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Jonathan Clayden

Organic Chemistry 2nd Edition

by Jonathan Clayden (Author), Nick Greeves (Author), Stuart Warren (Author)

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Inspiring and motivating students from the moment it published, Organic Chemistry has established itself in just one edition as the student's choice of an organic chemistry text.

The second edition refines and refocuses Organic Chemistry to produce a text that is even more student-friendly, coherent, and logical in its presentation than before.

Like the first, the second edition is 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.

SUPPORT MATERIALS

The Companion Website (www.oup.com/uk/orc/bin/9780199270293), available to all adopters of the text, includes:
- 3D Organic Animations: Link to chemtube3d to view interactive 3D animations developed by the author
- Additional Chapters: Four chapters from the first edition that do not appear in the second
- Errata: Corrections to the book since publication
- End-of-Chapter Questions: A range of problems to accompany each chapter
- Figures in PowerPoint: Figures pre-inserted into PowerPoint for use in lectures and handouts
- Problems: Problems to accompany each chapter from the new edition of Organic Chemistry will be posted in the student area of the book's Companion Website throughout the year (April, June, and December 2012)

ISBN-10

0199270295
ISBN-13

978-0199270293
Edition

2nd
Publisher

Oxford University Press
Publication date

May 4, 2012
Language

English
Dimensions

10.9 x 1.9 x 7.8 inches
Print length

1264 pages
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Editorial Reviews

Review

Review from previous edition: "If you want a really good book about organic chemistry get Organic Chemistry by Clayden, Greeves, Warren & Wothers." ―Christian Aichinger, Organic Chemistry Blog.

"What strikes the reader straight away is the way the text is laid out so that it is visually exciting. I could go on, but it's beginning to sound like a paean of praise, 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." ―Dr Don Green, University of North London.

"The book is brilliant - we have been waiting for up to 25 years for a decent British text." ―John Mann, Professor of Biol. Chemistry, Queens University Belfast.

"This is a book we have all been waiting for! It is based on sound mechanistic reasoning and contains thousands of useful examples for teaching. Its style is approachable and covers both fundamental and more advanced material." ―Adam Nelson, Lecturer, University of Leeds

"A magnificent resource." ―Angewandte Chemie, International Edition, v. 40 no. 12, June 2001

"Represents a milestone in the field of organic chemistry textbooks... This is the first organic textbook that could be used in some shape or form on almost every organic chemistry course in any UK undergraduate programme... I soon expect to be hearing 'You can look it up in Clayden' ringing from lectures and tutorials, and for many years to come." ―Andrew Boa in The Times Higher Education, 2001

"As a chemistry undergraduate I have found this book an excellent organic chemistry guide to accompany my university textbooks...the diagrams are clear and the chapters, sections and subsections are appropriately named which makes it easy to find what you're looking for." ―Amazon, January 2011

"This is an excellent textbook which covers nearly all the organic chemistry reactions you could ever need as an undergraduate! I can't fault the content - everything is explained clearly with plenty of diagrams and reaction mechanisms." ―Amazon, December 2009

About the Author

Jonathan Clayden is a Professor of Organic Chemistry at the University of Manchester, where he and his research group work on the construction of molecules with defined shapes - in particular those where control of conformation and limitation of flexibility is important. Jonathan was awarded a BA (Natural Sciences) from Churchill College, Cambridge before completing his PhD with Stuart Warren, also at the University of Cambridge. He has been at the University of Manchester since 1994.

Nick Greeves is the Director of Teaching and Learning in the Department of Chemistry at the University of Liverpool. Nick is a Cambridge graduate, obtaining his PhD there in 1986 for work on the stereoselective Horner-Wittig reaction with Stuart Warren. He then held a Harkness Fellowship at the University of Wisconsin-Madison and at Stanford University, California, and a Research Fellowship at Cambridge University before joining Liverpool in 1989 where he is currently a Senior Lecturer.

Stuart Warren is a former lecturer in the Department of Chemistry at the University of Cambridge and Fellow of Churchill College, Cambridge. A graduate of Trinity College, Cambridge, Stuart completed his PhD at Cambridge with Malcolm Clark before carrying out post-doctoral research at Harvard University. He became a teaching fellow at Churchill College in 1971, and remained a lecturer and researcher at Cambridge until his retirement in 2006.

Product details

Publisher ‏ : ‎ Oxford University Press; 2nd edition (May 4, 2012)
Language ‏ : ‎ English
Paperback ‏ : ‎ 1264 pages
ISBN-10 ‏ : ‎ 0199270295
ISBN-13 ‏ : ‎ 978-0199270293
Item Weight ‏ : ‎ 5.48 pounds
Dimensions ‏ : ‎ 10.9 x 1.9 x 7.8 inches

Best Sellers Rank: #60,994 in Books (See Top 100 in Books)
- #34 in Organic Chemistry (Books)
- #59 in Chemistry (Books)
- #64 in General Chemistry

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4.6 out of 5

599 global ratings

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Reviewed in the United States 🇺🇸 on January 14, 2023

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I got this for someone as a gift. He really likes it, but he said, "There is an error on page 296 of the paperback second edition, in chapter 13. In the diagram mid page in red lettering it says "11 Hz coupling to H2" where it should say "11 Hz coupling to H3". As it is now in the text it would imply that a proton forms a coupling with itself which is not possible.

