Best Synthetic Methods: ORGANOPHOSPHORUS (V) CHEMISTRY provides systematic coverage of the most common classes of pentavalent organophosphorus compounds and reagents (including phosphonyl, phosphoryl, and organophosphates), and allows researchers an easy point of entry into this complex and economically important field. The book follows the Best Synthetic Methods format, containing practical methods, synthetic tips, and shortcuts. Where relevant, articles include toxicity data and historical context for the reactions. Typical analytical and spectroscopic data are also presented to enable scientists to identify key compound characteristics.
The book is a valuable companion to research chemists in both academia and industry, summarizing the best practical methods (often originating in difficult-to-access, foreign-language primary literature) in one place. It is ideally suited for those working on industrial applications of these compounds, including insecticides, herbicides, flame retardants, and plasticizers.
- Includes a mixture of tried and tested, historical methods that are proven to work, alongside new methods to provide scientists with a quick, time-saving resource of reliable methods
- Includes tips and tricks to get reactions to work; important information often missing from other sources
- Includes key analytical data for compounds, so scientists have one handy resource to select, perform, and analyze the best reaction
Best Synthetic Methods: Organophosphorus (V) Chemistry provides systematic coverage of the most common classes of pentavalent organophosphorus compounds and reagents (including phosphonyl, phosphoryl, and organophosphates), and allows researchers an easy point of entry into this complex and economically important field. The book follows the Best Synthetic Methods format, containing practical methods, synthetic tips, and shortcuts. Where relevant, articles include toxicity data and historical context for the reactions. Typical analytical and spectroscopic data are also presented to enable scientists to identify key compound characteristics. The book is a valuable companion to research chemists in both academia and industry, summarizing the best practical methods (often originating in difficult-to-access, foreign-language primary literature) in one place. It is ideally suited for those working on industrial applications of these compounds, including