Organic Structures from 2D NMR Spectra, Instructor's Guide and Solutions Manual

ISBN-13: 9781119027256 / Angielski / Miękka / 2015 / 392 str.

L. D. Field; A. M. Magill; Hsiu L. Li

Opis

The derivation of structural information from spectroscopic data is now an integral part of organic chemistry courses at all Universities. Over recent years, a number of powerful two-dimensional NMR techniques (e.g. HSQC, HMBC, TOCSY, COSY and NOESY) have been developed and these have vastly expanded the amount of structural information that can be obtained by NMR spectroscopy. Improvements in NMR instrumentation now mean that 2D NMR spectra are routinely (and sometimes automatically) acquired during the identification and characterisation of organic compounds. Organic Structures from 2D NMR Spectra is a carefully chosen set of more than 60 structural problems employing 2D-NMR spectroscopy. The problems are graded to develop and consolidate a student's understanding of 2D NMR spectroscopy. There are many easy problems at the beginning of the collection, to build confidence and demonstrate the basic principles from which structural information can be extracted using 2D NMR. The accompanying text is very descriptive and focussed on explaining the underlying theory at the most appropriate level to sufficiently tackle the problems. Organic Structures from 2D NMR Spectra

• Is a graded series of about 60 problems in 2D NMR spectroscopy that assumes a basic knowledge of organic chemistry and a basic knowledge of one-dimensional NMR spectroscopy
• Incorporates the basic theory behind 2D NMR and those common 2D NMR experiments that have proved most useful in solving structural problems in organic chemistry
• Focuses on the most common 2D NMR techniques - including COSY, NOESY, HMBC, TOCSY, CH-Correlation and multiplicity-edited C-H Correlation.
• Incorporates several examples containing the heteronuclei ³¹P, ¹⁵N and ¹⁹F

Organic Structures from 2D NMR Spectra is a logical follow-on from the highly successful "Organic Structures from Spectra" which is now in its fifth edition. The book will be invaluable for students of Chemistry, Pharmacy, Biochemistry and those taking courses in Organic Chemistry.

Also available: Instructors Guide and Solutions Manual to Organic Structures from 2D NMR Spectra

Spis treści

Preface ix

Solutions Summary 1

Problem 1 (1–iodopropane) 7

Problem 2 (2–butanone) 11

Problem 3 (2–hexanone) 15

Problem 4 (ethyl propionate) 19

Problem 5 (ethyl 3–ethoxypropionate) 23

Problem 6 (4–acetylbutyric acid) 28

Problem 7 (3–ethoxypropionyl chloride) 32

Problem 8 (ethyl 3–chloropropionate) 36

Problem 9 (isoamyl acetate) 40

Problem 10 (trans–4–hexen–3–one) 45

Problem 11 (trans–2–octen–4–one) 50

Problem 12 (3–nitrobenzaldehyde) 55

Problem 13 (3–iodotoluene) 61

Problem 14 (8–hydroxy–5–nitroquinoline) 64

Problem 15 (2–bromo–3–picoline) 69

Problem 16 (trans–anethole) 72

Problem 17 (cis–2–pentene) 75

Problem 18 (p–tolyl benzoate) 79

Problem 19 (phenyl p–toluate) 86

Problem 20 (4–biphenylyl acetate) 93

Problem 21 (4′–phenoxyacetophenone) 99

Problem 22 (4′–tert–butylacetophenone) 106

Problem 23 (2,2,4′–trimethylpropiophenone) 110

Problem 24 (trans–2–methyl–3–phenyl–2–propen–1–ol) 114

Problem 25 (methyl 4–ethoxybenzoate) 119

Problem 26 (methyl 3–(p–tolyl)propionate) 123

Problem 27 (4–(4′–methoxyphenyl)–2–butanone) 127

Problem 28 (ethyl 6–bromohexanoate) 132

Problem 29 (piperonal) 135

Problem 30 (cis–3–hexenyl benzoate) 139

Problem 31 (trans–2,cis–6–nonadienal) 146

Problem 32 (allyl glycidyl ether) 155

Problem 33 (3,4–epoxy–4–methyl–2–pentanone) 159

Problem 34 (dl–methionine) 162

Problem 35 (N–acetyl–l–leucine) 165

Problem 36 (isoamyl valerate) 170

Problem 37 ((E)–4–methyl–4′–nitrostilbene) 173

Problem 38 (2–tert–butyl–6–methylphenol) 181

Problem 39 (2–allyl–6–methylphenol) 186

Problem 40 (2–hydroxy–4–methoxybenzaldehyde) 194

Problem 41 (2′–hydroxy–5′–methylacetophenone) 198

Problem 42 (3′–fluoro–4′–methoxyacetophenone) 203

Problem 43 (trans–ferulic acid) 209

Problem 44 (sec–butyl 3–hydroxycinnamate) 215

Problem 45 (1–benzosuberone) 221

Problem 46 (dimethyl (3–bromopropyl)phosphonate) 228

Problem 47 (caffeine) 233

Problem 48 (benzyloxypropionitrile) 238

Problem 49 (cineole) 242

Problem 50 (thymoquinone) 246

Problem 51 (4–bromo–1–indanol) 251

Problem 52 (1–bromo–4–methylnaphthalene) 257

Problem 53 (carvacrol) 264

Problem 54 (acetoacetanilide) 272

Problem 55 (ethyl acetamidocyanoacetate) 277

Problem 56 ( –humulene) 283

Problem 57 (3,4–dihydro–2H–benzopyran–3–carboxylic acid) 289

Problem 58 (quinidine) 296

Problem 59 (salbutamol) 312

Problem 60 (2–hydroxy–1–naphthaldehyde) 322

Problem 61 (6–methyl–4–chromanone) 329

Problem 62 (citronellal) 336

Problem 63 ((+)–cis–2–oxabicyclo–[3.3.0]oct–6–en–3–one) 344

Problem 64 (melatonin) 349

Problem 65 (carvone) 362

Problem 66 (haloperidol) 370

Blurb

The text Organic Structures from 2D NMR Spectra contains a graded set of structural problems employing 2D–NMR spectroscopy. The Instructors Guide and Solutions Manual to Organic Structures from 2D NMR Spectra is a set of step–by–step worked solutions to every problem in Organic Structures from 2D NMR Spectra. While it is absolutely clear that there are many ways to get to the correct solution of any of the problems, the instructors guide contains at least one complete pathway to every one of the questions. In addition, the instructors guide carefully rationalises every peak in every spectrum in relation to the correct structure. The Instructors Guide and Solutions Manual to Organic Structures from 2D NMR Spectra: Is a complete set of worked solutions to the problems contained in Organic Structures from 2D NMR Spectra. Provides a step–by–step description of the process to derive structures from spectra as well as annotated 2D spectra indicating the origin of every cross peak. Highlights common artefacts and re–enforces the important characteristics of the most common techniques 2D NMR techniques including COSY, NOESY, HMBC, TOCSY, CH–Correlation and multiplicity–edited C–H Correlation. This guide is an essential aid to those teachers, lecturers and instructors who use Organic Structures from 2D NMR as a text to teach students of Chemistry, Pharmacy, Biochemistry and those taking courses in Organic Chemistry.