Tables of Spectral Data for Structure Determination of Organic Compounds


Book Description

Although numerical data are, in principle, universal, the compilations presented in this book are extensively annotated and interleaved with text. This translation of the second German edition has been prepared to facilitate the use of this work, with all its valuable detail, by the large community of English-speaking scientists. Translation has also provided an opportunity to correct and revise the text, and to update the nomenclature. Fortunately, spectroscopic data and their relationship with structure do not change much with time so one can predict that this book will, for a long period of time, continue to be very useful to organic chemists involved in the identification of organic compounds or the elucidation of their structure. Klaus Biemann Cambridge, MA, April 1983 Preface to the First German Edition Making use of the information provided by various spectroscopic tech niques has become a matter of routine for the analytically oriented organic chemist. Those who have graduated recently received extensive training in these techniques as part of the curriculum while their older colleagues learned to use these methods by necessity. One can, therefore, assume that chemists are well versed in the proper choice of the methods suitable for the solution of a particular problem and to translate the experimental data into structural information.




Organic Structure Determination Using 2-D NMR Spectroscopy


Book Description

"The second edition of this book comes with a number of new figures, passages, and problems. Increasing the number of figures from 290 to 448 has necessarily added considerable length, weight, and, expense. It is my hope that the book has not lost any of its readability and accessibility. I firmly believe that most of the concepts needed to learn organic structure determination using nuclear magnetic resonance spectroscopy do not require an extensive mathematical background. It is my hope that the manner in which the material contained in this book is presented both reflects and validates this belief"--




Organic Structural Spectroscopy


Book Description

Chapter 1 Introduction 1-1 The Spectroscopic Approach to Structure Determination 1-2 Contributions of Different Forms of Spectroscopy 1-3 The Electromagnetic Spectrum 1-4 Molecular Weight and Molecular Formula 1-5 Structural Isomers and Stereoisomers Problems Part I NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY Chapter 2 Introduction 2-1 Magnetic Properties of Nuclei 2-2 The Chemical Shift 2-3 Excitation and Relaxation 2-4 Pulsed Experiments 2-5 The Coupling Constant 2-6 Quantification and Complex Splitting 2-7 Commonly Studied Nuclides 2-8 Dynamic Effects 2-9 Spectra of Solids 2-10 Experimental Methods Problems Tips on Solving NMR Problems Bibliography Chapter 3 The Chemical Shift 3-1 Factors That Influence Proton Shifts 3-2 Proton Chemical Shifts and Structure 3-3 Medium and Isotope Effects 3-4 Factors That Influence Carbon Shirts 3-5 Carbon Chemical Shifts and Structure 3-6 Tables of Chemical Shifts Problems Further Tips on Solving NMR Problems Bibliography Chapter 4 The Coupling Constant 4-1 First-Order Spectra 4-2 Chemical and Magnetic Equivalence 4-3 Signs and Mechanisms 4-4 Couplings over One Bond 4-5 Geminal Couplings 4-6 Vicinal Couplings 4-7 Long-Range Couplings 4-8 Spectral Analysis 4-9 Second-Order Spectra 4-10 Tables of Coupling Constants Problems Bibliography Chapter 5 Further Topics in One-Dimensional NMR 5-1 Spin-Lattice and Spin-Spin Relaxation 5-2 Reactions on the NMR Time Scale 5-3 Multiple Resonance 5-4 The Nuclear Overhauser Effect 5-5 Spectral Editing 5-6 Sensitivity Enhancement 5-7 Carbon Connectivity 5-8 Phase Cycling, Composite Pulses, and Shaped Pulses Problems Bibliography Chapter 6 Two-Dimensional NMR 6-1 Proton-Proton Correlation Through Coupling 6-2 Proton-Heteronucleus Correlation 6-3 Proton-Proton Correlation Through Space or Chemical Exchange 6-4 Carbon-Carbon Correlation 6-5 Higher Dimensions 6-6 Pulsed Field Gradients 6-7 Summary of Two-Dimensional Methods Problems Bibliography Part II MASS SPECTROMETRY Chapter 7 Instrumentation and Theory 7-1 Introduction 7-2 Ionization Methods 7-3 Mass Analysis 7-4 Sample Preparation Chapter 8 Ion Activation and Fragmentation 8-1 Basic Principles 8-2 Methods and Energetics 8-3 Functional Groups Chapter 9 Structural Analysis 9-1 Molecular Weights 9-2 Molecular Formula 9-3 Structures from Fragmentation Patterns 9-4 Polymers Chapter 10 Quantitative Applications 10-1 Quantification of Analytes 10-2 Thermochemistry Part III VIBRATIONAL SPECTROSCOPY Chapter 11 Introduction 11-1 Introduction 11-2 Vibrations of Molecules 11-3 Infrared and Raman Spectra 11-4 Units and Notation 11-5 Infrared Spectra: Dispersive and Fourier Transform 11-6 Sampling Methods for Infrared Transmission Spectra 11-7 Raman Spectroscopy 11-8 Raman Sampling Methods 11-9 Depolarization Measurements 11-10 Infrared Reflection Spectroscopy Problems Bibliography Chapter 12 Group Frequencies 12-1 Introduction 12-2 Factors Affecting Group Frequencies 12-3 Infrared Group Frequencies 12-4 Raman Group Frequencies 12-5 Preliminary Analysis 12-6 The CH Stretching Region (3340-2700 cm-1) 12-7 The Carbonyl Stretching Region (1850-1650 cm-1) 12-8 Aromatic Compounds 12-9 Compounds Containing Methyl Groups 12-10 Compounds Containing Methylene Groups 12-11 Unsaturated Compounds 12-12 Compounds Containing Oxygen 12-13 Compounds Containing Nitrogen 12-14 Compounds Containing Phosphorus and Sulfur 12-15 Heterocyclic Compounds 12-16 Compounds Containing Halogens 12-17 Boron, Silicon, Tin, Lead, and Mercury Compounds 12-18 Isotopically Labeled Compounds 12-19 Using the Literature on Vibrational Spectroscopy Problems Bibliography Part IV ELECTRONIC ABSORPTION SPECTROSCOPY Chapter 13 Introduction and Experimental Methods 13-1 Introduction 13-2 Measurement of Ultraviolet-Visible Light Absorption 13-3 Quantitative Measurements 13-4 Electronic Transitions 13-5 Experimental Aspects Problems Bibliography Chapter 14 Structural Analysis 14-1 Isolated Chromophores 14-2 Conjugated Chromophores 14-3 Aromatic Compounds 14-4 Important Naturally Occurring Chromophores 14-5 The Woodward-Fieser Rules 14-6 Steric Effects 14-7 Solvent Effects and Dynamic Equilibria 14-8 Hydrogen Bonding Studies 14-9 Homoconjugation 14-10 Charge Transfer Band 14-11 Worked Problems Problems Bibliography Chapter 15 Integrated Problems