insecticides, herbicides, flame retardants, and plasticizers. Includes a mixture of tried and tested, historical methods that are proven to work, alongside new methods to provide scientists with a quick, time-saving resource of reliable methods Includes tips and tricks to get reactions to work; important information often missing from other sources Includes key analytical data for compounds, so scientists have one handy resource to select, perform, and analyze the best reaction
Front Cover 1
Best Synthetic Methods 3
OTHER VOLUMES IN THE SERIES 3
Best Synthetic Methods 4
Copyright 5
CONTENTS 6
CONTRIBUTORS 12
PREFACE 14
EXEMPTION 15
ACKNOWLEDGEMENTS 15
REFERENCES 15
Chapter 1 - General Overview 18
1.1 INTRODUCTION 18
1.2 NATURAL OCCURRENCE OF PHOSPHORUS 18
1.3 PRINCIPAL COMPOUNDS OF PHOSPHORUS 19
1.4 PHOSPHORUS COMPOUNDS IN LIVING SYSTEMS 21
1.5 A BRIEF HISTORY OF SYNTHETIC ORGANOPHOSPHORUS CHEMISTRY 29
1.5.3 ORGANOPHOSPHORUS PESTICIDES 34
1.6 NOMENCLATURE OF ORGANOPHOSPHORUS COMPOUNDS 36
1.7 CHIRAL PHOSPHORUS COMPOUNDS AND BIOLOGICAL IMPLICATIONS 41
1.8 PHOSPHORUS-CONTAINING PHARMACEUTICALS 43
1.9 FIRE RETARDANTS AND FIRE-EXTINGUISHING COMPOUNDS 49
1.10 TOXICOLOGY AND MEDICAL TREATMENT OF ORGANOPHOSPHORUS COMPOUNDS 50
1.11 FLUOROGENIC NERVE AGENT MIMICS FOR SCREENING FOR IMPROVED BIOSCAVENGERS 80
1.12 BIOTINYLATED NERVE AGENT MIMICS FOR ACTIVITY-BASED ENZYME PROFILING 81
1.13 WORKING SAFELY WITH ORGANOPHOSPHORUS COMPOUNDS 82
REFERENCES 84
Chapter 2 - Phosphonyl Compounds 108
2.1 INTRODUCTION 108
2.2 ALKYL ALKYL-H-PHOSPHINATES R(R'O)P(O)H 109
2.3 ALKYLPHOSPHONIC DICHLORIDES RP(O)CL2 113
2.4 ALKYLPHOSPHONIC DIBROMIDES RP(O)BR2 143
2.5 ALKYLPHOSPHONIC DIFLUORIDES RP(O)F2 145
2.6 ALKYLPHOSPHONOFLUORIDIC ACIDS RP(O)(OH)F 148
2.7 ALKYLPHOSPHONIC CHLOROFLUORIDES RP(O)CIF 153
2.8 ALKYLPHOSPHONIC ISOCYANATOFLUORIDES RP(O)(NCO)F 156
2.9 ALKYLPHOSPHONIC ISOTHIOCYANATOFLUORIDES RP(O)(NCS)F 157
2.10 ALKYLPHOSPHONIC DIISOCYANATES RP(O)(NCO)2 158
2.11 ALKYLPHOSPHONIC DIISOTHIOCYANATES RP(O)(NCS)2 160
2.12 ALKYLPHOSPHONIC ACIDS RP(O)(OH)2 161
2.13 DIALKYL ALKYLPHOSPHONATES RP(O)(OR)2 169
2.14 DIALKYL ARYLPHOSPHONATES ARP(O)(OR)2 229
2.15 DIALKYL a-KETOPHOSPHONATES (RO)2P(O)C(O)R' 243
2.16 DIALKYL a-HYDROXYPHOSPHONATES (RO)2P(O)CH(OH)R' (PUDOVIK REACTION) 248
2.17 DIALKYL a-SILOXYPHOSPHONATES (RO)2P(O)CH(OSIME3)R' (ABRAMOV REACTION) 254
2.18 DIALKYL a-AMINOPHOSPHONATES (RO)2P(O)CR2NR2 (KABACHNIK–FIELDS REACTION) 256
