Essential Organic Chemistry, Global Edition
Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
bartleby

Concept explainers

bartleby

Videos

Question
Book Icon
Chapter 10, Problem 69P

(a)

Interpretation Introduction

Interpretation:

Compounds from the 1H NMR data and the given molecular formula has to be identified.

Concept introduction:

The 1H NMR spectrum of a compound provides some vital information that is required to predict the structure of the compound.  The chemical shift values can predict the groups that are present in the molecule.

The splitting of signals predicts the number of hydrogens or protons attached to the adjacent carbon in a carbon chain of a compound.  The single signal is split into multiple peaks called the multiplicity of the signal.  Splitting of signals is done according to the (N+1) rule.  N is the number of adjacent non-equivalent protons.

According to the (N+1) rule, for a proton-coupled with N adjacent non-equivalent protons, the signal split into (N+1) peak.  The splitting is mutual. With this information, the structure of the compound can be predicted.

(b)

Interpretation Introduction

Interpretation:

Compounds from the 1H NMR data and the given molecular formula has to be identified.

Concept introduction:

The 1H NMR spectrum of a compound provides some vital information that is required to predict the structure of the compound.  The chemical shift values can predict the groups that are present in the molecule.

The splitting of signals predicts the number of hydrogens or protons attached to the adjacent carbon in a carbon chain of a compound.  The single signal is split into multiple peaks called the multiplicity of the signal.  Splitting of signals is done according to the (N+1) rule.  N is the number of adjacent non-equivalent protons.

According to the (N+1) rule, for a proton-coupled with N adjacent non-equivalent protons, the signal split into (N+1) peak. The splitting is mutual.  With this information, the structure of the compound can be predicted.

(c)

Interpretation Introduction

Interpretation:

Compounds from the 1H NMR data and the given molecular formula has to be identified.

Concept introduction:

The 1H NMR spectrum of a compound provides some vital information that is required to predict the structure of the compound.  The chemical shift values can predict the groups that are present in the molecule.

The splitting of signals predicts the number of hydrogens or protons attached to the adjacent carbon in a carbon chain of a compound.  The single signal is split into multiple peaks called the multiplicity of the signal.  Splitting of signals is done according to the (N+1) rule.  N is the number of adjacent non-equivalent protons.

According to the (N+1) rule, for a proton-coupled with N adjacent non-equivalent protons, the signal split into (N+1) peak.  The splitting is mutual. With this information, the structure of the compound can be predicted.

Blurred answer
Students have asked these similar questions
For each compound, give the number of 1H NMR signals and then determine how many peaks are present for each NMR signal.
1. Identify the solvent peak in the spectrum and list its chemical shift. 2. Other than the solvent peak, how many signals are present in the 13C NMR and how does this correlate to the number of chemically distinct carbons? 3. Based on the chemical shifts, what functional groups are present in your compound? For each, correlate the functional group with the chemical shift of the identifying peak.
Draw a structure that is consistent with the 1H NMR data shown. The location of peak 'd' is dependent upon concentration, i.e., is exchangeable. Make peak assignments on your structure using the labels a-e (shown underneath the spectrum).

Chapter 10 Solutions

Essential Organic Chemistry, Global Edition

Ch. 10.6 - Identify the ketone responsible for the mass...Ch. 10.6 - Prob. 13PCh. 10.8 - Prob. 14PCh. 10.8 - Prob. 15PCh. 10.12 - Which will occur at a larger wavenumber: a. a C :...Ch. 10.13 - Which will occur at a larger wavenumber: a. the C...Ch. 10.13 - Prob. 18PCh. 10.13 - Prob. 19PCh. 10.13 - Which will show an O 8 H stretch at a larger...Ch. 10.14 - Prob. 21PCh. 10.14 - Prob. 22PCh. 10.15 - Prob. 23PCh. 10.15 - Prob. 24PCh. 10.17 - Prob. 25PCh. 10.18 - Prob. 26PCh. 10.18 - Prob. 27PCh. 10.19 - Prob. 28PCh. 10.19 - Prob. 29PCh. 10.22 - How many signals would you expect to see in the 1H...Ch. 10.22 - Prob. 31PCh. 10.22 - Prob. 32PCh. 10.23 - Where would you expect to find the 1H NMR signal...Ch. 10.24 - Prob. 34PCh. 10.25 - Prob. 35PCh. 10.25 - Prob. 36PCh. 10.25 - Prob. 37PCh. 10.26 - Prob. 38PCh. 10.26 - Which of the following compounds is responsible...Ch. 10.27 - Prob. 40PCh. 10.27 - Prob. 41PCh. 10.27 - The 1H NMR spectra of two carboxylic acids with...Ch. 10.28 - Prob. 43PCh. 10.28 - Prob. 44PCh. 10.28 - Prob. 45PCh. 10.28 - Describe the 1H NMR spectrum you would expect for...Ch. 10.28 - Identify the compound with molecular formula...Ch. 10.29 - Prob. 48PCh. 10.29 - Prob. 49PCh. 10.29 - Identify the compound with a molecular formula of...Ch. 10 - In the mass spectrum of the following compounds,...Ch. 10 - For each of the following pairs of compounds,...Ch. 10 - Draw the structure of a saturated hydrocarbon that...Ch. 10 - Prob. 54PCh. 10 - Prob. 55PCh. 10 - How could you use UV spectroscopy to distinguish...Ch. 10 - Prob. 57PCh. 10 - Predict the relative intensities of the molecular...Ch. 10 - Prob. 59PCh. 10 - List the following compounds in order from highest...Ch. 10 - How can 1H NMR be used to prove that the addition...Ch. 10 - There are four esters with molecular formula...Ch. 10 - Prob. 63PCh. 10 - Prob. 64PCh. 10 - Each of the IR spectra presented here is...Ch. 10 - Prob. 66PCh. 10 - Five compounds are shown for each of the following...Ch. 10 - Prob. 68PCh. 10 - Prob. 69PCh. 10 - Phenolphthalein is an acidbase indicator. In...Ch. 10 - Which one of the following five compounds produced...Ch. 10 - Prob. 72PCh. 10 - Prob. 73PCh. 10 - Prob. 74PCh. 10 - How could 1H NMR distinguish between the compounds...Ch. 10 - Prob. 76PCh. 10 - Prob. 77PCh. 10 - The 1H NMR spectra of three isomers with molecular...Ch. 10 - The 1H NMR spectra of three isomers with molecular...Ch. 10 - Identify the following compounds. (Relative...Ch. 10 - An alkyl halide reacts with an alkoxide ion to...Ch. 10 - Determine the structure of a compound with...
Knowledge Booster
Background pattern image
Chemistry
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
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
NMR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=SBir5wUS3Bo;License: Standard YouTube License, CC-BY