Organic Structure Determination Using 2-D NMR Spectroscopy book cover

Organic Structure Determination Using 2-D NMR Spectroscopy

A Problem-Based Approach

This book contains 60 quality 2D NMR data sets following an introductory section describing the methodology employed. Many other books describe the methods used, but none offer a large number of problems. Instructors at universities and colleges at the present time are forced to cobble together problems from a wide range of sources. The fragmentary approach to assembling course materials has a negative impact on course continuity and thus adversely impacts student retention. This book will stand as a single source to which instructors and students can go to obtain a comprehensive compendium of NMR problems of varying difficulty.

This is a primary text for a course in NMR techniques, with the goal to learn to identify organic molecular structure.

Paperback, 540 Pages

Published: December 2011

Imprint: Academic Press

ISBN: 978-0-12-384970-0


  • "I like [the book] a lot. Books that cover theory in depth AND lots of problems are (surprisingly) rare."--Steven M. Graham, St. John's University

    "The abundance of problems and highly detailed glossary are especially noteworthy; the quality of the spectrum presentations is excellent [...] Overall organization works well, and the layout and other 'production values' are what one has long come to expect from [Academic Press]."--Barry Shapiro

    "When trying to explain two-dimensional nuclear magnetic resonance (NMR) spectroscopy, one may strive to avoid two pitfalls: getting bogged down in the mathematics behind the technique, or skipping the mathematics altogether and by default making the technique a "magic box." In his book, Simpson (MIT) has nearly done the impossible, covering two-dimensional NMR without slipping into either of those problems. Starting off with the instrumental setups and working through topics such as pulse sequences and spectral interpretation, this book gives readers all that they will need to prepare, run, and interpret a 2-D NMR experiment. This work would be useful for anyone who is currently using 2-D NMR and is a must for newcomers to the technique. Simpson provides almost 100 spectra to interpret as exercises, which make this volume an ideal teaching tool for 2-D NMR spectroscopy. Summing Up: Essential. Upper-division undergraduate through professional collections."-- S. S. Mason, Mount Union College writing CHOICE April 2009

    "[T]his book achieves what it sets out in its title. It is a balanced text covering both theoretical and practical aspects of NMR spectroscopy. The first seven chapters give a comprehensive discussion of the relevant theories and practical considerations in the use of NMR spectroscopy for organic structure determination. The later chapters delve into strategies for organic structure determination and provide complex and simple assignment and identification problems, representing the most common applications of 2D NMR… I found this book to be very well written and accessible."--Chemistry World


  • PART I: Background and Methods

    Chapter 1: Introduction
    What is NMR?
    Consequences of Nuclear Spin
    Application of a Magnetic Field to a Single Nuclear Spin
    Application of a Magnetic Field to an Ensemble of Nuclear Spins
    Tipping the Net Magnetization Vector from Equilibrium
    Signal Detection
    The Chemical Shift
    The 1-D NMR Spectrum
    The 2-D NMR Spectrum
    Information Content Available Using NMR

    Chapter 2: Instrumental Considerations
    Sample Preparation
    Temperature Regulation
    Modern NMR Instrument Architecture
    Pulse Calibration
    Sample Excitation and the Rotating Frame of Reference
    Pulse Rolloff
    Probe Variations
    Analog Signal Detection
    Signal Digitization

    Chapter 3: Data Collection, Processing, and Plotting
    Setting the Spectral Window
    Determining the Optimal Wait Between Scans
    Setting the Acquisition Time
    How Many Points to Acquire in a 1-D Spectrum
    Zero Filling and Digital Resolution
    Setting the Number of Points to Acquire in a 2-D Spectrum
    Truncation Error and Apodization
    The Relationship Between T2* and Observed Line Width
    Resolution Enhancement
    Forward Linear Prediction
    Pulse Ringdown and Backward Linear Prediction
    Phase Correction
    Baseline Correction
    Measurement of Chemical Shifts and J-Couplings
    Data Representation

    Chapter 4: 1H and 13C Chemical Shifts
    The Nature of the Chemical Shift
    Aliphatic Hydrocarbons
    Saturated, Cyclic Hydrocarbons
    Olefinic Hydrocarbons
    Acetylenic Hydrocarbons
    Aromatic Hydrocarbons
    Heteroatom Effects

    Chapter 5: Symmetry and Topicity
    Chemical Equivalence
    Magnetic Equivalence

    Chapter 6: Through-Bond Effects: Spin-Spin (J) Coupling
    Origin of J-Coupling
    Skewing of the Intensity of Multiplets
    Prediction of First-Order Multiplets
    The Karplus Relationship for Spins Separated by Three Bonds
    The Karplus Relationship for Spins Separated by Two Bonds
    Long Range J-Coupling
    Decoupling Methods
    One-Dimensional Experiments Utilizing J-Couplings
    Two-Dimensional Experiments Utilizing J-Couplings

    Chapter 7: Through-Space Effects: the Nuclear Overhauser Effect (NOE)
    The Dipolar Relaxation Pathway
    The Energetics of an Isolated Heteronuclear Two-Spin System
    The Spectral Density Function
    Decoupling One of the Spins in a Heteronuclear Two-Spin System
    Rapid Relaxation via the Double Quantum Pathway
    A One-Dimensional Experiment Utilizing the NOE
    Two-Dimensional Experiments Utilizing the NOE

    Chapter 8: Molecular Dynamics
    Rapid Chemical Exchange
    Slow Chemical Exchange
    Intermediate Chemical Exchange
    Two-Dimensional Experiments that Show Exchange

    Chapter 9: Strategies for Assigning Molecules
    Prediction of Chemical Shifts
    Prediction of Integrals and Intensities
    Prediction of 1H Multiplets
    Good Bookkeeping Practices
    Assigning 1H Resonances on the Basis of Chemical Shifts
    Assigning 1H Resonances on the Basis of Multiplicities
    Assigning 1H Resonances on the Basis of the gCOSY Spectrum
    The Best Way to Read a 2-D gCOSY Spectrum
    Assigning 13C Resonances on the Basis of Chemical Shifts
    Pairing 1H and 13C Shifts By Using the HSQC/HMQC Spectrum
    Assignment of Non-Protonated 13C’s on the Basis of the HMBC Spectrum

    Chapter 10: Strategies for Elucidating Unknown Molecular Structures
    Initial Inspection of the One-Dimensional Spectra
    Good Accounting Practices
    Identification of Entry Points
    Completion of Assignments

    PART II: Problems

    Chapter 11 Simple Assignment Problems

    Chapter 12: Complex Assignment Problems

    Chapter 13: Simple Unknown Problems

    Chapter 14: Complex Unknown Problems

    Chapter 15: NMR Resonance Assignment Problems

    Chapter 16: NMR Unknown Problems


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