2.19 DIALKYL ALKENYLPHOSPHONATES (RO)2P(O)CCR2 265
2.20 DIALKYL ALKYNYLPHOSPHONATES (RO)2P(O)C=CR 271
2.21 ALKYL ALKYLPHOSPHONOCHLORIDATES R(R'O)P(O)CL 275
2.22 N,N-DIALKYL ALKYLPHOSPHONAMIDOCHLORIDATES R(R'2N)P(O)CL 286
2.23 S-ALKYL ALKYLPHOSPHONOCHLORIDOTHIOLATES R(R'S)P(O)CL 287
2.24 ALKYL ALKYLPHOSPHONOFLUORIDATES R(R'O)P(O)F 290
2.25 N-ALKYL OR N,N-DIALKYL ALKYLPHOSPHONAMIDOFLUORIDATES R(R'XN)P(O)F (X=H OR R') 295
2.26 S-ALKYL ALKYLPHOSPHONOFLUORIDOTHIOLATES R(R'S)P(O)F 297
2.27 ALKYL ALKYLPHOSPHONOCYANIDATES R(R'O)P(O)CN 297
2.28 ALKYL ALKYLPHOSPHONIC ACIDS R(R'O)P(O)OH 298
2.29 ALKYLPHOSPHONOFLUORIDIC ANHYDRIDES R(F)P(O)OP(O)(F)R 309
2.30 DIALKYL DIALKYLPYROPHOSPHONATES R(R'O)P(O)OP(O)(OR')R 310
2.31 N,N-DIALKYL-P-ALKYLPHOSPHONAMIDIC ANHYDRIDES R(R'2N)P(O)OP(O)(NR'2)R 314
2.32 S,S'-DIALKYL DIALKYLDITHIOPYROPHOSPHONATES R(R'S)P(O)OP(O)(SR')R 315
2.33 O-ALKYL N-ALKYL ALKYLPHOSPHONAMIDATES RP(O)(NR2)OR 316
2.34 BIS(N,N-DIALKYL) ALKYLPHOSPHONODIAMIDATES RP(O)(NR2)2 319
2.35 O,S-DIALKYL ALKYLPHOSPHONOTHIOLATES RP(O)(OR)SR 323
2.36 S-ALKYL N-ALKYL (OR N,N-DIALKYL) ALKYLPHOSPHONAMIDOTHIOLATES RP(O)(NR2)SR 327
2.37 S,S'-DIALKYL ALKYLPHOSPHONODITHIOLATES RP(O)(SR2)2 328
REFERENCES 330
Chapter 3 - Thiophosphonyl Compounds 344
3.1 INTRODUCTION 344
3.2 ALKYLPHOSPHONOTHIOIC DICHLORIDES RP(S)CL2 345
3.3 ALKYLPHOSPHONOTHIOIC DIFLUORIDES RP(S)F2 352
3.4 DIALKYL ALKYLPHOSPHONOTHIONATES (RO)2P(S)R 353
3.5 ALKYL ALKYLPHOSPHONOCHLORIDOTHIONATES RO(R')P(S)CL 359
3.6 ALKYL ALKYLPHOSPHONOFLUORIDOTHIONATES RO(R')P(S)F 361
3.7 O-ALKYL HYDROGEN ALKYLPHOSPHONOTHIOATES RO(R')P(S)OH 363
3.8 DIALKYL DIALKYLPYROPHOSPHONODITHIONATES RO(R')P(S)OP(S)(R')OR 370
3.9 S-ALKYL ALKYLPHOSPHONOCHLORIDOTHIOLOTHIONATES RS(R')P(S)CL 371
3.10 N,N-DIALKYL P-ALKYLPHOSPHONAMIDOCHLORIDOTHIONATES R2N(R')P(S)CL 371
3.11 N,N-DIALKYL P-ALKYLPHOSPHONAMIDOFLUORIDOTHIONATES R2N(R')P(S)F 372
3.12 ALKYL ALKYLPHOSPHONOCYANIDOTHIONATES RO(R')P(S)CN 373
3.13 ALKYL ALKYL/ARYL ALKYLPHOSPHONOTHIONATES RO(R')P(S)OR'' 374
3.14 O-ALKYL N-ALKYL/ARYL ALKYLPHOSPHONAMIDOTHIONATES RO(R')P(S)NR2 374
3.15 O-ALKYL S-ALKYL ALKYLPHOSPHONODITHIOATES RO(R')P(S)SR 375
3.16 BIS(O-ALKYL ALKYLPHOSPHINOTHIOYL) DISULFIDES RO(R')P(S)SSP(S)(R')OR 377
3.17 BIS(N,N-DIALKYL) ALKYLPHOSPHONODIAMIDOTHIONATES (R2N)2P(S)R' 377
3.18 S,S'-DIALKYL ALKYLPHOSPHONODITHIOLOTHIONATES (RS)2P(S)R' 378
REFERENCES 380
Chapter 4 - Phosphoryl Compounds 382
4.1 INTRODUCTION 382
