4H9Br that has only one signal in the NMR spectrum is the compound tert-butyl bromide 6- The proton of the aldehyde group appears at a low field because the movement of electrons in the C=O bond is generated An inscribed magnetic field opposite to the external applied magnetic field.arrow_forward
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