Introduction to Organic Chemistry

5. Auflage 2013
ISBN: 978-1-118-32176-8
Verlag: John Wiley & Sons

Buch, Englisch, 792 Seiten, Format (B × H): 215 mm x 277 mm, Gewicht: 1551 g

This text provides an introduction to organic chemistry for students who require the fundamentals of organic chemistry as a requirement for their major. It is most suited for a one semester organic chemistry course. In an attempt to highlight the relevance of the material to students, the authors place a strong emphasis on showing the interrelationship between organic chemistry and other areas of science, particularly the biological and health sciences. The text illustrates the use of organic chemistry as a tool in these sciences; it also stresses the organic compounds, both natural and synthetic, that surround us in everyday life: in pharmaceuticals, plastics, fibers, agrochemicals, surface coatings, toiletry preparations and cosmetics, food additives, adhesives, and elastomers.

Autoren/Hrsg.

Brown, William H.

Poon, Thomas

Fachgebiete

• Naturwissenschaften Chemie Organische Chemie

Inhaltsverzeichnis

01 Covalent Bonding and Shapes of Molecules 1

Summary of Key Questions 32

Quick Quiz 34

Problems 35

Looking Ahead 40

Group Learning Activities 40

CHEMICAL CONNECTIONS

1A Buckyball: A New Form of Carbon 17

02 Acids and Bases 41

03 Alkanes and Cycloalkanes 63

Summary of Key Questions 94

Quick Quiz 96

Key Reactions 97

Problems 97

Looking Ahead 102

Group Learning Activities 103

Putting It Together 104

CHEMICAL CONNECTIONS

3A The Poisonous Puffer Fish 84

3B Octane Rating: What Those Numbers at the Pump Mean 94

Summary of Key Questions 57

Quick Quiz 58

Key Reactions 59

Problems 59

Looking Ahead 62

Group Learning Activities 62

04 Alkenes and Alkynes 108

Summary of Key Questions 123

Quick Quiz 124

Problems 124

Looking Ahead 128

Group Learning Activities 128

CHEMICAL CONNECTIONS

4A Ethylene, a Plant Growth Regulator 109

4B Cis-Trans Isomerism in Vision 111

4C Why Plants Emit Isoprene 121

05 Reactions of Alkenes and Alkynes 129

5A Catalytic Cracking and the Importance of Alkenes 133

Summary of Key Questions 158

Quick Quiz 159

Key Reactions 160

Problems 161

Looking Ahead 165

Group Learning Activities 166

06 Chirality: The Handedness of Molecules 167

CHEMICAL CONNECTIONS

6A Chiral Drugs 187

Summary of Key Questions 189

Quick Quiz 190

Problems 191

Chemical Transformations 196

Looking Ahead 196

Group Learning Activities 197

Putting It Together 197

CHEMICAL CONNECTIONS

07 Haloalkanes 200

CHEMICAL CONNECTIONS

7A The Environmental Impact of Chlorofluorocarbons 204

7B The Effect of Chlorofluorocarbon Legislation on Asthma Sufferers 228

Summary of Key Questions 229

Quick Quiz 230

Key Reactions 231

Problems 231

Chemical Transformations 236

Looking Ahead 237

Group Learning Activities 238

CHEMICAL CONNECTIONS

8A Nitroglycerin: An Explosive and a Drug 243

8B Blood Alcohol Screening 260

8C Ethylene Oxide: A Chemical Sterilant 268

08 Alcohols, Ethers, and Thiols 239

Summary of Key Questions 272

Quick Quiz 274

Key Reactions 274

Problems 275

Chemical Transformations 279

Looking Ahead 280

Group Learning Activities 281

09 Benzene and Its Derivatives 282

Summary of Key Questions 321

Quick Quiz 322

Key Reactions 322

Problems 324

Chemical Transformations 329

Looking Ahead 330

Group Learning Activities 330

CHEMICAL CONNECTIONS

9A Carcinogenic Polynuclear Aromatics and Cancer 293

9B Capsaicin, for Those Who Like It Hot 318

10 Amines 331

Summary of Key Questions 349

Quick Quiz 350

Key Reactions 350

Problems 351