4.2 ALKYL PHOSPHORODICHLORIDATES ROP(O)CL2 382
4.3 ARYL PHOSPHORODICHLORIDATES AROP(O)CL2 386
4.4 ALKYL PHOSPHORODIFLUORIDATES ROP(O)F2 388
4.5 ARYL PHOSPHORODIFLUORIDATES AROP(O)F2 389
4.6 ALKYL N,N,N',N'-TETRAALKYL PHOSPHORODIAMIDATES ROP(O)(NR2)2 390
4.7 ALKYL PHOSPHORODIHYDRAZIDATES ROP(O)(NHNHR)2 391
4.8 ALKYL PHOSPHORODIISOCYANATIDATES ROP(O)(NCO)2 392
4.9 ALKYL PHOSPHORODIISOTHIOCYANATIDATES ROP(O)(NCS)2 393
4.10 ALKYL DIHYDROGEN PHOSPHATES ROP(O)(OH)2 394
4.11 O,S,S'-TRIALKYL PHOSPHORODITHIOLATES ROP(O)(SR)2 396
4.12 O,S-DIALKYL PHOSPHOROCHLORIDOTHIOLATES RO(RS)P(O)CL 396
4.13 O-ALKYL N,N-DIALKYLPHOSPHORAMIDOCHLORIDATES RO(R2N)P(O)CL 398
4.14 S-ALKYL N,N-DIALKYLPHOSPHORAMIDOCHLORIDOTHIOLATES RS(R2N)P(O)CL 400
4.15 S,S'-DIALKYL PHOSPHOROCHLORIDODITHIOLATES (RS)2P(O)CL 401
4.16 O,S-DIALKYL PHOSPHOROFLUORIDOTHIOLATES RO(RS)P(O)F 403
4.17 O-ALKYL N,N-DIALKYLPHOSPHORAMIDOFLUORIDATES RO(R2N)P(O)F 403
4.18 SYMMETRICAL DIALKYL H-PHOSPHONATES (RO)2P(O)H 404
4.19 UNSYMMETRICAL DIALKYL H-PHOSPHONATES RO(R'O)P(O)H 415
4.20 DIARYL H-PHOSPHONATES (ARO)2P(O)H 417
4.21 DIALKYL PHOSPHOROFLUORIDATES (RO)2P(O)F 418
4.22 DIALKYL PHOSPHOROCHLORIDATES (RO)2P(O)CL 425
4.23 DIARYL PHOSPHOROCHLORIDATES (ARO)2P(O)CL 437
4.24 DIALKYL PHOSPHOROBROMIDATES (RO)2P(O)BR 438
4.25 DIALKYL PHOSPHOROIODIDATES (RO)2P(O)I 442
4.26 DIALKYL PHOSPHOROCYANIDATES (RO)2P(O)CN 443
4.27 O-ALKYL DIALKOXYPHOSPHINYLFORMATES (RO)2P(O)C(O)OR 448
4.28 S-ALKYL DIALKOXYPHOSPHINYLTHIOFORMATES (RO)2P(O)C(O)SR 448
4.29 N-ALKYL DIALKOXYPHOSPHINYLFORMAMIDES (RO)2P(O)C(O)NR2 449
4.30 [(DIALKOXYPHOSPHINYL)FORMYL]-O-ALKYLHYDROXAMATES (RO)2P(O)C(O)NHOR 450
4.31 S-ALKYL DIALKOXYPHOSPHINYLDITHIOFORMATES (RO)2P(O)C(S)SR 451
4.32 SYMMETRICAL DIALKYL HYDROGEN PHOSPHATES (RO)2P(O)OH 452
4.33 UNSYMMETRICAL DIALKYL HYDROGEN PHOSPHATES RO(R'O)P(O)OH 454
4.34 DIALKYL ALKYLPEROXY PHOSPHATES (RO)2P(O)OOR 455
4.35 TRIALKYL PHOSPHATES (RO)2P(O)OR 457
4.36 DIARYL ALKYL PHOSPHATES (ARO)2P(O)OR 468
4.37 TRIARYL PHOSPHATES (ARO)3PO 469
4.38 DIALKYL ALKYLIDENEAMINO PHOSPHATES (RO)2P(O)ONCR2 (ALLEN REACTION) 472
4.39 DIALKYL ENOLPHOSPHATES (RO)2P(O)OCRCR2 (PERKOW REACTION) 473
4.40 DIALKYL PHOSPHORAZIDATES (RO)2P(O)N3 478
4.41 DIALKYL PHOSPHORAMIDATES (RO)2P(O)NR2 (TODD–ATHERTON REACTION) 479
4.42 DIALKYL N-ARYLPHOSPHORAMIDATES (RO)2P(O)NHAR 495
4.43 DIARYL PHOSPHORAMIDATES (ARO)2P(O)NR2 496
4.44 DIALKYL N-METHYL-N-(PHOSPHORYL)PHOSPHORAMIDATES (RO)2P(O)N(ME)P(X)R2 497
