{"product_id":"intermediate-organic-chemistry-isbn-9781118308813","title":"Intermediate Organic Chemistry","description":"This book presents key aspects of organic synthesis – stereochemistry, functional group transformations, bond formation, synthesis planning, mechanisms, and spectroscopy – and a guide to literature searching in a reader-friendly manner.\u003cbr\u003e \u003cbr\u003e •    Helps students understand the skills and basics they need to move from introductory to graduate organic chemistry classes\u003cbr\u003e •    Balances synthetic and physical organic chemistry in a way accessible to students\u003cbr\u003e •    Features extensive end-of-chapter problems\u003cbr\u003e •    Updates include new examples and discussion of online resources now common for literature searches\u003cbr\u003e •    Adds sections on protecting groups and green chemistry along with a rewritten chapter surveying organic spectroscopy \u003cp\u003ePreface to the Third Edition xi\u003c\/p\u003e \u003cp\u003ePreface to the Second Edition xiii\u003c\/p\u003e \u003cp\u003ePreface to the First Edition xv\u003c\/p\u003e \u003cp\u003e\u003cb\u003e1 Reading Nomenclature 1\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e1.1 Acyclic Polyfunctional Molecules 2\u003c\/p\u003e \u003cp\u003e1.2 Monocyclic Aliphatic Compounds 3\u003c\/p\u003e \u003cp\u003e1.3 Bridged Polycyclic Structures 4\u003c\/p\u003e \u003cp\u003e1.4 Fused Polycyclic Compounds 6\u003c\/p\u003e \u003cp\u003e1.5 Spiro Compounds 10\u003c\/p\u003e \u003cp\u003e1.6 Monocyclic Heterocyclic Compounds 12\u003c\/p\u003e \u003cp\u003e1.7 Fused‐Ring Heterocyclic Compounds 14\u003c\/p\u003e \u003cp\u003e1.8 Bridged and Spiro Heterocyclic Compounds 19\u003c\/p\u003e \u003cp\u003eResources 20\u003c\/p\u003e \u003cp\u003eProblems 21\u003c\/p\u003e \u003cp\u003eReferences 22\u003c\/p\u003e \u003cp\u003e\u003cb\u003e2 Accessing Chemical Information 25\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e2.1 Databases 25\u003c\/p\u003e \u003cp\u003e2.2 Chemical Literature 26\u003c\/p\u003e \u003cp\u003e2.3 Synthetic Procedures 29\u003c\/p\u003e \u003cp\u003e2.4 Health and Safety Information 30\u003c\/p\u003e \u003cp\u003eProblems 32\u003c\/p\u003e \u003cp\u003eReferences 33\u003c\/p\u003e \u003cp\u003e\u003cb\u003e3 Stereochemistry 35\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e3.1 Representations 35\u003c\/p\u003e \u003cp\u003e3.2 Vocabulary 37\u003c\/p\u003e \u003cp\u003e3.3 Property Differences Among Stereoisomers 40\u003c\/p\u003e \u003cp\u003e3.4 Resolution of Enantiomers 44\u003c\/p\u003e \u003cp\u003e3.5 Enantioselective Synthesis 47\u003c\/p\u003e \u003cp\u003e3.6 Reactions at a Stereogenic Atom 49\u003c\/p\u003e \u003cp\u003e3.6.1 Racemization 49\u003c\/p\u003e \u003cp\u003e3.6.2 Epimerization 50\u003c\/p\u003e \u003cp\u003e3.6.3 Inversion 51\u003c\/p\u003e \u003cp\u003e3.6.4 Retention 51\u003c\/p\u003e \u003cp\u003e3.6.5 Transfer 52\u003c\/p\u003e \u003cp\u003e3.7 Relative and Absolute Configuration 53\u003c\/p\u003e \u003cp\u003e3.8 Topism 56\u003c\/p\u003e \u003cp\u003eResources 59\u003c\/p\u003e \u003cp\u003eProblems 60\u003c\/p\u003e \u003cp\u003eReferences 65\u003c\/p\u003e \u003cp\u003e\u003cb\u003e4 Mechanisms and Predictions 69\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e4.1 Reaction Coordinate Diagrams and Mechanisms 69\u003c\/p\u003e \u003cp\u003e4.2 The Hammond Postulate 71\u003c\/p\u003e \u003cp\u003e4.3 Methods for Determining Mechanisms 72\u003c\/p\u003e \u003cp\u003e4.3.1 Identification of Products and Intermediates 72\u003c\/p\u003e \u003cp\u003e4.3.2 Isotope Tracing 73\u003c\/p\u003e \u003cp\u003e4.3.3 Stereochemical Determination 74\u003c\/p\u003e \u003cp\u003e4.3.4 Concentration Dependence of Kinetics 75\u003c\/p\u003e \u003cp\u003e4.3.5 Isotope Effects in Kinetics 85\u003c\/p\u003e \u003cp\u003e4.3.6 Temperature Effects on Kinetics 87\u003c\/p\u003e \u003cp\u003e4.3.7 Substituent Effects on Kinetics 90\u003c\/p\u003e \u003cp\u003e4.4 Representative Mechanisms 95\u003c\/p\u003e \u003cp\u003e4.4.1 Reactions in Basic Solution 96\u003c\/p\u003e \u003cp\u003e4.4.2 Reactions in Acidic Solution 100\u003c\/p\u003e \u003cp\u003e4.4.3 Free‐Radical Reactions 103\u003c\/p\u003e \u003cp\u003e4.4.4 Molecular Rearrangements 106\u003c\/p\u003e \u003cp\u003eResources 108\u003c\/p\u003e \u003cp\u003eProblems 109\u003c\/p\u003e \u003cp\u003eReferences 120\u003c\/p\u003e \u003cp\u003e\u003cb\u003e5 Electron Delocalization, Aromatic Character, and Pericyclic Reactions 123\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e5.1 Molecular Orbitals 124\u003c\/p\u003e \u003cp\u003e5.2 Aromatic Character 130\u003c\/p\u003e \u003cp\u003e5.3 Pericyclic Reactions 135\u003c\/p\u003e \u003cp\u003e5.3.1 Cycloaddition Reactions 137\u003c\/p\u003e \u003cp\u003e5.3.2 Electrocyclic Reactions 142\u003c\/p\u003e \u003cp\u003e5.3.3 Sigmatropic Reactions 147\u003c\/p\u003e \u003cp\u003eResources 152\u003c\/p\u003e \u003cp\u003eProblems 152\u003c\/p\u003e \u003cp\u003eReferences 158\u003c\/p\u003e \u003cp\u003e\u003cb\u003e6 Functional Group Transformations 163\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e6.1 Carboxylic Acids and Related Derivatives 164\u003c\/p\u003e \u003cp\u003e6.1.1 Carboxylic Acids 164\u003c\/p\u003e \u003cp\u003e6.1.2 Carboxylic Esters 166\u003c\/p\u003e \u003cp\u003e6.1.3 Carboxylic Amides 168\u003c\/p\u003e \u003cp\u003e6.1.4 Carboxylic Acid Halides 168\u003c\/p\u003e \u003cp\u003e6.1.5 Carboxylic Anhydrides 169\u003c\/p\u003e \u003cp\u003e6.1.6 Nitriles 169\u003c\/p\u003e \u003cp\u003e6.1.7 Ortho Esters 170\u003c\/p\u003e \u003cp\u003e6.2 Aldehydes, Ketones, and Derivatives 171\u003c\/p\u003e \u003cp\u003e6.2.1 Aldehydes 171\u003c\/p\u003e \u003cp\u003e6.2.2 Ketones 174\u003c\/p\u003e \u003cp\u003e6.2.3 Imines and Enamines 175\u003c\/p\u003e \u003cp\u003e6.2.4 Acetals 175\u003c\/p\u003e \u003cp\u003e6.2.5 Vinyl Ethers 177\u003c\/p\u003e \u003cp\u003e6.3 Alcohols 179\u003c\/p\u003e \u003cp\u003e6.4 Ethers 179\u003c\/p\u003e \u003cp\u003e6.5 Alkyl Halides 181\u003c\/p\u003e \u003cp\u003e6.5.1 Alkyl Chlorides and Alkyl Bromides 182\u003c\/p\u003e \u003cp\u003e6.5.2 Alkyl Iodides 184\u003c\/p\u003e \u003cp\u003e6.5.3 Alkyl Fluorides 184\u003c\/p\u003e \u003cp\u003e6.6 Amines 185\u003c\/p\u003e \u003cp\u003e6.7 Isocyanates 187\u003c\/p\u003e \u003cp\u003e6.8 Alkenes 187\u003c\/p\u003e \u003cp\u003e6.9 Reductive Removal of Functionality 190\u003c\/p\u003e \u003cp\u003eResources 191\u003c\/p\u003e \u003cp\u003eProblems 191\u003c\/p\u003e \u003cp\u003eReferences 198\u003c\/p\u003e \u003cp\u003e\u003cb\u003e7 Carbon–Carbon Bond Formation 205\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e7.1 Carbon–Carbon Single Bond Formation 206\u003c\/p\u003e \u003cp\u003e7.1.1 Reactions in Basic Solution 206\u003c\/p\u003e \u003cp\u003e7.1.2 Reactions in Acidic Solution 214\u003c\/p\u003e \u003cp\u003e7.1.3 Organometallic Coupling Reactions 217\u003c\/p\u003e \u003cp\u003e7.2 Carbon–Carbon Double‐Bond Formation 218\u003c\/p\u003e \u003cp\u003e7.3 Multibond Processes 222\u003c\/p\u003e \u003cp\u003eResources 224\u003c\/p\u003e \u003cp\u003eProblems 224\u003c\/p\u003e \u003cp\u003eReferences 230\u003c\/p\u003e \u003cp\u003e\u003cb\u003e8 Planning Multistep Syntheses 235\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e8.1 Retrosynthetic Analysis 235\u003c\/p\u003e \u003cp\u003e8.2 Disconnection at a Functional Group or Branch Point 236\u003c\/p\u003e \u003cp\u003e8.3 Cooperation for Difunctionality 244\u003c\/p\u003e \u003cp\u003e8.4 Ring Closure 250\u003c\/p\u003e \u003cp\u003e8.5 Acetylide Alkylation and Addition 253\u003c\/p\u003e \u003cp\u003e8.6 The Diels–Alder Reaction 255\u003c\/p\u003e \u003cp\u003e8.7 The Claisen Rearrangement 259\u003c\/p\u003e \u003cp\u003e8.8 Synthetic Strategies 263\u003c\/p\u003e \u003cp\u003e8.9 Final Note 265\u003c\/p\u003e \u003cp\u003eResources 266\u003c\/p\u003e \u003cp\u003eProblems 266\u003c\/p\u003e \u003cp\u003eReferences 271\u003c\/p\u003e \u003cp\u003e\u003cb\u003e9 Physical Influences on Reactions 277\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e9.1 Unimolecular Reactions 278\u003c\/p\u003e \u003cp\u003e9.2 Homogenous Two‐Component Reactions 279\u003c\/p\u003e \u003cp\u003e9.3 Temperature Effects 280\u003c\/p\u003e \u003cp\u003e9.4 Pressure Effects 281\u003c\/p\u003e \u003cp\u003e9.5 Solvent Effects 282\u003c\/p\u003e \u003cp\u003e9.6 Biphasic Reactions 283\u003c\/p\u003e \u003cp\u003e9.6.1 Phase Transfer Catalysis 283\u003c\/p\u003e \u003cp\u003e9.6.2 Increasing Solubility 286\u003c\/p\u003e \u003cp\u003e9.6.3 Increasing Surface Area 287\u003c\/p\u003e \u003cp\u003e9.6.4 Ultrasound 287\u003c\/p\u003e \u003cp\u003e9.7 Reactions on Chemical Supports 288\u003c\/p\u003e \u003cp\u003e9.8 Using Unfavorable Equilibria 291\u003c\/p\u003e \u003cp\u003e9.9 Green Chemistry 293\u003c\/p\u003e \u003cp\u003eResources 294\u003c\/p\u003e \u003cp\u003eProblems 294\u003c\/p\u003e \u003cp\u003eReferences 295\u003c\/p\u003e \u003cp\u003e\u003cb\u003e10 Survey of Organic Spectroscopy 299\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e10.1 Electromagnetic Radiation 299\u003c\/p\u003e \u003cp\u003e10.2 Ultraviolet Spectroscopy 300\u003c\/p\u003e \u003cp\u003e10.2.1 Origin of the Signals 300\u003c\/p\u003e \u003cp\u003e10.2.2 Interpretation 302\u003c\/p\u003e \u003cp\u003e10.2.3 Visible Spectroscopy 302\u003c\/p\u003e \u003cp\u003e10.3 Infrared Spectroscopy 303\u003c\/p\u003e \u003cp\u003e10.3.1 Origin of the Signals 304\u003c\/p\u003e \u003cp\u003e10.3.2 Interpretation 304\u003c\/p\u003e \u003cp\u003e10.4 Mass Spectrometry 305\u003c\/p\u003e \u003cp\u003e10.4.1 Origin of the Signals 306\u003c\/p\u003e \u003cp\u003e10.4.2 Interpretation 307\u003c\/p\u003e \u003cp\u003e10.5 NMR Spectroscopy 309\u003c\/p\u003e \u003cp\u003e10.5.1 Origin of the Signals 309\u003c\/p\u003e \u003cp\u003e10.5.2 Interpretation of Proton NMR Spectra 311\u003c\/p\u003e \u003cp\u003e10.6 Carbon NMR Spectra 323\u003c\/p\u003e \u003cp\u003e10.6.1 General Characteristics 323\u003c\/p\u003e \u003cp\u003e10.6.2 Interpretation of \u003csup\u003e13\u003c\/sup\u003eC NMR Spectra 325\u003c\/p\u003e \u003cp\u003e10.7 Correlation of \u003csup\u003e1\u003c\/sup\u003eH and \u003csup\u003e13\u003c\/sup\u003eC NMR Spectra 327\u003c\/p\u003e \u003cp\u003eResources 329\u003c\/p\u003e \u003cp\u003eProblems 329\u003c\/p\u003e \u003cp\u003eReferences 333\u003c\/p\u003e \u003cp\u003eAppendix A 337\u003c\/p\u003e \u003cp\u003eAppendix B 341\u003c\/p\u003e \u003cp\u003eIndex 347\u003c\/p\u003e \u003cp\u003e\u003cb\u003eAnn Fabirkiewicz, PhD, \u003c\/b\u003eis Professor of Chemistry at Randolph College where she teaches organic chemistry and biochemistry, including one on Intermediate Organic Chemistry.\u003c\/p\u003e \u003cp\u003e\u003cb\u003eJohn Stowell, PhD, \u003c\/b\u003ewas Professor of Chemistry at the University of New Orleans. His previous books include the first two editions of \u003ci\u003eIntermediate Organic Chemistry\u003c\/i\u003e and \u003ci\u003eCarbanions in Organic Synthesis\u003c\/i\u003e, published by Wiley.\u003c\/p\u003e \u003cp\u003eContinuing the legacy of its distinguished predecessors, the third edition of \u003ci\u003eIntermediate Organic Chemistry\u003c\/i\u003e gives students the information and conceptual skills needed to make the transition from introductory to graduate-level organic chemistry and to fully comprehend published research. Revised and updated, this new edition features extensive problems in each chapter for students to work through in learning the material.\u003cbr\u003e\u003cbr\u003eChapters describe key aspects of organic synthesis – stereochemistry, functional group transformations, bond formation, synthesis planning, mechanisms, and spectroscopy.  The thorough update of the text includes new examples and literature references and discussion of online resources that are commonplace now for literature searches. An appendix on protecting groups has been added  and a section on green chemistry included in the physical influences on reactions chapter. The last chapter has been rewritten to survey organic spectroscopy.\u003cbr\u003e\u003cbr\u003eBalancing synthetic and physical organic chemistry in an accessible way for students, \u003ci\u003eIntermediate Organic Chemistry\u003c\/i\u003e remains an ideal text for a one-semester, upper-level undergraduate or first-year graduate courses, eliminating the problem of selecting or omitting subjects from advanced texts. Alongside students, the book is also useful to practicing chemists wanting to update their understanding of particular topics.\u003c\/p\u003e","brand":"Wiley","offers":[{"title":"Default Title","offer_id":47989444739301,"sku":"NP9781118308813","price":86.5,"currency_code":"USD","in_stock":false}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/1842\/7735\/files\/9781118308813.jpg?v=1761784124","url":"https:\/\/k12savings.com\/es\/products\/intermediate-organic-chemistry-isbn-9781118308813","provider":"K12savings","version":"1.0","type":"link"}