Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 9, Problem 6PP
Interpretation Introduction
Interpretation:
The number of
Concept introduction:
Nuclear Magnetic Resonance (NMR) is one of the most capable analytical techniques used for determining the
A compound containing protons or carbon-13, when placed under very strong magnetic field and treated with
Nuclear magnetic resonance spectroscopy is a graph showing characteristic energy absorption frequencies and intensities of a compound under magnetic field.
The number of signals in the spectrum indicates the number of different proton environments present in the molecule.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Compounds C and D are isomers with a molecular formula of CsH100 that give a
negative Tollens' test. Compound C has two (2) peaks in the 'H NMR spectrum, while
compound D has four (4) peaks.
i) Propose the structures of compounds C and D.
ii) Sketch a predicted 'H NMR spectrum of compound D with the estimated chemical
shifts and multiplicity.
iii) State the number of peaks for compound C in the 13C NMR spectrum.
iv) Suggest a suitable chemical test to differentiate between compounds C and D.
Explain the observation.
The following is the predicted 1H-NMR spectrum for an unknown compound with molecular formula C6H14O . This compound is a liquid at room temperature, is slightly soluble in water, and reacts with sodium metal with the evolution of a gas.
(b) Consider the compound shown below:
How would you expect its 13C NMR spectrum to differ from its non-decoupled 13C NMR spectrum?
Explain your reasoning fully.
Chapter 9 Solutions
Organic Chemistry
Ch. 9 - Prob. 1PPCh. 9 - PRACTICE PROBLEM 9.2 What compound with molecular...Ch. 9 - PRACTICE PROBLEM 9.3
Using the method of Section...Ch. 9 - PRACTICE PROBLEM 9.4 How many signals would each...Ch. 9 - Prob. 5PPCh. 9 - Prob. 6PPCh. 9 - PRACTICE PROBLEM 9.7
The relative chemical shifts...Ch. 9 - Prob. 8PPCh. 9 - PRACTICE PROBLEM 9.9 Propose a structure for...Ch. 9 - PRACTICE PROBLEM 9.10
What is the dihedral angle...
Ch. 9 - PRACTICE PROBLEM 9.11 Draw the most stable chair...Ch. 9 - Prob. 12PPCh. 9 - PRACTICE PROBLEM 9.13 How many signals would you...Ch. 9 - Prob. 14PPCh. 9 - Prob. 15PPCh. 9 - Prob. 16PPCh. 9 - Prob. 17PPCh. 9 - PRACTICE PROBLEM 9.18
What are the expected ratios...Ch. 9 - Prob. 19PPCh. 9 - How many 1H NMR signals (not peaks) would you...Ch. 9 - How many 13C NMR signals would you predict for...Ch. 9 - Prob. 22PCh. 9 - Prob. 23PCh. 9 - Prob. 24PCh. 9 - Compound Q has the molecular formula C7H8. The...Ch. 9 - 9.26 Explain in detail how you would distinguish...Ch. 9 - Compound S (C8H16) reacts with one mole of bromine...Ch. 9 - A compound with molecular formula C4H8O has a...Ch. 9 - In the mass spectrum of 2, 6-dimethyl-4-heptanol...Ch. 9 - Prob. 30PCh. 9 - What are the masses and structures of the ions...Ch. 9 - Prob. 32PCh. 9 - Ethyl bromide and methoxybenzene (shown below)...Ch. 9 - 9.34 The homologous series of primary amines, ,...Ch. 9 - Propose a structure that is consistent with each...Ch. 9 - 9.36 Propose structures for compounds E and F....Ch. 9 - 9.37 Use the NMR and IR data below to propose a...Ch. 9 - 9.38 When dissolved in , a compound (K) with the...Ch. 9 - Compound T (C5H8O) has a strong IR absorption band...Ch. 9 - Prob. 40PCh. 9 - Deduce the structure of the compound that gives...Ch. 9 - Deduce the structure of the compound that gives...Ch. 9 - The 1H NMR spectrum of a solution of 1,...Ch. 9 - Acetic acid has a mass spectrum showing a...Ch. 9 - The 1H NMR peak for the hydroxyl proton of...Ch. 9 - The 1H NMR study of DMF (N, N-dimethylformamide)...Ch. 9 - 9.48 The mass spectra of many benzene derivatives...Ch. 9 - Prob. 49PCh. 9 - 1. Given the following information, elucidate the...Ch. 9 - Two compounds with the molecular formula C5H10O...
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
- 3b. Which of the compounds below BEST matches the following 1H NMR spectrum? Integration values are indicated next to their corresponding signal. Briefly explain.arrow_forwardIn your opinion how many peaks will appear in the 1H NMR spectrum of the compound below. What signal would you expect to appear at lower field strength: the one for the group proton - CHBr2 or that of the -CHCl2 group? Why?arrow_forwardDraw the structure for a compound with the formula C8H10O3 that exihibits the 1H-NMR spectrum provided integral parts are also provided in a table above the 1H-NMR picture.arrow_forward
- How many 1H NMR signals expected for the following compound? arearrow_forward6) Draw the 13C NMR spectrum for the following compound.arrow_forwardProvide the structure of three compounds with the molecular formula C4H,O that give an absorption peak at 1600-1640 cm¹ in the infrared spectrum, but no significant peaks at 3000-3600 cm²¹ or at 1650-1750 cm-¹.arrow_forward
- Provide the structure for each compound below using the given molecular formula and the 1H NMR spectrum. Justify your answer.arrow_forwardYou have a sample of a compound of molecular formula C11H15NO2, which has a benzene ring substituted by two groups, (CH3)2N – and – CO2CH2CH3, and exhibits the given 13C NMR. What disubstituted benzene isomer corresponds to these 13C data?arrow_forward1.2 Draw the structures of the seven compounds of molecular formula C3H6O. For each compound tell what prominent IR absorption it exhibits above 1500 cm-¹.arrow_forward
- Provide your expectation of the chemical shifts of each molecule below in the 1H NMR spectrum of the molecules below. Please label the non-equivalent protons in each given molecule.arrow_forwardPredict the theoretical number of different NMR signals produced by each compound, and give approximate chemical shifts. Point out any diastereotopic relationships. (a) Ph¬CHBr¬CH2Br (b) vinyl chloridearrow_forwardWhich structure with molecular formula C1H160 matches the IH NMR shown? The boxes are zoomed portions of the spectra. (d) (t) (quintet) (sextet) 2H2H 3H 1H 2H 3H 3Harrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT
EBK A SMALL SCALE APPROACH TO ORGANIC L
Chemistry
ISBN:9781305446021
Author:Lampman
Publisher:CENGAGE LEARNING - CONSIGNMENT