4.45 DIALKYL N-METHYL-N-ACYLPHOSPHORAMIDATES (RO)2P(O)N(ME)COR' 499
4.46 DISUBSTITUTED N-ARYL(OR ALKYL)-N-CHLOROPHOSPHORAMIDATES (RO)2P(O)N(CL)AR 499
4.47 DIALKYL N,N-DIHALOPHOSPHORAMIDATES (RO)2P(O)NX2 (X=CL OR BR) 500
4.48 DIALKYL N-HYDROXY/ALKOXYPHOSPHORAMIDATES (RO)2P(O)NHOR (R=H OR ALKYL) 502
4.49 DIALKYL PHOSPHOROHYDRAZIDATES (RO)2P(O)NH2NH2 503
4.50 DIALKYL PHOSPHOROISOCYANATIDATES (RO)2P(O)NCO 506
4.51 DIALKYL PHOSPHOROISOTHIOCYANATIDATES (RO)2P(O)NCS 509
4.52 DIALKYL PHOSPHORO(THIONYLAMIDATES) (RO)2P(O)NSO 511
4.53 N,N'-BIS(DIALKYLPHOSPHORYL)SULFAMIDES (RO)2P(O)NHSO2NHP(O)(OR)2 512
4.54 N-(DIALKYLPHOSPHORYL)ALDIMINES (RO)2P(O)NCHR 513
4.55 N-(DIALKYLPHOSPHORYL)GUANIDINES (RO)2P(O)NC(NR2)2 513
4.56 O,O-DIALKYL HYDROGEN PHOSPHOROTHIOATES (RO)2P(O)SH 515
4.57 O,O,S-TRIALKYL PHOSPHOROTHIOLATES (RO)2P(O)SR 524
4.58 DIALKYL S-(S-ALKYL) PHOSPHOROTHIOLATES (RO)2P(O)SSR 536
4.59 DIALKYL S-(O-ALKYL) PHOSPHOROTHIOLATES (RO)2P(O)SOR 538
4.60 DIALKYLPHOSPHORYL ALKYLSULFONATES (RO)2P(O)S(O)OR 539
4.61 TETRAALKYL PYROPHOSPHATES (RO)2P(O)OP(O)(OR)2 539
4.62 BIS(DIALKYLPHOSPHORYL) SULFIDES (RO)2P(O)SP(O)(OR)2 547
4.63 BIS(DIALKYLPHOSPHORYL) DISULFIDES (RO)2P(O)SSP(O)(OR)2 551
4.64 BIS(DIALKYLPHOSPHORYL) SULFOXIDES (RO)2P(O)S(O)P(O)(OR)2 553
4.65 N-ALKYLPHOSPHORAMIDIC DICHLORIDES RNHP(O)CL2 554
4.66 N,N-DIALKYLPHOSPHORAMIDIC DICHLORIDES R2NP(O)CL2 555
4.67 N,N-DIALKYLPHOSPHORAMIDIC DIFLUORIDES R2NP(O)F2 558
4.68 N,N,N',N'-TETRAALKYL PHOSPHORODIAMIDITES (R2N)2P(O)H 559
4.69 N,N,N',N'-TETRAALKYL PHOSPHORODIAMIDOCHLORIDATES (R2N)2P(O)CL 561
4.70 BIS(N-ALKYL) OR N,N,N',N'-TETRAALKYL PHOSPHORODIAMIDOFLUORIDATES (R2N)2P(O)F 564
4.71 N,N,N',N'-TETRAALKYL PHOSPHORODIAMIDOAZIDATES (R2N)2P(O)N3 566
4.72 BIS(N,N-DIALKYL) PYROPHOSPHORODIAMIDATES (R2N)2P(O)OP(O)(NR2)2 567
4.73 TRI- AND HEXAALKYLPHOSPHORAMIDES (RNH)3PO AND (R2N)3PO 568
REFERENCES 569
Chapter 5 - Thiophosphoryl Compounds 580
5.1 INTRODUCTION 580
5.2 ALKYL PHOSPHORODICHLORIDOTHIONATES ROP(S)CL2 581
5.3 DIALKYL H-THIOPHOSPHONATES (RO)2P(S)H 583
5.4 DIALKYL PHOSPHOROCHLORIDOTHIONATES (RO)2P(S)CL 586
5.5 DIALKYL PHOSPHOROCYANIDOTHIONATES (RO)2P(S)CN 591
5.6 O,O-DIALKYL HYDROGEN PHOSPHOROTHIOATES (RO)2P(S)OH 592
5.7 TRIALKYL (OR DIALKYL ARYL) PHOSPHOROTHIONATES (RO)2P(S)OR' 598
5.8 DIALKYL ENOL PHOSPHOROTHIONATES (RO)2P(S)OCRCR2' 604
5.9 O,O-DIALKYL O-OXIMINO PHOSPHOROTHIONATES (RO)2P(S)ONCR2' 605
5.10 O,O-DIALKYL O-ACYL PHOSPHOROTHIONATES (RO)2P(S)OC(O)R' 606
