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TEXTBOOK

Organic Chemistry

Jonathan Clayden, Nick Greeves, Stuart Warren, and Peter Wothers

Price: £38.99 (paper)
ISBN-13: 978-0-19-850346-0
Publication date: 20 July 2000
1536 pages, 6800 illus., 276x219 mm

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Reviews
  • 'What strikes the reader straight away is the way the text is laid out so that it is visually exciting. ...I could go on, so let me end by congratulating the authors and publishers in producing what I am sure will become the standard text in organic chemistry. Perhaps I should just summarise how I felt about the book when I came to put it down: refreshing, exciting and motivational. Tony Barrett, Imperial College London' -
  • '"The authors should be congratulated for compiling a book that should prove very popular with our students...the text is very comprehensive and covers key areas in a very attractive and user friendly way. Thank you to OUP for publishing the book at a really good price". Dr Don Green, University of North London.' -

Description
  • Carefully developed, extensively market reviewed core textbook for undergraduate organic chemistry courses
  • Emphasis is on understanding rather than learning facts
  • Emphasis on mechanism, orbitals, and stereochemistry means that the student emerges with solid understanding of important factors common to all reactions, allowing interpretation/prediction of reactions not previously met
  • Organic chemistry emerges as a coherent whole, with numerous logical connections and consequences, and with an underlying structure and language
  • The teaching of organic chemistry continues to move away from starting with the traditional and increasingly old-fashioned 'alkanes, alkenes, alkynes' to carbonyl chemistry
  • Direct, personal, student-friendly writing style
  • Innovative design to aid comprehension: four types of box to seperate material from main text; colours of structures and reaction schemes; end of chapter problems
A new style of textbook, aimed principally at the European (and British in particular) student. It is needed because almost all current organic chemistry texts are written to a fixed American pattern. This text is different from these in a number of important ways: The approach is based on explanation rather than fact. The functional group approach (alkane, alkene, alkyne) has served American State College readers well but increasingly students and instructors are attracted more to an approach based on mechanism and reaction type. This approach aims at understanding rather than factual knowledge and, though slower at the start, eventually gives the student power to understand compounds and reactions never previously encountered. This is a big advantage in a science already too large for individuals to learn and which is annually expanding at an ever greater rate. The basics of the subject are explained carefully and thoroughly. How to draw molecules realistically and how to draw mechanisms to reveal the fundamental chemistry are both emphasised. Important points are revisited when they become relevant in later chapters. Examples are very important too. New examples are given each time a concept resurfaces, and examples from everyday life and medicinal chemistry are frequently used. The authors want the readers to be excited by the universality of organic chemistry rather than be overwhelmed by facts. The design of the book has features to help comprehension. Structures are drawn in red, and black is used on them for emphasis. Other colours are used flexibly to draw attention to atoms, molecules, orbitals, arrows or whatever the authors want to emphasise rather than being used in a rigid systematic way. There are four types of "box" used to separate material from the main text, ranging from extra important summaries to diversions which can be omitted at first reading. The early chemistry chapters feature carbonyl group reactions because addition to carbonyl groups is probably the easiest reaction to understand. Thereafter the chemistry develops in a logical sequence but chapters on spectroscopy, stereochemistry etc are interspersed among those dealing with chemical reactions. From time to time review chapters summarise what has been described in a particular area. A personal and honest approach is adopted. The authors write clearly and directly to the reader, sharing their enthusiasms, understandings and doubts. If they believe an explanation is imperfect or controversial, they say so. They show that organic chemistry is developing rapidly, and that new ideas continually emerge to replace the old. The authors know from experience what conceptual difficulties often overwhelm students at an early stage in their studies and they devote more space to these points, give more examples, and revisit them when they can be applied. The aim is to help the readers master these points for themselves rather than just learn them off by heart.

Readership: Major course text suitable for adoption for all mainstream undergraduate organic chemistry courses for use from the beginning/introductory level.

Contents
1. What is organic chemistry?
2. Organic structures
3. Determining organic structures
4. Structure of molecules
5. Organic reactions
6. Nucleophilic addition to the carbonyl group
7. Delocalization and conjugation
8. Acidity, basicity, and pKa
9. Using organometallic reagents to make C-C bonds
10. Conjugate addition
11. Proton nuclear magnetic resonance
12. Nucleophilic substitution at the carbonyl (C=O) group
13. Equilibria, rates, and mechanisms: summary of mechanistic principles
14. Nucleophilic substitution at C=O with loss of carbonyl oxygen
15. Review of spectroscopic methods
16. Stereochemistry
17. Nucleophilic substitution at saturated carbon
18. Conformational analysis
19. Elimination reactions
20. Electrophilic addition to alkenes
21. Formation and reactions of enols and enolates
22. Electrophilic aromatic substitution
23. Electrophilic alkenes
24. Chemoselectivity: selective reactions and protection
25. Synthesis in action
26. Alkylation of enolates
27. Reactions of enolates with aldehydes and ketones: the aldol reaction
28. Acylation at carbon
29. Conjugate addition of enolates
30. Retrosynthetic analysis
31. Controlling the geometry of double bonds
32. Determination of stereochemistry by spectroscopic methods
33. Stereoselective reactions of cyclic compounds
34. Diastereoselectivity
35. Pericyclic reactions 1: cycloadditions
36. Pericyclic reactions 2: sigmatropic and electrocyclic reactions
37. Rearrangements
38. Fragmentation
39. Radical reactions
40. Synthesis and reactions of carbenes
41. Determining reaction mechanisms
42. Saturated heterocycles and stereoelectronics
43. Aromatic heterocycles 1: structures and reactions
44. Aromatic heterocycles 2: synthesis
45. Asymmetric synthesis
46. Organo-main-group chemistry I: sulfur
47. Organo-main-group chemistry II: boron, silicon, and tin
48. Organometallic chemistry
49. The chemistry of life
50. Mechanisms in biological chemistry
51. Natural products
52. Polymerization
53. Organic chemistry today
Index

Authors, editors, and contributors


Jonathan Clayden, Lecturer in Organic Chemistry, Manchester University,
Nick Greeves, Lecturer in Organic Chemistry, Liverpool University,
Stuart Warren, Lecturer in Organic Chemistry, and
Peter Wothers, Lecturer in Organic Chemistry, both at Cambridge University


Links to web resources and related information
On-line index
Solutions manual


More in the same subject area:
Organic chemistry

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