I still have 75% of the book to finish and plan to give a more thorough review once I am finsihed, but so far I have really enjoyed this textbook." The paperback edition also does not seem to have practice problems.

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Y.M. Wang

Truly inspired and inspirational textbook (2nd edition has some problems...)

Reviewed in the United States 🇺🇸 on August 10, 2017

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This is the only undergraduate textbook out there that presents organic chemistry the way an organic chemist today (and not 50 years ago) looks at it. This is not a book for premeds who need to memorize a bunch of facts: this book presents organic chemistry as an active and intellectually vibrant field.

The virtues of this textbook include: 1) A pervasive mechanistic approach -- the authors discuss all reactions in the context of a few basic chemical principles, along with the use of curved arrow notation as a essential tool for keeping track of bonds made and broken in a proposed mechanism and making educated guesses with respect to reaction outcomes. There is even an excellent, though brief, section on physical organic chemistry, and several excellent chapters on spectroscopic techniques, some quite advanced. With this approach and these tools, the student feels like organic chemistry is something that generations of scientists deduced, rather than a monolithic set of facts that came to us in its current form. 2) In contrast to nearly all other textbooks, this book treats the student like an adult. This includes talking about new discoveries (made within the last 20 or so years in asymmetric catalysis and organometallic chemistry), as well as discussions of the subtleties involving chemo-, regio-, and stereoselectivity, issues most books try to sweep under the rug for pedagogical purposes. Important advanced concepts that control selectivity like stereoelectronic effects (i.e., orbital alignment arguments) are discussed in great detail, and classical methods for stereocontrolled synthesis, like the Evans oxazolidinone chemistry and enantioselective Diels-Alder reaction developed by Corey and others, are also included. Archaic reactions that most introductory texts treat as sacred cows (e.g. oxymercuration and PCC oxidation) are de-emphasized or given the boot, to make room for newer reactions that are actually used by modern chemists but ignored by intro textbooks (e.g. Swern, DMP oxidation, Mitsunobu reaction). 3) Finally, the sections on S, P, Si, and Sn chemistry, pericyclic reactions, stereoselectivity, and heterocyclic chemistry provides an in depth view of the field that extend well beyond the introductory level, discussing advanced topics that no other introductory textbook would even approach. (Edit: Actually, there is one other textbook by Streitwieser, Heathcock, and Kosower, that also has an advanced topics section. However, it is somewhat dated, last being updated in 1998.) Combined with the fact that the book starts with the absolute basics, and builds up to this level of sophistication in a logical, deductive manner, this means that this textbook will serve the student from first semester organic chemistry all the way to his/her qualifying exam(s) for advancement to candidacy in a PhD program in organic chemistry. (I'm slightly embarrassed to admit that even as a third or fourth year grad student *after* advancing to candidacy, I still managed to learn a thing or two from this text.)

In summary, if you did well in orgo, but thought it was kind of boring and unintellectual, like I did at first, I urge you to get this textbook to find out what it's really about. After that, if you really start to love it, look online for the Evans and Myers notes on Advanced Organic Chemistry (Chem 206 & 215) at Harvard, and before you know it, you'll be an organic chemist! [Full disclosure: I drank the kool-aid and actually became an organic chemist. Of course, YMMV!]

EDIT: Unfortunately, the chapter on equilibria, rates, and mechanisms (ch. 12) has been rewritten and not for the better. The equations relating free energy, enthalpy, entropy, and equilibrium constant are wrong, missing the circle that indicates the standard state (i.e., should be Delta G^o= - RT ln K, instead of Delta G= - RT ln K as shown in the book). If this seems like a pedantic point, the Delta G for any reaction at equilibrium will be zero, but the Delta G^o, in general, will not be, unless the equilibrium constant happens to be unity. This error will lead to misconceptions, if not in organic chemistry, then in a future thermodynamics course. For that reason, I am removing one star. Also, the Eyring equation has been removed between the first and second editions. Stick to the first edition, if you can find it (it's slightly heavier and somewhat dated but still extremely good). I have a few other minor quibbles, like d orbital participation for the heavy main groups being included (despite strong evidence that it is minor at best).

27 people found this helpful

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PJS

Quality book

Reviewed in the United States 🇺🇸 on December 23, 2022

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Great organic chemistry book!

Reviewed in the United States 🇺🇸 on November 1, 2022

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El libro llegó el perfectas condiciones salvo un par de golpes y rayones. Venía solo en la caja en un protector de burbujas pero todo en orden. Llegó la edición solicitada en buenas condiciones.