Organic Structures from Spectra


Book Description

The derivation of structural information from spectroscopic data is now an integral part of organic chemistry courses at all Universities. A critical part of any such course is a suitable set of problems to develop the student’s understanding of how structures are determined from spectra. Organic Structures from Spectra, Fifth Edition is a carefully chosen set of more than 280 structural problems employing the major modern spectroscopic techniques, a selection of 27 problems using 2D-NMR spectroscopy, more than 20 problems specifically dealing with the interpretation of spin-spin coupling in proton NMR spectra and 8 problems based on the quantitative analysis of mixtures using proton and carbon NMR spectroscopy. All of the problems are graded to develop and consolidate the student’s understanding of organic spectroscopy. The accompanying text is descriptive and only explains the underlying theory at a level which is sufficient to tackle the problems. The text includes condensed tables of characteristic spectral properties covering the frequently encountered functional groups. The examples themselves have been selected to include all important common structural features found in organic compounds and to emphasise connectivity arguments. Many of the compounds were synthesised specifically for this purpose. There are many more easy problems, to build confidence and demonstrate basic principles, than in other collections. The fifth edition of this popular textbook: • includes more than 250 new spectra and more than 25 completely new problems; • now incorporates an expanded suite of new problems dealing with the analysis of 2D NMR spectra (COSY, C H Correlation spectroscopy, HMBC, NOESY and TOCSY); • has been expanded and updated to reflect the new developments in NMR and to retire older techniques that are no longer in common use; • provides a set of problems dealing specifically with the quantitative analysis of mixtures using NMR spectroscopy; • features proton NMR spectra obtained at 200, 400 and 600 MHz and 13C NMR spectra include DEPT experiments as well as proton-coupled experiments; • contains 6 problems in the style of the experimental section of a research paper and two examples of fully worked solutions. Organic Structures from Spectra, Fifth Edition will prove invaluable for students of Chemistry, Pharmacy and Biochemistry taking a first course in Organic Chemistry. Contents Preface Introduction Ultraviolet Spectroscopy Infrared Spectroscopy Mass Spectrometry Nuclear Magnetic Resonance Spectroscopy 2DNMR Problems Index Reviews from earlier editions “Your book is becoming one of the “go to” books for teaching structure determination here in the States. Great work!” “…I would definitely state that this book is the most useful aid to basic organic spectroscopy teaching in existence and I would strongly recommend every instructor in this area to use it either as a source of examples or as a class textbook”. Magnetic Resonance in Chemistry “Over the past year I have trained many students using problems in your book - they initially find it as a task. But after doing 3-4 problems with all their brains activities... working out the rest of the problems become a mania. They get addicted to the problem solving and every time they solve a problem by themselves, their confident level also increases.” “I am teaching the fundamentals of Molecular Spectroscopy and your books represent excellent sources of spectroscopic problems for students.”