5.11 DIALKYL PHOSPHORAMIDOTHIONATES (RO)2P(S)NH2 608
5.12 S,S-DIALKYL PHOSPHORAMIDODITHIOLOTHIONATES (RS)2P(S)NHR' 609
5.13 TRIS(N,N-DIALKYLAMINO)PHOSPHOROTHIONATES (R2N)3PS 610
5.14 DISUBSTITUTED N-(ALKOXY)PHOSPHORAMIDOTHIONATES (RO)2P(S)NHOR' 612
5.15 DIALKYL PHOSPHOROHYDRAZIDOTHIONATES (RO)2P(S)NR'NR2' 612
5.16 DIALKYL PHOSPHOROISOCYANATIDOTHIONATES (RO)2P(S)NCO 613
5.17 DIALKYL PHOSPHOROISOTHIOCYANATIDOTHIONATES (RO)2P(S)NCS 614
5.18 DIALKYL PHOSPHORAZIDOTHIONATES (RO)2P(S)N3 616
5.19 DIALKYL N-(PHOSPHINIMIDO)PHOSPHOROTHIONATES (RO)2P(S)NPR3' 618
5.20 O,O-DIALKYL S-(DIALKYLAMINO) PHOSPHOROTHIOLOTHIONATES (RO)2P(S)SNR2' 619
5.21 O,O-DIALKYL HYDROGEN PHOSPHORODITHIOATES (RO)2P(S)SH 620
5.22 O,O-DIALKYL S-ALKYL PHOSPHOROTHIOLOTHIONATES (RO)2P(S)SR' 623
5.23 O,O-DIALKYL S-(ALKYL/ARYL-THIO) PHOSPHORODITHIOATES (RO)2P(S)SSR' 629
5.24 O,O-DIALKYL S-(DIALKYLAMINOTHIO) PHOSPHORODITHIOATES (RO)2P(S)SSNR2' 631
5.25 O,O-DIALKYL S-(ALKOXY) PHOSPHORODITHIOATES (RO)2P(S)SOR' 632
5.26 O,O-DIALKYL S-ACYL PHOSPHORODITHIOATES (RO)2P(S)SC(O)R' 633
5.27 O,O-DIALKYL S-(N-ALKYLCARBAMOYL) PHOSPHORODITHIOATES (RO)2P(S)SC(O)NR2' 637
5.28 TETRA-ALKYL PYROPHOSPHORODITHIONATES (RO)2P(S)OP(S)(OR)2 637
5.29 TETRA-ALKYL PYROPHOSPHOROTHIONATES (RO)2P(S)OP(O)(OR)2 639
5.30 TETRA-ALKYL THIOPYROPHOSPHORODITHIONATES (RO)2P(S)S(S)P(OR)2 641
5.31 BIS(DIALKYLTHIOPHOSPHORYL) DISULFIDES (RO)2P(S)SSP(S)(OR)2 643
5.32 TETRA-ALKYL CARBONYL BIS(PHOSPHORODITHIOATES) [(RO)2P(S)S]2CO 644
REFERENCES 645
Chapter 6 - Selenophosphorus Compounds 650
6.1 INTRODUCTION 650
6.2 ALKALI METAL O,O-DIALKYL PHOSPHOROSELENOATES (RO)2P(O)SEM 650
6.3 DIALKYL PHOSPHOROCHLORIDOSELENONATES (RO)2P(SE)CL 658
6.4 DIALKYL HYDROGEN PHOSPHOROSELENOATES (RO)2P(SE)OH AND PHOSPHONO AND PHOSPHINO RELATIVES: RO(R)P(SE)OH AND R2P(SE)OH 660
6.5 NUCLEOSIDE H-PHOSPHONOSELENOATE MONOESTERS (RO)P(O)(H)SEH AND DIESTERS (RO)2P(SE)H 662
6.6 O,O,SE-TRISUBSTITUTED PHOSPHOROSELENOLATES (RO)2P(O)SER' 664
6.7 TETRA-ALKYL SELENOPYROPHOSPHATES (RO)2P(O)SEP(O)(OR)2 AND BIS(DIALKYLPHOSPHORYL) DISELENIDES (RO)2P(O)SESEP(O)(OR)2 671
6.8 O,O-DIALKYL PHOSPHOROSELENOTHIOATE SALTS (RO)2P(S)SEM OR (RO)2P(SE)SM AND O,O,SE-TRIALKYL PHOSPHOROSELENOTHIONATES (RO)2P(S ... 676
6.9 O,O,O-TRISUBSTITUTED PHOSPHOROSELENONATES (RO)3PSE 680
6.10 O,O-DIALKYL PHOSPHORODISELENOATE SALTS (RO)2P(SE)SEM AND O,O,SE-TRIALKYL PHOSPHORODISELENOATES (RO)2P(SE)SER' 682
6.11 HALOGENOSELENOPHOSPHONIUM SALTS [R3P+SEX]X- AND [(RO)3P+SEX]X- 684
6.12 SECONDARY PHOSPHINE SELENIDES R2P(SE)H 688
6.13 TERTIARY PHOSPHINE SELENIDES R3PSE 690
6.14 DISUBSTITUTED PHOSPHINOCHLORIDOSELENONATES R2P(SE)CL 694
6.15 DISELENOPHOSPHINOIC ACID SALTS R2P(SE)SEM 695
6.16 ESTERS OF DISELENOPHOSPHINOIC ACIDS R2P(SE)SER' 704
6.17 BIS(DIALKYLSELENOPHOSPHINYL) SELENIDES [R2P(SE)]2SE AND DISELENIDES [R2P(SE)]2SE2 708
6.18 DIALKYL PHOSPHINOSELENOTHIOATE SALTS R2P(S)SEM AND SE-ESTERS R2P(S)SER' 711
6.19 WOOLLIN'S REAGENT (WR) AND PHOSPHORUS–SELENIUM-CONTAINING DERIVATIVES 715
REFERENCES 734
Chapter 7 - Analysis of Organophosphorus Chemicals 738
7.1 INTRODUCTION 738
7.2 SOME IMPORTANT ORGANOPHOSPHORUS CHEMICALS 739
7.3 ANALYTICAL TECHNIQUES FOR THE ANALYSIS OF ORGANOPHOSPHORUS CHEMICALS 743
7.4 CONCLUDING COMMENTS 764
REFERENCES 764
INDEX 770
| Erscheint lt. Verlag | 1.12.2014 |
|---|---|
| Sprache | englisch |
| Themenwelt | Naturwissenschaften ► Chemie ► Organische Chemie |
| Technik | |
| Weitere Fachgebiete ► Land- / Forstwirtschaft / Fischerei | |
| ISBN-10 | 0-08-098224-7 / 0080982247 |
| ISBN-13 | 978-0-08-098224-3 / 9780080982243 |
| Haben Sie eine Frage zum Produkt? |
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Kopierschutz: Adobe-DRM
Adobe-DRM ist ein Kopierschutz, der das eBook vor Mißbrauch schützen soll. Dabei wird das eBook bereits beim Download auf Ihre persönliche Adobe-ID autorisiert. Lesen können Sie das eBook dann nur auf den Geräten, welche ebenfalls auf Ihre Adobe-ID registriert sind.
Details zum Adobe-DRM
Dateiformat: EPUB (Electronic Publication)
EPUB ist ein offener Standard für eBooks und eignet sich besonders zur Darstellung von Belletristik und Sachbüchern. Der Fließtext wird dynamisch an die Display- und Schriftgröße angepasst. Auch für mobile Lesegeräte ist EPUB daher gut geeignet.
Systemvoraussetzungen:
PC/Mac: Mit einem PC oder Mac können Sie dieses eBook lesen. Sie benötigen eine
eReader: Dieses eBook kann mit (fast) allen eBook-Readern gelesen werden. Mit dem amazon-Kindle ist es aber nicht kompatibel.
Smartphone/Tablet: Egal ob Apple oder Android, dieses eBook können Sie lesen. Sie benötigen eine
Geräteliste und zusätzliche Hinweise
Buying eBooks from abroad
For tax law reasons we can sell eBooks just within Germany and Switzerland. Regrettably we cannot fulfill eBook-orders from other countries.
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