Organic Chemistry, 10/e (IE-Paperback)

Leroy G. Wade and Jan W. Simek




•28Focus Features help focusstudents on analyzing key aspects of complex topics and reactions.
•Marginboxes featuring details about the lives and works of eminent scientists
Pearson eText is a simple-to-use,mobile-optimized, personalized reading experience available within Mastering.It allows students to easily highlight, take notes, and review key vocabularyall in one place, even when offline. Seamlessly integrated videos and other richmedia engage students and give them access to the help they need, when theyneed it.
• Digitized versions of Visual Guides to Organic Reactions and Key Mechanism Boxes include videos and can be accessed through links in the eText, giving students easy access to visual explanations of mechanisms, nomenclature, and reaction summaries. Videos are also available in Mastering Chemistry.
Highlights of the Update forMastering Chemistry
• Key Mechanism and Mechanism Overview Videos are created as paired videos. Each key mechanism is covered first in an overview video that outlines the type of mechanism and the necessary background for understanding what is taking place. Then, a second video walks the students through a representative reaction of that key mechanism.
• Mechanism Practice Problems feature one-step hints and predict the product functionality on any step of selected problems if they struggle. The problems give students a place to learn through practice and to earn credit based upon completion rather than correct answers.
• Item Library is curated, reclassified, and organized into four tiers to help instructors to navigate resources in Mastering Chemistry,
• Tier 1 includes practice questions with credit for completion.
• Tier 2 includes predict the product and single-step mechanisms
• Tier 3 includes new multi-step mechanisms with hints and multi-step problems with the number of boxes and/or intermediates.
• Tier 4 includes synthesis questions.
• Ready-to-Go Study Tools are available for students to use on their own, even when their professor doesnt assign the modules. These include videos, practice quizzes, practice exams, and worked examples.


• Problem-Solving Strategies help students break down the multitude of complex problems into simpler pieces and establish thoughtful methods for approaching complicated problems. Strategies cover resonance, acid-base equilibria, and multistep synthesis.
• Over 100 problems include synthesis problems and problems based on recent literature.
Helpstudents see the relevance of organic chemistry
• Green chemistry is emphasized with presentation of less-toxic, environmentally friendly reagents in many situations, such as oxidation of alcohols with bleach rather than with chromium reagents.
• Chapter Openers focus on applications discussed in the chapter, with introductions and images for a contemporary presentation.
• Application Boxes throughout demonstrate the relevance of Organic Chemistry to students lives and areas of interest including contemporary topics such as Biochemistry, Drugs, Environment, Medicine, Fuels, Green Chemistry and Green Living.
Emphasizeorganic reactions and mechanisms
• Reaction Starbursts appear before the end of chapter material of every reaction-based chapter to help students better understand and mentally organize reactive similarities and distinctions.
• Visual Guides to Organic Reactions place the reactions covered in major chapters within the overall context of the reactions covered in the course.
• 20 Key Mechanism boxes highlight the fundamental mechanistic principles that recur throughout the course and are the basis for some of the longer, more complex mechanisms. Each describes the steps of the reaction in detail with a specific example to reinforce the mechanism and a concluding problem to help students absorb these essential reactions.
• Over 50 Mechanism boxes help students understand how specific reactions occur by zooming in on each individual step in detail.