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Ashutosh S. Jogalekar

The best modern textbook for organic chemistry

Reviewed in the United States 🇺🇸 on October 8, 2012

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This is undoubtedly the best modern book for learning organic chemistry. Unlike some other books which present organic chemistry as a set of facts and reactions to be learnt and memorized, this book instead emphasizes the unifying threads between different concepts and also stresses the assimilation of those concepts through real-life applications. Common themes such as syn-anti addition, carbocations and orbital overlap tie together disparate reactions and aspects of organic chemistry.

The first edition of this book was published in 2001 and the updated edition in 2012, so the discussion in this book includes reactions and reagents that are often missing from other comparable texts. For instance the volume still provides the most complete and readable description of the Grubbs metathesis reaction that I have come across, clearly emphasizing the mechanism, the effects of different ligands and solvents and applications to complex natural products. Other reactions of paramount importance to both academia and industry which are presented in the book include the palladium-catalyzed Suzuki, Heck, and Sonogashira couplings (which were recently awarded the Nobel Prize). The Buchwald-Hartwig reaction which was not as developed in 2001 but which has since seen immense growth gets an especially detailed mention.

The volume covers the whole gamut of current organic chemistry. Apart from its modern and unifying outlook, the other feature that stands out is the way it stresses the practical relevance of all this material. Organic chemistry is really the basis of our modern way of life and the book reflects this fact. The value of almost every important reaction and reagent is demonstrated by its application to the synthesis of an important drug, polymer, food additive or agrochemical. The book also does a great job of illustrating the great value of simple concepts; for instance, one chapter discusses the application of pKa to the development of the bestselling drug ranitidine, another provides an explanation of the lachrymatory (tear-inducing) properties of onions as rooted in sigmatropic reactions involving sulfur compounds. From the clinic to the kitchen, this book drives home the fact that organic chemistry is not just an intellectually rewarding exercise but is at the foundation our daily existence.

In addition to these qualities, the book is written in an honest, informal style and the authors admit uncertainty where it exists. Color enhances bonds, atoms and mechanistic arrows while boxed material contains key concepts and intriguing examples. Overall we are treated to an incredible amount of information in an attractive format and the authors must have really spent a lot of efforts in planning and presenting it. In its second edition this book continues to be an extremely useful source for students and practitioners alike and it is highly recommended.

21 people found this helpful

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Jamie Warren

A Must-Buy For Undergraduate Chemistry Students!

Reviewed in the United Kingdom 🇬🇧 on April 7, 2020

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As a student starting their first year of a chemistry degree in the UK in September, I purchased this textbook as it is considered by many to be the “definitive” publication for undergraduate organic chemistry as it covers the vast majority of organic chemistry content for a 3/4-year degree course. As someone who is greatly interested in the field of organic chemistry, developed from my studies of chemistry at A-level and through wider reading, I spared no thought in buying this text. I must say, I am beyond happy that I purchased this thorough introduction to the field of organic chemistry, as its presentation of reaction mechanisms and molecular structures, and its explanation of key scientific concepts are clear and easy to follow. For any prospective undergraduate chemistry students in the UK, or elsewhere, I couldn’t recommend this textbook highly enough!!

4 people found this helpful

A12345

The undisputed champion.

Reviewed in the United Kingdom 🇬🇧 on September 18, 2018

Verified Purchase

Clayden’s “Organic Chemistry” literally rewrote the textbook, and provides the best introduction to the topic I’ve come across.

The coverage is sufficient for most undergraduate courses, and Clayden’s writing style makes even the more challenging topics easy to understand. I especially like the clear chemical schemes (unlike in many American textbooks) and the availability of a problems manual and solutions guide which greatly enhanced my understanding.

3 people found this helpful

Anthony

Good Book...

Reviewed in the United Kingdom 🇬🇧 on April 6, 2021

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Good book, but you will need the problem book also in order to get the true potential from this book. Both books will serve you well for a 1st and 2nd undergraduate degree; and perhaps help for some final year topics. Although, if you wish to become more proficient in organic chemistry, you should consider buying the other books associated with Claydon, i.e., Retrosynthetic analysis and Synthesis; like Claydon's overall organic chemistry book (this one) these books also require the problem books (workbooks) because they're are basically useless without them.
Nevertheless, if you purchase all six along side one on reaction mechanisms ('arrow posing'), stereochemistry and organic chemistry analysis, you should acquire full mastery of organic chemistry at undergraduate level and a sound base for study at post-graduate level.

john morgan

Want to learn Organic Chemistry?

Reviewed in the United Kingdom 🇬🇧 on September 1, 2022

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Best book in the Universe.

2 people found this helpful

Joy

Some of the pages are printed blurry.

Reviewed in the United Kingdom 🇬🇧 on November 3, 2021

Verified Purchase

It’s not a shaky camera but this is how the page appears, something you wouldn’t expect when spending £50 on a book. Unable to return it as I’m outside the return window. It is fine apart from that but if ordering have a flick through especially p.g. 1114 as that’s where my issue was

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