Organic Structural Spectroscopy


Book Description

Appropriate for courses in organic spectroscopy or organic spectroscopic techniques in senior undergraduate and graduate programs. This text authoritatively covers currently used techniques for determining the structure of organic and biological compounds ideal for any practicing or future organic or biochemist. The fundamentals of all four principal spectroscopic methods are covered in depth, each by an experienced author who is a practicing expert in that area. The material is easy to grasp, beginning at the most elementary level and progressing to the level required for organic research. Highlights include the most thorough and current treatment of NMR available, ample problem material, and two new chapters devoted to multiple pulse and two-dimensional methods.




An Introduction to Spectroscopy, Atomic Structure and Chemical Bonding


Book Description

An Introduction to Spectroscopy presents the most fundamental concepts of inorganic chemistry at a level appropriate for first year students and in a manner comprehensible to them. This is true even of 'difficult' topics such as the wave mechanical atom, symmetry elements and symmetry operations, and the ligand group orbital approach to bonding, The book contains many useful diagrams illustrating (among other things) the angular dependence of atomic wave functions the derivation of energy level diagrams for polyatomic molecules; close packed lattices and ionic crystal structures. The diagrams of the periodic variation of atomic and molecular properties, showing trends across periods and down groups simultaneously, are especially instructive. Spectroscopy is presented mainly as a tool for the elucidation of atomic and molecular structures. Each chapter begins with a clear and concise statement of "What Every First-year Student Should Know About . . ." outlining the background knowledge that the student is assumed to have from previous courses and thus pointing out what topics might need to be reviewed. There are also detailed statements of the objectives of each chapter, a number of worked examples interspersed in the text, and a comprehensive set of problems and exercises to test the student's understanding. Tables of data throughout the text and appendices at the end provide much valuable information.




Structure Elucidation in Organic Chemistry


Book Description

Intended for advanced readers, this is a review of all relevant techniques for structure analysis in one handy volume. As such, it provides the latest knowledge on spectroscopic and related techniques for chemical structure analysis, such as NMR, optical spectroscopy, mass spectrometry and X-ray crystallography, including the scope and limitation of each method. As a result, readers not only become acquainted with the techniques, but also the advantages of the synergy between them. This enables them to choose the correct analytical method for each problem, saving both time and resources. Special emphasis is placed on NMR and its application to absolute configuration determination and the analysis of molecular interactions. Adopting a practical point of view, the author team from academia and industry guarantees both solid methodology and applications essential for structure determination, equipping experts as well as newcomers with the tools to solve any structural problem.




MOLECULAR STRUCTURE AND SPECTROSCOPY


Book Description

Designed to serve as a textbook for postgraduate students of physics and chemistry, this second edition improves the clarity of treatment, extends the range of topics, and includes more worked examples with a view to providing all the material needed for a course in molecular spectroscopy—from first principles to the very useful spectral data that comprise figures, charts and tables. To improve the conceptual appreciation and to help students develop more positive and realistic impressions of spectroscopy, there are two new chapters—one on the spectra of atoms and the other on laser spectroscopy. The chapter on the spectra of atoms is a detailed account of the basic principles involved in molecular spectroscopy. The chapter on laser spectroscopy covers some new experimental techniques for the investigation of the structure of atoms and molecules. Additional sections on interstellar molecules, inversion vibration of ammonia molecule, fibre-coupled Raman spectrometer, Raman microscope, supersonic beams and jet-cooling have also been included. Besides worked-out examples, an abundance of review questions, and end-of-chapter problems with answers are included to aid students in testing their knowledge of the material contained in each chapter. Solutions manual containing the complete worked-out solutions to chapter-end problems is available for instructors.







NMR Spectroscopy Explained


Book Description

NMR Spectroscopy Explained : Simplified Theory, Applications and Examples for Organic Chemistry and Structural Biology provides a fresh, practical guide to NMR for both students and practitioners, in a clearly written and non-mathematical format. It gives the reader an intermediate level theoretical basis for understanding laboratory applications, developing concepts gradually within the context of examples and useful experiments. Introduces students to modern NMR as applied to analysis of organic compounds. Presents material in a clear, conversational style that is appealing to students. Contains comprehensive coverage of how NMR experiments actually work. Combines basic ideas with practical implementation of the spectrometer. Provides an intermediate level theoretical basis for understanding laboratory experiments. Develops concepts gradually within the context of examples and useful experiments. Introduces the product operator formalism after introducing the simpler (but limited) vector model.