- 28個焦點特色幫助學生分析複雜主題和反應的關鍵方面。
- 邊界框提供關於著名科學家生活和作品的詳細資訊。
- Pearson eText是一個簡單易用、適用於移動設備的個人化閱讀體驗,可在Mastering內使用。學生可以輕鬆地在同一個地方進行重點詞彙的高亮顯示、筆記和複習,即使在離線時也可以進行。無縫集成的視頻和其他豐富的媒體能夠吸引學生並為他們提供所需的幫助。
- 有機反應視覺指南和關鍵機制框的數字化版本包含視頻,可以通過eText中的鏈接訪問,讓學生輕鬆獲取機制、命名和反應摘要的視覺解釋。視頻也可以在Mastering Chemistry中使用。
- Mastering Chemistry的更新亮點
- 關鍵機制和機制概述視頻是成對視頻。每個關鍵機制首先在概述視頻中介紹機制類型和理解所需的背景。然後,第二個視頻將引導學生進行一個代表性的該關鍵機制的反應。
- 機制練習問題提供一步提示,並在選定問題的任何步驟上預測產物功能,以幫助學生解決困難。這些問題為學生提供了一個通過練習學習並根據完成情況獲得學分的地方,而不是根據正確答案。
- 項目庫經過精心編輯、重新分類和組織成四個層級,以幫助教師在Mastering Chemistry中尋找資源。
- 第一層包括練習問題,完成後可以獲得學分。
- 第二層包括預測產物和單步機制。
- 第三層包括帶有提示的新的多步機制和帶有方框和/或中間體的多步問題。
- 第四層包括合成問題。
- 隨時可用的學習工具可供學生自行使用,即使他們的教授沒有指派模組。這些工具包括視頻、練習測驗、練習考試和解題示例。


- 解決問題的策略幫助學生將眾多複雜問題分解為更簡單的部分,並建立思考方法來處理複雜問題。策略涵蓋共振、酸鹼平衡和多步合成。
- 超過100個問題包括合成問題和基於最新文獻的問題。
- 幫助學生看到有機化學的相關性。
- 強調綠色化學,在許多情況下介紹了較少有毒、環境友好的試劑,例如使用漂白劑而不是鉻試劑氧化醇類。
- 章節開場白聚焦於章節中討論的應用,並提供現代化的介紹和圖像。
- 散佈在全書中的應用方塊展示了有機化學對學生生活和興趣領域的相關性,包括當代主題如生物化學、藥物、環境、醫學、燃料、綠色化學和綠色生活。
- 強調有機反應和機制。
- 反應星爆圖出現在每個以反應為基礎的章節的結尾前,幫助學生更好地理解和心理組織反應的相似性和區別。
- 有機反應視覺指南將主要章節中涵蓋的反應放在課程中涵蓋的反應的整體背景中。
- 20個關鍵機制方塊突出顯示了貫穿整個課程並成為一些較長、更複雜機制的基礎的基本機制原則。每個方塊描述了反應的步驟。


L.G. Skip Wade After receiving his B.A. from Ricein 1969, Wade went on to Harvard University, where he did research withProfessor James D. White. While at Harvard, he served as the Head TeachingFellow for the organic laboratories and was strongly influenced by the teachingmethods of two master educators, Professors Leonard K. Nash and Frank

H.Westheimer. After completing his Ph.D. at Harvard in 1974, Dr. Wade joined thechemistry faculty at Colorado State University. Over the course of fifteenyears at Colorado State, Dr. Wade taught organic chemistry to thousands ofstudents working toward careers in all areas of biology, chemistry, humanmedicine, veterinary medicine, and environmental studies. He also authoredresearch papers in organic synthesis and in chemical education, as well as elevenbooks reviewing current research in organic synthesis. Since 1989, Dr. Wade hasbeen a chemistry professor at Whitman College, where he teaches organicchemistry and pursues interests in organic synthesis and forensic chemistry.Dr. Wade received the A.E. Lange Award for Distinguished Science Teaching atWhitman in 1993.

Jan Simek was born to humble coal-miningparents who taught him to appreciate the importance of carbon at a very earlyage. At age 14, he was inspired to pursue a career teaching chemistry by hishigh school chemistry teacher, Joe Plaskas. Under the guidance of ProfessorKurt Kaufman at Kalamazoo College, Dr. Simek began lab work in synthesis ofnatural products that turned into research in hop extracts for the KalamazooSpice Extraction Company. After receiving a masters degree from StanfordUniversity, Dr. Simek worked in the pharmaceutical industry, synthesizingcompounds designed to control diabetes and atherosclerosis, and assisted in theisolation of anti-cancer antibiotics from natural sources. Returning toStanford University, Dr. Simek completed his Ph.D. with the legendary ProfessorCarl Djerassi, who developed the first synthesis of steroidal oralcontraceptives.


