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Structure Determination of Organic Compounds: Tables of Spectral Data Fifth Edition 2020 [Minkštas viršelis]

Martin Badertscher, Philippe Bühlmann, Ernö Pretsch

Formatas: Paperback / softback, 478 pages, aukštis x plotis: 235x155 mm, weight: 753 g, XV, 478 p., 1 Paperback / softback
Išleidimo metai: 24-Nov-2020
Leidėjas: Springer-Verlag Berlin and Heidelberg GmbH & Co. K
ISBN-10: 3662624389
ISBN-13: 9783662624388

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Formatas: Paperback / softback, 478 pages, aukštis x plotis: 235x155 mm, weight: 753 g, XV, 478 p., 1 Paperback / softback
Išleidimo metai: 24-Nov-2020
Leidėjas: Springer-Verlag Berlin and Heidelberg GmbH & Co. K
ISBN-10: 3662624389
ISBN-13: 9783662624388

Kitos knygos pagal šią temą:

Analytical chemistry - (Šiuo metu turimos knygos: 2 prekės)
Organic chemistry - (Šiuo metu turimos knygos: 1 prekės)
Physical chemistry
Industrial chemistry - (Šiuo metu turimos knygos: 6 prekės)

Pastovi nuoroda: https://www.kriso.lt/db/9783662624388.html

This book compiles reference material for NMR, IR, UV/Vis and mass spectra since the combined interpretation of spectra of the different methods is advantageous. It can be used in three ways:

as compact and easy to understand companion material to complement the understanding of detailed textbooks as an easy to use reference book

The long-standing success of the work, which has been published in a total of 7 languages, proves the usefulness of this method of representation. The content of this fifth English edition now includes reference data for the interpretation of 15N- and 29Si-spectra. Additionally, the fragmentation rules for mass spectrometry have been extended with recently available information for the interpretation of MS/MS spectra after soft ionization.

1 Introduction

(4)

1.1 Scope and Organization

(2)

1.2 Abbreviations and Symbols

(2)

2 Summary Tables

(50)

2.1 General Tables

(4)

2.1.1 Calculation of the Number of Double Bond Equivalents from the Molecular Formula

(1)

2.1.2 Properties of Selected Nuclei

(1)

2.1.3 Volume Susceptibilities and Corrections for External References in NMR Spectroscopy

(1)

2.1.4 References

(1)

2.2 13C NMR Spectroscopy

(3)

2.3 1H NMR Spectroscopy

(3)

2.4 IR Spectroscopy

(5)

2.5 Mass Spectrometry

(32)

2.5.1 Average Masses of Naturally Occurring Elements with Masses and Representative Relative Abundances of Isotopes

(7)

2.5.2 Ranges of Natural Isotope Abundances of Selected Elements

(1)

2.5.3 Isotope Patterns of Naturally Occurring Elements

(1)

2.5.4 Calculation of Isotope Distributions

(2)

2.5.5 Isotopic Abundances of Various Combinations of Chlorine, Bromine, Sulfur, and Silicon

(2)

2.5.6 Isotope Patterns of Combinations of CI and Br

(1)

2.5.7 Indicators of the Presence of Heteroatoms

(2)

2.5.8 Rules for Determining the Relative Molecular Weight (Mr)

(1)

2.5.9 Homologous Mass Series as Indications of Structural Type

(2)

2.5.10 Mass Correlation Table

(9)

2.5.11 Common Fragmentations of [ M+H]+ in ESI- and API-MS/MS-Spectra

(3)

2.5.12 References

(1)

2.6 UV/Vis Spectroscopy

(3)

3 Combination Tables

(20)

3.1 Alkanes, Cycloalkanes

(1)

3.2 Alkenes, Cycloalkenes

(1)

3.3 Alkynes

(1)

3.4 Aromatic Hydrocarbons

(1)

3.5 Heteroaromatic Compounds

(1)

3.6 Halogen Compounds

(2)

3.7 Oxygen Compounds

(3)

3.7.1 Alcohols and Phenols

(1)

3.7.2 Ethers

(2)

3.8 Nitrogen Compounds

(2)

3.8.1 Amines

(1)

3.8.2 Nitrocompounds

(1)

3.9 Thiols and Sulfides

(1)

3.10 Carbonyl Compounds

(7)

3.10.1 Aldehydes

(1)

3.10.2 Ketones

(1)

3.10.3 Carboxylic Acids

(1)

3.10.4 Esters and Lactones

(2)

3.10.5 Amides and Lactams

(2)

4 13C NMR Spectroscopy

(92)

4.1 Alkanes

(11)

4.1.1 Chemical Shifts

(9)

4.1.2 Coupling Constants

(1)

4.1.3 References

(1)

4.2 Alkenes

(5)

4.2.1 Chemical Shifts

(4)

4.2.2 Coupling Constants

(1)

4.2.3 References

(1)

4.3 Alkynes

(2)

4.3.1 Chemical Shifts

(1)

4.3.2 Coupling Constants

(1)

4.3.3 References

(1)

4.4 Alicyclics

(6)

4.4.1 Chemical Shifts

(5)

4.4.2 Coupling Constants

(1)

4.5 Aromatic Hydrocarbons

(8)

4.5.1 Chemical Shifts

(7)

4.5.2 Coupling Constants

106

(1)

4.5.3 References

106

(1)

4.6 Heteroaromatic Compounds

107

(8)

4.6.1 Chemical Shifts

107

(7)

4.6.2 Coupling Constants

114

(1)

4.7 Halogen Compounds

115

(5)

4.7.1 Fluoro Compounds

115

(2)

4.7.2 Chloro Compounds

117

(1)

4.7.3 Bromo Compounds

118

(1)

4.7.4 Iodo Compounds

119

(1)

4.7.5 References

119

(1)

4.8 Alcohols, Ethers, and Related Compounds

120

(3)

4.8.1 Alcohols

120

(1)

4.8.2 Ethers

121

(2)

4.9 Nitrogen Compounds

123

(7)

4.9.1 Amines

123

(2)

4.9.2 Nitro and Nitroso Compounds

125

(1)

4.9.3 Nitrites and Nitrates

126

(1)

4.9.4 Nitrosamines and Nitramines

126

(1)

4.9.5 Azo and Azoxy Compounds

126

(1)

4.9.6 Imines and Oximes

127

(1)

4.9.7 Hydrazines, Hydrazones, and Carbodiimides

128

(1)

4.9.8 Nitriles and Isonitriles

128

(1)

4.9.9 Isocyanates, Thiocyanates, and Isothiocyanates

129

(1)

4.10 Sulfur Compounds

130

(5)

4.10.1 Thiols

130

(1)

4.10.2 Sulfides

130

(1)

4.10.3 Disulfides and Sulfonium Salts

131

(1)

4.10.4 Sulfoxides and Sulfones

132

(1)

4.10.5 Sulfonic and Sulfinic Acids and Derivatives

133

(1)

4.10.6 Sulfurous and Sulfuric Acid Derivatives

133

(1)

4.10.7 Sulfur-Containing Carbonyl Derivatives

134

(1)

4.11 Carbonyl Compounds

135

(11)

4.11.1 Aldehydes

135

(1)

4.11.2 Ketones

136

(2)

4.11.3 Carboxylic Acids

138

(2)

4.11.4 Esters and Lactones

140

(2)

4.11.5 Amides and Lactams

142

(2)

4.11.6 Miscellaneous Carbonyl Derivatives

144

(2)

4.12 Miscellaneous Compounds

146

(5)

4.12.1 Compounds with Group IV Elements

146

(1)

4.12.2 Phosphorus Compounds

147

(2)

4.12.3 Miscellaneous Organometallic Compounds

149

(2)

4.13 Natural Products

151

(9)

4.13.1 Amino Acids

151

(4)

4.13.2 Carbohydrates

155

(2)

4.13.3 Nucleotides and Nucleosides

157

(2)

4.13.4 Steroids

159

(1)

4.14 Spectra of Solvents and Reference Compounds

160

(7)

4.14.1 13C NMR Spectra of Common Deuterated Solvents

160

(4)

4.14.2 13C NMR Spectra of Secondary Reference Compounds

164

(1)

4.14.3 13C NMR Spectrum of a Mixture of Common Nondeuterated Solvents

165

(2)

5 1H NMR Spectroscopy

167

(20)

5.1 Alkanes

167

(7)

5.1.1 Chemical Shifts

167

(5)

5.1.2 Coupling Constants

172

(2)

5.2 Alkenes

174

(8)

5.2.1 Ethylenes

174

(6)

5.2.2 Conjugated Dienes

180

(1)

5.2.3 Allenes

181

(1)

5.3 Alkynes

182

(1)

5.4 Alicyclics

183

(4)

55 Aromatic Hydrocarbons

187

(68)

