Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 14.12, Problem 23P
Indicate the number of signals and the multiplicity of each signal in the 1H NMR spectrum of each of the following compounds:
- a. CH3CH2CH2CH2CH2CH3
- b. ICH2CH2CH2Br
- c. ClCH2CH2CH2Cl
- d. ICH2CH2CHBr2
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
How many NMR signals would each compound show?
-CH3CH2CH3
-CH3CH2OCH2CH3
-CH3CH2CH2OH
Answer the following questions about each of the hydroxy ketones: 1-hydroxybutan-2-one (A) and 4-hydroxybutan-2-one (B).
a.) How many signals are observed in the 1H NMR spectrum?b.) Give the splitting observed for each type of proton as well as its approximate chemical shift.
A compound with a molecular formula C12H24 exhibits an H+ NMR spectrum with only one signal and a 13 C NMR spectrum with two signals. Draw the structure of the compound.
Chapter 14 Solutions
Organic Chemistry (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...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- How many proton NMR signals and carbon NMR signals does acetophenone have?arrow_forwardIndicate the number of signals and the multiplicity of each signal in the 1 H NMR spectrum of each of the following compounds:a. CH3CH2CH2CH2CH2CH3 b. ICH2CH2CH2Br c. ClCH2CH2CH2Cl d. ICH2CH2CHBr2arrow_forwardA. Predict the splitting pattern of the compound (a) in the 1H1H NMR spectrum. B. Predict the splitting pattern of the compound (b) in the 1H1H NMR spectrum. C. Predict the splitting pattern of the compound (c) in the 1H1H NMR spectrum. D. Predict the splitting pattern of the compound (d) in the 1H1H NMR spectrum.arrow_forward
- Please match the hydrogens in acetaminophen to the signals in the 1H NMR spectrum. ******The peak at 3.4 ppm is labeled 3.42 ppm and 3.40 ppm but is a one single very large peak.arrow_forwardAssign the peaks in the 1H NMR spectrum of eugenol (Fig. 6.23) to specific protons in the molecule. The OH peak is at 5.1 ppm.arrow_forwardAscaridole is a natural product that has been used to treat intestinal worms. Explain why the two methyls on the isopropyl group in ascaridole appear in its 1H-NMR spectrum as four lines of equal intensity, with two sets of two each separated by 7 Hz.arrow_forward
- For each of the molecules in Problem 16.39, determine how many signals should appear in its 13C NMR spectrum.arrow_forwardIdentify the unknown compound using the C NMR and H NMR spectraarrow_forwarda. How many signals does dimethyl fumarate (CH3O2CCH = CHCO2CH3, with a trans C = C) exhibit in its 13C NMR spectrum?b. Draw the structure of an isomer of dimethyl fumarate that has each of the following number of signals in its 13C NMR spectrum: [1] three; [2] four; [5] five.arrow_forward
- A. predict the number of 1H1H NMR signals for the compound (a) B. Predict the number of 1H1H NMR signals for the compound (b). C. Predict the number of 1H1H NMR signals for the compound (c). D. Predict the number of 1H1H NMR signals for the compound (D).arrow_forwardExplain how to distinguish between the members of each pair of constitutional isomers based on the number of signals in the proton-decoupled 13C-NMR spectrum of each member.arrow_forwardThe 1H NMR chemical shifts of nitromethane, dinitromethane, and trinitromethane are at δ 6.10, δ 4.33, and δ 7.52. Match each chemical shift with the compound. Explain how chemical shift correlates with pKa.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY