{"product_id":"organic-chemistry-as-a-second-language-isbn-9781119837091","title":"Organic Chemistry as a Second Language","description":"\u003cp\u003eOrganic chemistry can be a challenging subject. Most students view organic chemistry as a subject requiring hours upon hours of memorization. Author David Klein's \u003ci\u003eSecond Language \u003c\/i\u003ebooks prove this is not true—organic chemistry is one continuous story that makes sense if you pay attention. Offering a unique skill-building approach, these market-leading books teach students how to ask the right questions to solve problems, study more efficiently to avoid wasting time, and learn to speak the language of organic chemistry.\u003c\/p\u003e \u003cp\u003eCovering the initial half of the course, \u003ci\u003eOrganic Chemistry as a Second Language: First Semester Topics\u003c\/i\u003e reviews critical principles and explains their relevance to the rest of the course. Each section provides hands-on exercises and step-by-step explanations to help students fully comprehend classroom lectures and textbook content. Now in the 6th edition, there are approximately 30 new end-of-chapter exercises in each chapter. These new exercises vary in difficulty, starting with exercises that focus on just one skill or concept (called \u003ci\u003ePractice Problems\u003c\/i\u003e), and continuing with exercises that focus on more than one skill or concept (called \u003ci\u003eIntegrated Problems\u003c\/i\u003e), and concluding with advanced exercises (called \u003ci\u003eChallenge Problems\u003c\/i\u003e). There are also author-created, detailed solutions for all new exercises, and these detailed solutions appear in the back of the book.\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 1 Bond-line Drawings 1\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e1.1 How to Read Bond-Line Drawings 1\u003c\/p\u003e \u003cp\u003e1.2 How to Draw Bond-Line Drawings 4\u003c\/p\u003e \u003cp\u003e1.3 Mistakes to Avoid 6\u003c\/p\u003e \u003cp\u003e1.4 More Exercises 6\u003c\/p\u003e \u003cp\u003e1.5 Identifying Formal Charges 8\u003c\/p\u003e \u003cp\u003e1.6 Finding Lone Pairs that Are Not Drawn 11\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 15\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 2 Resonance 19\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e2.1 What Is Resonance? 19\u003c\/p\u003e \u003cp\u003e2.2 Curved Arrows: The Tools for Drawing Resonance Structures 20\u003c\/p\u003e \u003cp\u003e2.3 The Two Commandments 21\u003c\/p\u003e \u003cp\u003e2.4 Drawing Good Arrows 24\u003c\/p\u003e \u003cp\u003e2.5 Formal Charges in Resonance Structures 26\u003c\/p\u003e \u003cp\u003e2.6 Drawing Resonance Structures—Step By Step 29\u003c\/p\u003e \u003cp\u003e2.7 Drawing Resonance Structures—By Recognizing Patterns 33\u003c\/p\u003e \u003cp\u003e2.8 Assessing the Relative Importance of Resonance Structures 40\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 45\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 3 Acid–base Reactions 48\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e3.1 Factor 1—What Atom Is the Charge On? 48\u003c\/p\u003e \u003cp\u003e3.2 Factor 2—Resonance 51\u003c\/p\u003e \u003cp\u003e3.3 Factor 3—Induction 54\u003c\/p\u003e \u003cp\u003e3.4 Factor 4—Orbitals 56\u003c\/p\u003e \u003cp\u003e3.5 Ranking the Four Factors 57\u003c\/p\u003e \u003cp\u003e3.6 Other Factors 60\u003c\/p\u003e \u003cp\u003e3.7 Quantitative Measurement (pKa Values) 61\u003c\/p\u003e \u003cp\u003e3.8 Predicting the Position of Equilibrium 61\u003c\/p\u003e \u003cp\u003e3.9 Showing a Mechanism 62\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 64\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 4 Geometry 68\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e4.1 Orbitals and Hybridization States 68\u003c\/p\u003e \u003cp\u003e4.2 Geometry 71\u003c\/p\u003e \u003cp\u003e4.3 Lone Pairs 73\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 75\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 5 Nomenclature 77\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e5.1 