5.6 Heteroaromatic Compounds

194

(12)

5.6.1 Non-Condensed Heteroaromatic Rings

194

(7)

5.6.2 Condensed Heteroaromatic Rings

201

(5)

5.7 Halogen Compounds

206

(5)

5.7.1 Fluoro Compounds

206

(2)

5.7.2 Chloro Compounds

208

(1)

5.7.3 Bromo Compounds

209

(1)

5.7.4 Iodo Compounds

210

(1)

5.7.5 References

210

(1)

5.8 Alcohols, Ethers, and Related Compounds

211

(5)

5.8.1 Alcohols

211

(2)

5.8.2 Ethers

213

(3)

5.9 Nitrogen Compounds

216

(7)

5.9.1 Amines

216

(2)

5.9.2 Nitro and Nitroso Compounds

218

(1)

5.9.3 Nitrites and Nitrates

219

(1)

5.9.4 Nitrosamines, Azo and Azoxy Compounds

219

(1)

5.9.5 Imines, Oximes, Hydrazines, Hydrazones, and Azines

220

(1)

5.9.6 Nitriles and Isonitriles

221

(1)

5.9.7 Cyanates, Isocyanates, Thiocyanates, and Isothiocyanates

222

(1)

5.10 Sulfur Compounds

223

(4)

5.10.1 Thiols

223

(1)

5.10.2 Sulfides

224

(1)

5.10.3 Disulfides and Sulfonium Salts

225

(1)

5.10.4 Sulfoxides and Sulfones

225

(1)

5.10.5 Sulfonic, Sulfurous, and Sulfuric Acids and Derivatives

226

(1)

5.10.6 Thiocarboxylate Derivatives

226

(1)

5.11 Carbonyl Compounds

227

(10)

5.11.1 Aldehydes

227

(1)

5.11.2 Ketones

228

(1)

5.11.3 Carboxylic Acids and Carboxylates

229

(1)

5.11.4 Esters and Lactones

230

(1)

5.11.5 Amides and Lactams

231

(4)

5.11.6 Miscellaneous Carbonyl Derivatives

235

(2)

5.12 Miscellaneous Compounds

237

(6)

5.12.1 Compounds with Group IV Elements

237

(1)

5.12.2 Phosphorus Compounds

238

(3)

5.12.3 Miscellaneous Compounds

241

(1)

5.12.4 References

242

(1)

5.13 Natural Products

243

(8)

5.13.1 Amino Acids

243

(4)

5.13.2 Carbohydrates

247

(2)

5.13.3 Nucleotides and Nucleosides

249

(2)

5.14 Spectra of Solvents and Reference Compounds

251

(4)

5.14.1 1H NMR Spectra of Common Deuterated Solvents

251

(2)

5.14.2 1H NMR Spectra of Secondary Reference Compounds

253

(1)

5.14.3 1H NMR Spectrum of a Mixture of Common Nondeuterated Solvents

254

(1)

6 Heteronuclear NMR Spectroscopy

255

(52)

6.1 15N NMR Spectroscopy

255

(22)

6.1.1 Heteroaromatic Compounds

255

(4)

6.1.2 Amines and Ammonium Salts

259

(2)

6.1.3 Carbonyl and Thiocarbonyl Derivatives

261

(2)

6.1.4 Further Amine Derivatives

263

(2)

6.1.5 Compounds with C=N Bonds

265

(2)

6.1.6 Compounds with N=O Bonds

267

(1)

6.1.7 Compounds with Nitrogen-Nitrogen Multiple Bonds

268

(1)

6.1.8 Nitriles, Isonitriles, Cyanates, Isocyanates and Thio Derivatives

269

(1)

6.1.9 Natural Products

270

(4)

6.1.10 Reference Compounds

274

(1)

6.1.11 References

275

(2)

6.2 19F NMR Spectroscopy

277

(4)

6.2.1 19F Chemical Shifts of Perfluoroalkanes

277

(4)

6.22 Estimation of 19F Chemical Shifts of Substituted Fluoroethylenes

281

(14)

6.2.3 Coupling Constants in Fluorinated Alkanes and Alkenes

282

(1)

6.2.4 19F Chemical Shifts of Allenes and Alkynes

283

(1)

6.2.5 19F Chemical Shifts and Coupling Constants of Fluorinated Alicyclics

284

(1)

6.2.6 19F Chemical Shifts and Coupling Constants of Aromatics and Heteroaromatics

285

(3)

6.2.7 19F Chemical Shifts of Alcohols and Ethers

288

(1)

6.2.8 19F Chemical Shifts of Fluorinated Amine, Imine, and Hydroxylamine Derivatives

289

(1)

6.2.9 19F Chemical Shifts of Sulfur Compounds

290

(1)

6.2.10 19F Chemical Shifts of Carbonyl and Thiocarbonyl Compounds

291

(1)

6.2.11 19F Chemical Shifts of Fluorinated Boron, Phosphorus, and Silicon Compounds

292

(1)

6.2.12 19F Chemical Shifts of Natural Product Analogues

293

(1)

6.2.13 References

294

(1)

6.3 29Si NMR Spectroscopy

295

(4)

6.3.1 Silicon-Carbon Compounds

295

(1)

6.3.2 Silicon-Halogen Compounds

296

(1)

6.3.3 Silicon-Oxygen, Nitrogen, and Sulfur Compounds

297

(1)

6.3.4 Organic Di- and Oligosilicon Compounds

297

(1)

6.3.5 Silicon-Organic Phosphorus Compounds

298

(1)

6.3.6 References

298

(1)

6.4 31P NMR Spectroscopy

299

(8)

6.4.1 31P Chemical Shifts of Tricoordinated Phosphorus, PR1R2R3

299

(1)

6.4.2 31P Chemical Shifts of Tetracoordinated Phosphonium Compounds

300

(1)

6.4.3 31P Chemical Shifts of Compounds with a P=C or P=N Bond

301

(1)

6.4.4 31P Chemical Shifts of Tetracoordinated P(=O) and P(=S) Compounds

302

(2)

6.4.5 31P Chemical Shifts of Penta- and Hexacoordinated Phosphorus Compounds

304

(1)

6.4.6 31P Chemical Shifts of Natural Phosphorus Compounds

305

(2)

7 IR Spectroscopy

307

(68)

7.1 Alkanes

307

(3)

7.2 Alkenes

310

(4)

7.2.1 Monoenes

310

(3)

7.2.2 Allenes

313

(1)

7.3 Alkynes

314

(1)

7.4 Alicyclics

315

(2)

7.5 Aromatic Hydrocarbons

317

(3)

7.6 Heteroaromatic Compounds

320

(2)

7.7 Halogen Compounds

322

(3)

7.7.1 Fluoro Compounds

322

(1)

7.7.2 Chloro Compounds

323

(1)

7.7.3 Bromo Compounds

324

(1)

7.7.4 Iodo Compounds

324

(1)

7.8 Alcohols, Ethers, and Related Compounds

325

(5)

7.8.1 Alcohols and Phenols

325

(1)

7.8.2 Ethers, Acetals, and Ketals

326

(2)

7.8.3 Epoxides

328

(1)

7.8.4 Peroxides and Hydroperoxides

329

(1)

7.9 Nitrogen Compounds

330

(12)

7.9.1 Amines and Related Compounds

330

(2)

7.9.2 Nitro and Nitroso Compounds

332

(2)

7.9.3 Imines and Oximes

334

(2)

7.9.4 Azo, Azoxy, and Azothio Compounds

336

(1)

7.9.5 Nitriles and Isonitriles

337

(1)

7.9.6 Diazo Compounds

338

(1)

7.9.7 Cyanates and Isocyanates

339

(1)

7.9.8 Thiocyanates and Isothiocyanates

340

(2)

7.10 Sulfur Compounds

342

(6)

7.10.1 Thiols and Sulfides

342

(1)

7.10.2 Sulfoxides and Sulfones

343

(2)

7.10.3 Thiocarbonyl Derivatives

345

(1)

7.10.4 Thiocarbonic Acid Derivatives

345

(3)

7.11 Carbonyl Compounds

348

(17)

7.11.1 Aldehydes

348

(1)

7.11.2 Ketones

349

(3)

7.11.3 Carboxylic Acids

352

(2)

7.11.4 Esters and Lactones

354

(3)

7.11.5 Amides and Lactams

357

(3)

7.11.6 Acid Anhydrides

360

(1)

7.11.7 Acid Halides

361

(1)

7.11.8 Carbonic Acid Derivatives

362

(3)

7.12 Miscellaneous Compounds

365

(5)

7.12.1 Silicon Compounds

365

(1)

7.12.2 Phosphorus Compounds

366

(3)

7.12.3 Boron Compounds

369

(1)