L.G. Skip Wade 在 1969 年獲得 Rice 大學的學士學位後,前往哈佛大學與 James D. White 教授進行研究。在哈佛期間,他擔任有機實驗室的主要教學助教,並受到兩位優秀教育家 Leonard K. Nash 教授和 Frank H. Westheimer 教授教學方法的深刻影響。

H. Westheimer 在 1974 年在哈佛大學完成博士學位後,加入了科羅拉多州立大學的化學教師團隊。在科羅拉多州立大學的十五年期間,Wade 博士教授了有機化學,培養了成千上萬的學生,他們在生物學、化學、人類醫學、獸醫學和環境研究等各個領域追求職業生涯。他還撰寫了有機合成和化學教育的研究論文,以及十一本回顧有機合成的當前研究的書籍。自 1989 年以來,Wade 博士一直是惠特曼學院的化學教授,他教授有機化學並從事有機合成和法醫化學的研究。Wade 博士於 1993 年在惠特曼學院獲得了 A.E. Lange 傑出科學教學獎。

Jan Simek 出生在一個謙遜的煤礦工人家庭,他的父母教導他很早就要重視碳的重要性。在 14 歲時,他受到高中化學老師 Joe Plaskas 的啟發,決定追求教授化學的職業生涯。在 Kalamazoo College 的 Kurt Kaufman 教授的指導下,Simek 博士開始進行天然產物合成的實驗工作,並為 Kalamazoo Spice Extraction Company 進行啤酒花提取物的研究。在獲得斯坦福大學碩士學位後,Simek 博士在製藥行業工作,合成用於控制糖尿病和動脈粥樣硬化的化合物,並協助從天然來源中分離抗癌抗生素。回到斯坦福大學後,Simek 博士在傳奇教授 Carl Djerassi 的指導下完成了博士學位,Djerassi 教授開發了第一種合成類固醇口服避孕藥的方法。


1. Structure and Bonding
2. Acids and Bases: Functional Groups
3. Structure and Stereochemistry of Alkanes
4. The Study of Chemical Reactions
5. Stereochemistry
6. Alkyl Halides. Nucleophilic Substitution
7. Structure and Synthesis of Alkenes; Elimination
8. Reactions of Alkenes
9. Alkynes
10. Structure and Synthesis of Alcohols
11. Reactions of Alcohols
12. Infrared Spectroscopy and Mass Spectrometry
13. Nuclear Magnetic Resonance Spectroscopy
14. Ethers, Epoxides and Thioethers
15. Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy
16. Aromatic Compounds
17. Reactions of Aromatic Compounds
18. Ketones and Aldehydes
19. Amines
20. Carboxylic Acids
21. Carboxylic Acid Derivatives
22. Condensations and Alpha Substitutions of Carbonyl Compounds
23. Carbohydrates and Nucleic Acids
24. Amino Acids, Peptides, and Proteins
25. Lipids
26. Synthetic Polymers
Answers to Selected Problems


1. 結構與鍵結
2. 酸與鹼:官能基
3. 烷烴的結構與立體化學
4. 化學反應的研究
5. 立體化學
6. 烷基卤化物。亲核取代
7. 烯烃的結構與合成;消除反應
8. 烯烃的反應
9. 炔烃
10. 醇的結構與合成
11. 醇的反應
12. 紅外光譜和質譜
13. 核磁共振光譜
14. 醚、环氧化物和硫醚
15. 共軛系統、軌域對稱性和紫外光譜
16. 芳香化合物
17. 芳香化合物的反應
18. 酮和醛
19. 胺
20. 羧酸
21. 羧酸衍生物
22. 羰基化合物的縮合和α取代
23. 碳水化合物和核酸
24. 氨基酸、肽和蛋白質
25. 脂質
26. 合成高分子材料