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Organic Structure Analysis,9780195336047
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Organic Structure Analysis



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Pub. Date:
Oxford University Press
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This is the 2nd edition with a publication date of 10/29/2009.

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The most up-to-date integrated spectroscopy text available, Organic Structure Analysis, Second Edition, is the only text that teaches students how to solve structures as they are solved in actual practice. Ideal for advanced undergraduate and graduate courses in organic structure analysis, organic structure identification, and organic spectroscopy, it emphasizes real applications--integrating theory as needed--and introduces students to the latest spectroscopic methods. Organic Structure Analysis, Second Edition, is supplemented by an Instructor's Resource CD-ROM , which includes all of the figures from the text in electronic format and the solutions to all of the exercises and problems from the text (in an editable Word file format). FEATURES * Focus on Structure: Opens with structural elements and then considers the characteristics, advantages, and disadvantages of spectroscopic methods. Includes coverage of the steps used in determining a molecular structure, the limitations to organic structure determination by spectroscopic methods, and an "Organic Structure Analyses Gone Bad" table (all unique to this text) * Practical Organization: Presents the most commonly used methods first, beginning with an overview of strategies, followed by the use of NMR, and then moving on to mass spectrometry, infrared, and ultraviolet * Innovative Real-World Problem-Solving Approach: Follows the actual information flow used by chemists to solve molecular structures, as opposed to the standard methods-based approach of other texts * Unique Chapter (12) Featuring 51 Structure-Solving Problems: Each problem emphasizes a different method; the problems increase in difficulty throughout the chapter, successively building on students' knowledge and requiring them to integrate multiple methods to identify molecules. NEW TO THE SECOND EDITION * Coverage of the Latest Instrumental and Computational Advances: Examines the use of modern instruments, data processing, and computer-assisted structure elucidation techniques * Updated and Expanded Treatment of NMR (Chapters 2-5): An extensively revised Chapter 5 discusses multi-pulse 1D and 2D NMR methods, 1D TOCSY and 1D NOESY sequences, and using NOESY and ROESY in determining relative stereochemistry and solution conformation. * Additional Coverage of Mass Spectrometry: A new chapter (7) expands the discussion of mass spectrometry to three chapters (6-8). Topics include cutting-edge MS instrumentation and new information on tandem MS techniques, combining NMR with MS, large-molecule MS, chemo-informatics, and more. * More Exercises and Improved Spectra: The second edition includes 25% more problems than the previous edition (279 total). In addition, many of the spectra, including all of those presented in Chapters 11 and 12, have been reprocessed or reacquired for greater clarity.

Table of Contents

Using Spectroscopic Data In Organic Structure Analysis
A Glimpse of the Methods in Common Use
Characteristics of the Methods in Common Use
Steps in Establishing a Molecular Structure
Molecular Formula (MF) and Unsaturation Number (UN)
Substructures, Working Structures, and Final Structures
Limitations of Spectroscopic Data in Structure Analysis
Introduction To Nuclear Magnetic Resonance
A Glimpse of the NMR Phenomenon
Commonly Studied Nuclei
Obtaining an NMR Spectrum
Magnetic Shielding
Relaxation Effects
Effect of Relaxation and NOE on Peak Intensities
Electric Quadrupole Effects
Measurement and Presentation of Data
Sample Preparation and Sample Size
Common Impurities in NMR Spectra
Other Useful Nuclei
Interpretation And Use Of Proton And Carbon Chemical Shifts
A Glimpse of Chemical Shifts and Peak Areas
Terms and Conventions
Factors That Determine Chemical Shifts
Chemical Shift Positions of 1H/13C Attached to Common Functional Groups
Chemical Shift Equivalence
Characteristic Chemical Shifts for Different Protons and Carbons
Using Databases to Estimate 13C NMR Chemical Shifts
Making Configurational Assignments Based on Chemical Shifts: Case Examples
Interpretation And Use Of Proton And Carbon Coupling Constants
A Glimpse of Coupling Constants
First-Order Spectra and the n + 1 Rule
Terms and Conventions
Common Coupled Spin Systems
Magnetic Nonequivalence
Using Coupling Constants to Understand the Appearance of Spectra and Make Assignments
Coupling Constant Values for Different Carbon and Proton Types
Using Coupling Constants to Make Configurational Assignments
Ways to Simplify or Eliminate Coupling Effects
The Nuclear Overhauser effect
Additional Ways to Obtain J Values
Multiple-Pulse And Multidimensional Nmr Techniques
A Glimpse of Multiple-Pulse NMR Methods
Elements of Multiple-Pulse NMR
One-Dimensional NMR Techniques
Two-Dimensional NMR Techniques
Using Two-Dimensional NMR in Assigning Spectra
Using Two-Dimensional NMR Data to Determine an Unknown Structure
Strategies for Using 2D NMR in Structure Determination
Use of NOESY and ROESY to Determine Relative Stereochemistry and Conformations
Specialized Pulse Sequences
Configurational Analysis Based on Coupling Constants: Experimental Measurement of 2.3 JCH
Computer-Assisted Structure Elucidation
Future Prospects in Multidimensional NMR
Mass Spectrometry: Core Techniques And Ionization Processes
A Glimpse of Mass Spectrometry
Measurement, Presentation of Data, and Nomenclature
Isotopes, Atomic Composition, Molecular Formulas, and Ionic Mass: Low and High Resolution and Measurements
Different Ionization Techniques in Mass Spectrometry
Different Techniques for Analyzing Ions in Mass Spectrometry
Detectors in Mass Spectrometry
Hyphenated Mass Spectrometry
Tandem Mass Spectrometry
Future Prospects
Mass Spectrometry Analysis Of Small And Large Molecules
A Glimpse of Molecular Ions Revisited
Small-Molecule Mass Spectral Analysis
Large-Molecule Mass Spectrometry
Future Prospects
Fragmentation Processes In Electron Ionization Mass Spectrometry
A Glimpse of Fragmentation in Mass Spectrometry
Interpreting a Low Resolution Electron Ionization Mass Spectrum
Fragmentation Processes
Identification of Functionality from Fragmentation Processes
Schematic Approach for the Interpretation of an EIMS
Infrared Spectroscopy
A Glimpse of Infrared Spectroscopy
Measurement and Presentation of Data
The Fundamentals
Identifying Functional Groups
Interpreted Infrared Spectra
Use of Infrared Databases
Optical And Chiroptical Techniques: Ultraviolet Spectroscopy
A Glimpse of Ultraviolet Spectroscopy
Measurement and Presentation of Data
The Fundamentals for Interpreting Spectra
Identifying Functional Groups
Theoretical Simulations of UV Spectra
The Behavior of Chiral Chromophores ORD/CD
The Exciton Chirality Method
Other Ways to Examine Chiral Chromophores
Strategies Of Determining Structure And Stereochemistry: Spectroscopic Data Translated Into Structures
A Glimpse of the Combined Use of Spectroscopic Data
The Strategies of Determining Structure and Stereochemistry
Dereplication Strategies
Worked Examples of Deriving Structures from Spectroscopic Data
Problems In Organic Structure Analysis
A Glimpse of the Scope of the 51 Unknowns
Using the Spectra, Accompanying Information, and Other Resources
Collections of Spectra or Data Tables
Shape of MS Clusters
CAS Registry Numbers for Unknowns
Glossary and Abbreviations
Table of Contents provided by Publisher. All Rights Reserved.

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