Functional Group 78\u003c\/p\u003e \u003cp\u003e5.2 Unsaturation 79\u003c\/p\u003e \u003cp\u003e5.3 Naming the Parent Chain 80\u003c\/p\u003e \u003cp\u003e5.4 Naming Substituents 83\u003c\/p\u003e \u003cp\u003e5.5 Stereoisomerism 85\u003c\/p\u003e \u003cp\u003e5.6 Numbering 87\u003c\/p\u003e \u003cp\u003e5.7 Common Names 91\u003c\/p\u003e \u003cp\u003e5.8 Going from a Name to a Structure 92\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 92\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 6 Conformations 95\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e6.1 How to Draw a Newman Projection 95\u003c\/p\u003e \u003cp\u003e6.2 Ranking the Stability of Newman Projections 99\u003c\/p\u003e \u003cp\u003e6.3 Drawing Chair Conformations 101\u003c\/p\u003e \u003cp\u003e6.4 Placing Groups on the Chair 105\u003c\/p\u003e \u003cp\u003e6.5 Ring Flipping 108\u003c\/p\u003e \u003cp\u003e6.6 Comparing the stability of Chairs 114\u003c\/p\u003e \u003cp\u003e6.7 Don’t Be Confused by The Nomenclature 117\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 117\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 7 Configurations 121\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e7.1 Locating Chiral Centers 121\u003c\/p\u003e \u003cp\u003e7.2 Determining the Configuration of a Chiral Center 124\u003c\/p\u003e \u003cp\u003e7.3 Nomenclature 131\u003c\/p\u003e \u003cp\u003e7.4 Drawing Enantiomers 134\u003c\/p\u003e \u003cp\u003e7.5 Diastereomers 138\u003c\/p\u003e \u003cp\u003e7.6 MESO Compounds 139\u003c\/p\u003e \u003cp\u003e7.7 Drawing Fischer Projections 141\u003c\/p\u003e \u003cp\u003e7.8 Optical Activity 145\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 146\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 8 Mechanisms 149\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e8.1 Introduction to Mechanisms 149\u003c\/p\u003e \u003cp\u003e8.2 Nucleophiles and Electrophiles 149\u003c\/p\u003e \u003cp\u003e8.3 Basicity vs. Nucleophilicity 151\u003c\/p\u003e \u003cp\u003e8.4 Arrow-Pushing Patterns for Ionic Mechanisms 153\u003c\/p\u003e \u003cp\u003e8.5 Carbocation Rearrangements 158\u003c\/p\u003e \u003cp\u003e8.6 Information Contained in a Mechanism 162\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 164\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 9 Substitution Reactions 168\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e9.1 The Mechanisms 168\u003c\/p\u003e \u003cp\u003e9.2 Factor 1—The Electrophile (Substrate) 170\u003c\/p\u003e \u003cp\u003e9.3 Factor 2—The Nucleophile 172\u003c\/p\u003e \u003cp\u003e9.4 Factor 3—The Leaving Group 174\u003c\/p\u003e \u003cp\u003e9.5 Factor 4—The Solvent 176\u003c\/p\u003e \u003cp\u003e9.6 Using All Four Factors 177\u003c\/p\u003e \u003cp\u003e9.7 Drawing a Substitution Product and the Mechanism of Its Formation 178\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 182\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 10 Elimination Reactions 185\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e10.1 The E2 Mechanism 185\u003c\/p\u003e \u003cp\u003e10.2 The Regiochemical Outcome of an E2 Reaction 186\u003c\/p\u003e \u003cp\u003e10.3 The Stereochemical Outcome of an E2 Reaction 187\u003c\/p\u003e \u003cp\u003e10.4 The E1 Mechanism 190\u003c\/p\u003e \u003cp\u003e10.5 The Regiochemical Outcome of an E1 Reaction 192\u003c\/p\u003e \u003cp\u003e10.6 The Stereochemical Outcome of an E1 Reaction 192\u003c\/p\u003e \u003cp\u003e10.7 Substitution vs. Elimination 193\u003c\/p\u003e \u003cp\u003e10.8 Determining the Function of the Reagent 193\u003c\/p\u003e \u003cp\u003e10.9 Identifying the Mechanism(s) 195\u003c\/p\u003e \u003cp\u003e10.10 Predicting the Products 197\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 200\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 11 Addition Reactions 204\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e11.1 Terminology Describing Regiochemistry 204\u003c\/p\u003e \u003cp\u003e11.2 Terminology Describing Stereochemistry 206\u003c\/p\u003e \u003cp\u003e11.3 Adding H and H 212\u003c\/p\u003e \u003cp\u003e11.4 Adding H and X, Markovnikov 215\u003c\/p\u003e \u003cp\u003e11.5 Adding H and Br, Anti-Markovnikov 220\u003c\/p\u003e \u003cp\u003e11.6 Adding H and OH, Markovnikov 224\u003c\/p\u003e \u003cp\u003e11.7 Adding H and OH, Anti-Markovnikov 226\u003c\/p\u003e \u003cp\u003e11.8 Synthesis Techniques 230\u003c\/p\u003e \u003cp\u003e11.9 Adding Br and Br; Adding Br and OH 236\u003c\/p\u003e \u003cp\u003e11.10 Adding OH and OH, Anti 241\u003c\/p\u003e \u003cp\u003e11.11 Adding OH and OH, syn 243\u003c\/p\u003e \u003cp\u003e11.12 Oxidative Cleavage of an Alkene 245\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 248\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 12 Alkynes 253\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e12.1 Structure and Properties of Alkynes 253\u003c\/p\u003e \u003cp\u003e12.2 Preparation of Alkynes 255\u003c\/p\u003e \u003cp\u003e12.3 Alkylation of Terminal Alkynes 256\u003c\/p\u003e \u003cp\u003e12.4 Reduction of Alkynes 258\u003c\/p\u003e \u003cp\u003e12.5 Hydration of Alkynes 261\u003c\/p\u003e \u003cp\u003e12.6 Keto-Enol Tautomerization 264\u003c\/p\u003e \u003cp\u003e12.7 Ozonolysis of Alkynes 269\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 270\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 13 Alcohols 274\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e13.1 Naming and Designating Alcohols 274\u003c\/p\u003e \u003cp\u003e13.2 Predicting Solubility of Alcohols 275\u003c\/p\u003e \u003cp\u003e13.3 Predicting Relative Acidity of Alcohols 276\u003c\/p\u003e \u003cp\u003e13.4 Preparing Alcohols: A Review 279\u003c\/p\u003e \u003cp\u003e13.5 Preparing Alcohols via Reduction 280\u003c\/p\u003e \u003cp\u003e13.6 Preparing Alcohols via Grignard Reactions 286\u003c\/p\u003e \u003cp\u003e13.7 Summary of Methods for Preparing Alcohols 289\u003c\/p\u003e \u003cp\u003e13.8 Reactions of Alcohols: Substitution and Elimination 290\u003c\/p\u003e \u003cp\u003e13.9 Reactions of Alcohols: Oxidation 294\u003c\/p\u003e \u003cp\u003e13.10 Converting an Alcohol into an Ether 297\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 298\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 14 Ethers and Epoxides 300\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e14.1 Introduction to Ethers 300\u003c\/p\u003e \u003cp\u003e14.2 Preparation of Ethers 302\u003c\/p\u003e \u003cp\u003e14.3 Reactions of Ethers 304\u003c\/p\u003e \u003cp\u003e14.4 Preparation of Epoxides 305\u003c\/p\u003e \u003cp\u003e14.5 Ring-Opening Reactions of Epoxides 307\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 313\u003c\/p\u003e \u003cp\u003e\u003cb\u003eChapter 15 Synthesis 316\u003c\/b\u003e\u003c\/p\u003e \u003cp\u003e15.1 Functional Group Interconversion 316\u003c\/p\u003e \u003cp\u003e15.2 Changing the Carbon Skeleton 317\u003c\/p\u003e \u003cp\u003e15.3 Two Questions to Ask in Every Synthesis Problem 318\u003c\/p\u003e \u003cp\u003e15.4 Retrosynthetic Analysis 320\u003c\/p\u003e \u003cp\u003e15.5 Creating Your Own Problems 323\u003c\/p\u003e \u003cp\u003eEnd-of-Chapter Problems 324\u003c\/p\u003e \u003cp\u003eDetailed Solutions S-1\u003c\/p\u003e \u003cp\u003eIndex I-1\u003c\/p\u003e \u003cp\u003e\u003cb\u003eDavid Klein\u003c\/b\u003e is a lecturer at Johns Hopkins University where he teaches Organic and General Chemistry. He is a dynamic and creative teacher and uses analogy to help students grasp difficult topics. Klein's unique informal voice and manner of presentation help students truly master key topics in this course. He is also the author of \u003ci\u003eOrganic Chemistry as a Second Language\u003c\/i\u003e; response to this book has been phenomenal.\u003c\/p\u003e","brand":"Wiley","offers":[{"title":"Default Title","offer_id":47989726314725,"sku":"NP9781119837091","price":60.0,"currency_code":"USD","in_stock":false}],"thumbnail_url":"\/\/cdn.shopify.com\/s\/files\/1\/1842\/7735\/files\/9781119837091.jpg?v=1761785265","url":"https:\/\/k12savings.com\/products\/organic-chemistry-as-a-second-language-isbn-9781119837091","provider":"K12savings","version":"1.0","type":"link"}