7.13 Amino Acids

370

(1)

7.14 Solvents, Suspension Media, and Interferences

371

(4)

7.14.1 Infrared Spectra of Common Solvents

371

(1)

7.14.2 Infrared Spectra of Suspension Media

372

(1)

7.14.3 Interferences in Infrared Spectra

373

(2)

8 Mass Spectrometry

375

(70)

8.1 Alkanes

375

(2)

8.2 Alkenes

377

(2)

8.3 Alkynes

379

(1)

8.4 Alicyclics

380

(3)

8.5 Aromatic Hydrocarbons

383

(2)

8.6 Heteroaromatic Compounds

385

(5)

8.7 Halogen Compounds

390

(2)

8.8 Alcohols, Ethers, and Related Compounds

392

(9)

8.8.1 Alcohols and Phenols

392

(2)

8.8.2 Hydroperoxides

394

(1)

8.8.3 Ethers

395

(3)

8.8.4 Aliphatic Epoxides

398

(1)

8.8.5 Aliphatic Peroxides

399

(1)

8.8.6 References

400

(1)

8.9 Nitrogen Compounds

401

(10)

8.9.1 Amines

401

(3)

8.9.2 Nitrocompounds

404

(1)

8.9.3 Diazo Compounds and Azobenzenes

405

(1)

8.9.4 Azides

405

(1)

8.9.5 Nitriles and Isonitriles

406

(1)

8.9.6 Cyanates, Isocyanates, Thiocyanates, and Isothiocyanates

407

(3)

8.9.7 References

410

(1)

8.10 Sulfur Compounds

411

(9)

8.10.1 Thiols

411

(1)

8.10.2 Sulfides and Disulfides

412

(2)

8.10.3 Sulfoxides and Sulfones

414

(3)

8.10.4 Sulfonic Acids and Their Esters and Amides

417

(1)

8.10.5 Thiocarboxylic Acid Esters

418

(1)

8.10.6 References

419

(1)

8.11 Carbonyl Compounds

420

(11)

8.11.1 Aldehydes

420

(1)

8.11.2 Ketones

421

(2)

8.11.3 Carboxylic Acids

423

(1)

8.11.4 Carboxylic Acid Anhydrides

424

(1)

8.11.5 Esters and Lactones

424

(2)

8.11.6 Amides and Lactams

426

(3)

8.11.7 Imides

429

(1)

8.11.8 References

430

(1)

8.12 Miscellaneous Compounds

431

(2)

8.12.1 Trialkylsilyl Ethers

431

(1)

8.12.2 Phosphorus Compounds

431

(1)

8.12.3 References

432

(1)

8.13 Mass Spectra of Common Solvents and Matrix Compounds

433

(12)

8.13.1 Electron Impact Ionization Mass Spectra of Common Solvents

433

(3)

8.13.2 Spectra of Common FAB MS Matrix and Calibration Compounds

436

(5)

8.13.3 Spectra of Common MALDI MS Matrix Compounds

441

(2)

8.13.4 References

443

(2)

9 UV/Vis Spectroscopy

445

(20)

9.1 Correlation between Wavelength of Absorbed Radiation and Observed Color

445

(1)

9.2 Simple Chromophores

445

(2)

9.3 Conjugated Alkenes

447

(3)

9.3.1 Dienes and Polyenes

447

(1)

9.3.2 α, β-Unsaturated Carbonyl Compounds

448

(2)

9.4 Aromatic Hydrocarbons

450

(3)

9.4.1 Monosubstituted Benzenes

450

(1)

9.4.2 Polysubstituted Benzenes

451

(1)

9.4.3 Aromatic Carbonyl Compounds

452

(1)

9.5 Reference Spectra

453

(11)

9.5.1 Alkenes and Alkynes

453

(1)

9.5.2 Aromatic Compounds

454

(5)

9.5.3 Heteroaromatic Compounds

459

(2)

9.5.4 Miscellaneous Compounds

461

(2)

9.5.5 Nucleotides

463

(1)

9.6 Common Solvents

464

(1)

Subject Index

465

All three authors, Ernö Pretsch, Philippe Bühlmann and Martin Badertscher, studied at ETH Zurich, where in chemistry great importance is traditionally attached to combining the various methods of structure elucidation. They have many years of experience in the application and teaching of the spectroscopic methods discussed here.

Structure Determination of Organic Compounds: Tables of Spectral Data Fifth Edition 2020 [Minkštas viršelis]

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