Organic Structures from Spectra. H. L. Li

      University of New South Wales, Australia

       H. L. Li

      Senior Research Associate

      School of Chemistry

      University of New South Wales, Australia

       A. M. Magill

      Honorary Research Associate

      School of Chemistry

      University of New South Wales, Australia

This edition first published 2020

      © 2020 John Wiley & Sons Ltd

      Edition History

      John Wiley & Sons (4e, 2008)

      John Wiley & Sons (5e, 2013)

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      The right of L. D. Field, H. L. Li and A. M. Magill to be identified as the authors of this work has been asserted in accordance with law.

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       Library of Congress Cataloging-in-Publication Data

      Names: Field, L. D., author.

      Title: Organic structures from spectra / L.D. Field, Professor of

      Chemistry, School of Chemistry, University of New South Wales, H.L.

      Li, Senior Research Fellow, School of Chemistry, University of New South

      Wales, A.M. Magill, Honorary Research Fellow, School of Chemistry, University of New South Wales.

      Description: Sixth edition. | Hoboken, NJ : Wiley, 2020. | Includes bibliographical references and index.

      Identifiers: LCCN 2020004972 (print) | LCCN 2020004973 (ebook) | ISBN 9781119524809 (paperback) | ISBN 9781119524793 (adobe pdf) | ISBN 9781119524847 (epub)

      Subjects: LCSH: Spectrum analysis–Problems, exercises, etc. | Organic compounds–Structure–Problems, exercises, etc.

      Classification: LCC QD272.S6 S74 2020 (print) | LCC QD272.S6 (ebook) | DDC 543/.17—dc23

      LC record available at https://lccn.loc.gov/2020004972

      LC ebook record available at https://lccn.loc.gov/2020004973

      Cover Design: Wiley

      Cover Image: Courtesy of Professor L. D. Field, Dr. Hsiu Lin Li and Dr. Alison Magill; © Chernookaya/Shutterstock

PREFACE

      This is the Sixth Edition of the text “Organic Structures from Spectra”. The original text, published in 1986 by J R Kalman and S Sternhell, was a remarkable instructive text at a time where spectroscopic analysis, particularly NMR spectroscopy, was becoming widespread and routinely available in many chemical laboratories. The original text was founded on the premise that the best way to learn to obtain “structures from spectra” is to build up skills by practising on simple problems. Editions two through five of the text have been published at about five-yearly intervals and each revision has taken account of new developments in spectroscopy as well as dropping out techniques that have become less important or obsolete over time. The collection has grown substantially and we are deeply indebted to Dr John Kalman and to Emeritus Professor Sev Sternhell for their commitment and contribution to all of the previous editions of “Organic Structures from Spectra”.

      Edition Six of the text has been expanded to include a new selection of problems and many of the problems now incorporate 2D NMR spectra (COSY, TOCSY, NOESY, C–H Correlation spectroscopy or HMBC).

      The overarching philosophy remains the same as in previous editions of the text:

      1 Theoretical exposition is kept to a minimum, consistent with gaining an understanding of those aspects of the various spectroscopic techniques which are actually used in solving problems. Experience tells us that both mathematical detail and in-depth theoretical description of advanced techniques merely confuse or overwhelm the average student.

      2 The learning of data is kept to a minimum. There are now many sources of spectroscopic data available online. It is much more important to learn to use a range of generalised data well, rather than to achieve a superficial acquaintance with extensive sets of data. This book contains summary tables of essential spectroscopic data and these tables become critical reference material, particularly in the early stages of gaining experience in solving problems. ix

      3 We emphasise the concept of identifying “structural elements or fragments” and building the logical thought processes needed to produce a structure out of the structural elements.

      The derivation of structural information from spectroscopic data is now an integral part of Organic Chemistry courses at all universities. At the undergraduate level, the principal aim is to teach students to solve simple structural problems efficiently