Chemical Transformations 356

Looking Ahead 356

Group Learning Activities 357

Putting It Together 357

CHEMICAL CONNECTIONS

10A Morphine as a Clue in the Design and Discovery of Drugs 332

10B The Poison Dart Frogs of South America: Lethal Amines 338

11 Spectroscopy 361

11A Infrared Spectroscopy: A Window on Brain Activity 368

11B Magnetic Resonance Imaging 391

Summary of Key Questions 398

Quick Quiz 400

Problems 401

Looking Ahead 414

Group Learning Activities 415

CHEMICAL CONNECTIONS

12 Aldehydes and Ketones 416

12A A Green Synthesis of Adipic Acid 442

Summary of Key Questions 445

CHEMICAL CONNECTIONS

Quick Quiz 447

Key Reactions 447

Problems 448

Chemical Transformations 454

Spectroscopy 455

Looking Ahead 456

Group Learning Activities 456

CHEMICAL CONNECTIONS

13 Carboxylic Acids 457

13A From Willow Bark to Aspirin and Beyond 466

13B Esters as Flavoring Agents 472

13C Ketone Bodies and Diabetes 476

Summary of Key Questions 479

Quick Quiz 480

Key Reactions 480

Problems 481

Chemical Transformations 486

Looking Ahead 487

Group Learning Activities 487

14 Functional Derivatives of Carboxylic Acids 488

CHEMICAL CONNECTIONS

14A Ultraviolet Sunscreens and Sunblocks 49

Über Autor(innen)

William H. Brown is Professor Emeritus at Beloit College, where he was twice named Teacher of the Year. He is also the author of two other college textbooks: Organic Chemistry 5/e, coauthored with Chris Foote, Brent Iverson, and Eric Anslyn, published in 2009, and General, Organic, and Biochemistry 9/e, coauthored with Fred Bettelheim, Mary Campbell, and Shawn Farrell, published in 2010. He received his Ph.D. from Columbia University under the direction of Gilbert Stork and did postdoctoral work at California Institute of Technology and the University of Arizona. Twice he was Director of a Beloit College World Affairs Center seminar at the University of Glasgow, Scotland. In 1999, he retired from Beloit College to devote more time to writing and development of educational materials. Although officially retired, he continues to teach Special Topics in Organic Synthesis on a yearly basis. Bill and his wife Carolyn enjoy hiking in the canyon country of the Southwest. In addition, they both enjoy quilting and quilts.

Thomas Poon is Associate Professor of Chemistry in the Joint Science Department of Claremont McKenna, Pitzer, and Scripps Colleges, three of the five undergraduate institutions that make up the Claremont Colleges in Claremont, California. He received his B.S. degree from Fairfield University (CT) and his Ph.D. from the University of California, Los Angeles under the direction of Christopher S. Foote. Poon was a Camille and Henry Dreyfus Postdoctoral Fellow under Bradford P. Mundy at Colby College (ME) before joining the faculty at Randolph-Macon College (VA) where he received the Thomas Branch Award for Excellence in Teaching in 1999. He was a visiting scholar at Columbia University (NY) in 2002 (and again in 2004) where he worked on projects in both research and education with his friend and mentor, Nicholas J. Turro. He has taught organic chemistry, forensic chemistry, upper-level courses in advanced laboratory techniques, and a first-year seminar class titled Science of Identity. His favorite activity is working alongside undergraduates in the laboratory on research problems involving the investigation of synthetic methodology in zeolites, zeolite photochemistry, natural products isolation, and reactions of singlet oxygen. When not in the lab, he likes to play guitar and sing funny chemistry songs to his daughter Sophie.