Inspiring and motivating students from the moment it published, Organic Chemistry has established itself in just one edition as the students' choice of organic chemistry text. This second edition takes all that has made Organic Chemistry the book of choice, and has refined and refocused it to produce a text that is even more student-friendly, more coherent and more logical in its presentation than before. At heart, the second edition remains true to the first, being built on three principles: An explanatory approach, through which the reader is motivated to understand the subject and not just learn the facts; A mechanistic approach, giving the reader the power to understand compounds and reactions never previously encountered; An evidence-based approach, setting out clearly how and why reactions happen as they do, giving extra depth to the reader's understanding. The authors write clearly and directly, sharing with the reader their own fascination with the subject, and leading them carefully from topic to topic. Their honest and open narrative flags pitfalls and misconceptions, guiding the reader towards a complete picture of organic chemistry and its universal themes and principles. Enriched with an extensive bank of online resources to help the reader visualise the structure of organic compounds and their reaction mechanisms, this second edition reaffirms the position of Organic Chemistry as the essential course companion for all organic chemistry students. Online Resource Centre For students: A range of problems to accompany each chapter For registered adopters of the text: Figures from the book in electronic format.
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Abbreviations xv
Preface to the second edition xvii
Organic chemistry and this book xix
1 What is organic chemistry? 1
2 Organic structures 15
3 Determining organic structures 43
4 Structure of molecules 80
5 Organic reactions 107
6 Nucleophilic addition to the carbonyl group 125
7 Delocalization and conjugation 141
8 Acidity, basicity, and p/Ca 163
9 Using organometallic reagents to make C-C bonds 182
10 Nucleophilic substitution at the carbonyl group 197
11 Nucleophilic substitution at C=O with loss of carbonyl oxygen 222
12 Equilibria, rates, and mechanisms 240
13 1H NMR: Proton nuclear magnetic resonance 269
14 Stereochemistry 302
15 Nucleophilic substitution at saturated carbon 328
16 Conformational analysis 360
17 Elimination reactions 382
18 Review of spectroscopic methods 407
19 Electrophilic addition to alkenes 427
20 Formation and reactions of enols and enolates 449
21 Electrophilic aromatic substitution 471
22 Conjugate addition and nucleophilic aromatic substitution 498
23 Chemoselectivity and protecting groups 528
24 Regioselectivity 562
25 Alkylation of enolates 584
26 Reactions of enolates with carbonyl compounds: the aldol and Claisen reactions 614
27 Sulfur, silicon, and phosphorus in organic chemistry 656
28 Retrosynthetic analysis 694
29 Aromatic heterocycles 1: reactions 723
30 Aromatic heterocycles 2: synthesis 757
31 Saturated heterocycles and stereoelectronics 789
32 Stereoselectivity in cyclic molecules 825
33 Diastereoselectivity 852
34 Pericyclic reactions 1: cycloadditions 877
35 Pericyclic reactions 2: sigmatropic and electrocydic reactions 909
36 Participation, rearrangement, and fragmentation 931
37 Radical reactions 970
38 Synthesis and reactions of carbenes 1003
39 Determining reaction mechanisms 1029
40 Organometallic chemistry 1069
41 Asymmetric synthesis 1102
42 Organic chemistry of life 1134
43 Organic chemistry today 1169
Figure acknowledgements 1182
Periodic table of the elements 1184
Index 1187
Verfasser*innenangabe:
Jonathan Clayden ; Nick Greeves ; Stuart Warren
Jahr:
2012
Verlag:
Oxford [u.a.], Oxford Univ. Press
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Systematik:
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NN.CB, FS.E
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ISBN:
978-0-19-927029-3
2. ISBN:
0-19-927029-5
Beschreibung:
2. ed., XXV, 1234 S. : Ill., graph. Darst.
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Sprache:
Englisch
Fußnote:
Erg. bildet: Clayden, Jonathan: Solutions manual to accompany organic chemistry
Mediengruppe:
Buch