Organic Chemistry-With Access and Study Guide / Solutions Manual
7th Edition
ISBN: 9780321913364
Author: Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 15, Problem 50P
Determine the ratios of the chemically nonequivalent protons in a compound if the steps of the integration curves measure 40.5, 27, 13, and 118 mm, from left to right across the spectrum. Draw the structure of a compound whose 1H NMR spectrum would show these integrals in the observed order.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
How would integration distinguish the 1H NMR spectra of the following compounds?
For the 1H NMR spectrum of unknown compound 1, choose if it matches structures A, B, C or D. Justify your response with your interpretation of the 1 H NMR spectrum of unknown compound 1 that led to your answer.
what are the structures of these two compounds by fully assigning their spectra peaks and explaining the coupling pattern in 1H NMR spectra
Chapter 15 Solutions
Organic Chemistry-With Access and Study Guide / Solutions Manual
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...
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
- 3-Bromo-1-phenyl-1-propene shows a complex NMR spectrum in which the vinylic proton at C2 is coupled with both the C1 vinylic proton (J = 16 Hz) and the C3 methylene protons (J = 8 Hz). Draw a tree diagram for the C2 proton signal, and account for the fact that a five-line multiplet is observed.arrow_forwardBoth 1,4-dimethylbenzene and 1,3,5-trimethylbenzene produce a 1H NMR spectrum that has two signals. In which spectrum do the signal integrations have a 1∶3 ratio?arrow_forwardAn unknown compound has the formula C5H10O2. Elucidate its structure by scrutinizing its 1H NMR spectra, shown. Specifically, label each different type of H atom in the final structure with its NMR chemical shift in ppm.arrow_forward
- Predict the 1H NMR spectrum for the compound below and sketch it. Include splitting, and label the protons and their corresponding peaks.arrow_forwardExplain why 2-chloropropene shows signals for three kinds of protons in its 1H NMRspectrum? Draw the structure and predict the approximate values for 1H-NMR spectra.arrow_forwardFor the 1 H NMR spectrum of unknown compound 2, choose if it matches structures A, B, C or D. Justify your response with your interpretation of the 1H NMR spectrum of unknown compound 2 that led to your answer.arrow_forward
- For the compounds below give the 1H NMR data (chemical shift, integration and multiplicity) I appreciate the help.arrow_forwardFully interpret and compare the 13C NMR spectrum and the 1H NMR spectrum of the compound (R,R)-N,N’-bis(3,5-di-tert-butylsalicylidene)-1,2-cyclohexanediamine. Label and explain the peaks and why they show up where they do.arrow_forwardhow many peaks would be expected from the ¹³C NMR of the compound?arrow_forward
- What is the 1H NMR data (chemical shift, integration, multiplicity (specify as singlet, doublet, triplet,etc.) of the following two compounds?arrow_forwardPredict 1H NMR (with splitting patterns) and 13C NMR chemical shifts for the benzene Alkene derivative below .arrow_forwardHow many signals would you expect in the proton-decoupled 13C-NMR spectra of the following compounds?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole
Macroscale and Microscale Organic Experiments
Chemistry
ISBN:9781305577190
Author:Kenneth L. Williamson, Katherine M. Masters
Publisher:Brooks Cole
IR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=_TmevMf-Zgs;License: Standard YouTube License, CC-BY