871:
2345:
2196:
2264:
2101:
305:
170:
486:
76:
of the periodic table, and thus phosphorus compounds and nitrogen compounds have many similar properties. The definition of organophosphorus compounds is variable, which can lead to confusion. In industrial and environmental chemistry, an organophosphorus compound need contain only an organic
92:, and it is general to classify organophosphorus compounds based on their being derivatives of phosphorus(V) vs phosphorus(III), which are the predominant classes of compounds. In a descriptive but only intermittently used nomenclature, phosphorus compounds are identified by their
802:
for converting alcohols into esters. In these processes, the phosphine is oxidized to phosphorus(V). Phosphines have also been found to reduce activated carbonyl groups, for instance the reduction of an α-keto ester to an α-hydroxy ester.
358:
is a method for the preparation of aminophosphonates. These compounds contain a very inert bond between phosphorus and carbon. Consequently, they hydrolyze to give phosphonic and phosphinic acid derivatives, but not phosphate.
1157:
Racke, K.D. (1992). "Degradation of organophosphorus insecticides in environmental matrices", pp. 47â73 in: Chambers, J.E., Levi, P.E. (eds.), Organophosphates: Chemistry, Fate, and
Effects. Academic Press, San Diego,
896:
Compounds where phosphorus exists in a formal oxidation state of less than III are uncommon, but examples are known for each class. Organophosphorus(0) species are debatably illustrated by the carbene adducts,
849:, one carbon atom in benzene is replaced by phosphorus. Species of this type are relatively rare but for that reason are of interest to researchers. A general method for the synthesis of phosphaalkenes is by
581:. These compounds feature tetrahedral phosphorus(V) and are considered relatives of phosphine oxides. They also are derived from phosphonium salts, but by deprotonation not alkylation.
523:, which is unknown. Related compounds containing both halide and organic substituents on phosphorus are fairly common. Those with five organic substituents are rare, although P(C
976:, formally contain phosphorus-phosphorus double bonds. These phosphorus(I) species are rare but are stable provided that the organic substituents are large enough to prevent
140:. Lacking a PâC bond, these compounds are in the technical sense not organophosphorus compounds but esters of phosphoric acid. Many derivatives are found in nature, such as
1250:
1779:
1057:
1353:
Wang, Yuzhong; Xie, Yaoming; Wei, Pingrong; King, R. Bruce; Schaefer, Iii; Schleyer, Paul v. R.; Robinson, Gregory H. (2008). "Carbene-Stabilized
Diphosphorus".
713:
in the US and
British Commonwealth, but phosphane elsewhere. Replacement of one or more hydrogen centers by an organic substituents (alkyl, aryl), gives PH
433:
1435:
343:
334:
is the main method for the synthesis of these compounds. For example, dimethylmethylphosphonate (see figure above) arises from the rearrangement of
148:
of phosphorus oxychloride. A variety of mixed amido-alkoxo derivatives are known, one medically significant example being the anti-cancer drug
1095:
440:. Approximately 2M kg are produced annually of the chloride and the related sulfate. They are generated by the reaction of phosphine with
1018:
2477:
1772:
1198:
347:
1317:
Zhang, W.; Shi, M. (2006). "Reduction of activated carbonyl groups by alkyl phosphines: formation of α-hydroxy esters and ketones".
1301:
1227:
1146:
1126:
1472:
1403:
637:
331:
1765:
1428:
1163:
355:
870:
739:, and sodium. Phosphines of a more specialized nature are usually prepared by other routes. Phosphorus halides undergo
432:. These species are tetrahedral phosphorus(V) compounds. From the commercial perspective, the most important member is
1649:
783:
2482:
2334:
2329:
2324:
2319:
2314:
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981:
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1968:
1933:
1901:
1869:
1864:
1824:
1421:
1012:
740:
1839:
1803:
1757:
659:). Such species arise via alcoholysis reactions of the corresponding phosphonous and phosphinous chlorides ((PCl
2415:
2410:
2405:
2400:
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50:
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324:(phosphinate). In aqueous solution, phosphonic acids ionize to give the corresponding organophosphonates.
2082:
1894:
1829:
1819:
1611:
1545:
760:
81:, but need not have a direct phosphorus-carbon (P-C) bond. Thus a large proportion of pesticides (e.g.,
1015:âA branch of biochemistry that often relies on organophosphorus probes to interrogate enzyme activities
632:
The reaction is general, thus a vast number of such species are known. Phosphites are employed in the
2161:
2146:
1958:
1938:
1033:
850:
795:
186:
161:
157:
2062:
1734:
1705:
1697:
141:
100:
93:
480:
The methylation of triphenylphosphine is the first step in the preparation of the Wittig reagent.
1181:
Svara, JĂŒrgen; Weferling, Norbert & Hofmann, Thomas (2006). "Phosphorus
Compounds, Organic".
902:
799:
725:
335:
174:
308:
Illustrative examples of phosphonates and phosphinates in the order shown: Sarin (phosphonate),
1531:
1370:
1335:
1297:
1233:
1223:
1194:
1159:
1142:
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1085:
779:
1633:
1362:
1327:
1289:
1264:
1186:
1028:
1023:
771:
756:
744:
616:
with oxidation state +3. Such species arise from the alcoholysis of phosphorus trichloride:
178:
149:
62:
38:
1743:
1692:
1619:
1604:
1594:
1577:
1572:
1567:
1493:
1464:
1455:
1053:
918:
854:
775:
752:
700:
633:
609:
595:
393:
368:
317:
133:
125:
120:
89:
728:, several million kilograms being produced annually. It is prepared from the reaction of
17:
1663:
1640:
791:
688:
562:
498:
253:
96:
420:). These compounds are some of the most thermally stable organophosphorus compounds.
53:
that persist in the environment. Some organophosphorus compounds are highly effective
2471:
2434:
1710:
1293:
988:
862:
830:
822:
816:
812:
729:
676:
551:
378:
339:
1260:
1063:
921:
and (II) are generated by reduction of the related organophosphorus(III) chlorides:
152:. Also derivatives containing the thiophosphoryl group (P=S) include the pesticide
1407:
767:
441:
401:
257:
46:
1190:
1550:
1525:
1517:
1509:
1255:
965:
877:
846:
652:
644:
603:
599:
516:
429:
321:
276:
221:
216:
212:
164:
are produced annually by the reaction of phosphorus pentasulfide with alcohols.
145:
137:
78:
54:
1628:
977:
680:
672:
461:
313:
309:
304:
229:
196:
42:
1259:, 2nd ed. (the "Gold Book") (1997). Online corrected version: (2006–) "
1268:
1219:
710:
485:
465:
417:
228:. Phosphonates have many technical applications, a well-known member being
200:
182:
169:
153:
82:
73:
1374:
1339:
381:
and some are therefore soluble in water. The P=O bond is very polar with a
173:
Illustrative organophosphates and related compounds: phosphatidylcholine,
413:
351:
69:
842:
684:
437:
249:
1366:
224:
are esters of phosphonic acid and have the general formula RP(=O)(OR')
1789:
1677:
1331:
748:
409:
103:
1413:
509:, and pentaphenylphosphorane, a rare pentaorganophophorus compound.
1237:
858:
834:
558:
484:
303:
261:
168:
58:
27:
Organic compound with at least one covalent carbonâphosphorus bond
833:(RCâĄP). They are similar in structure, but not in reactivity, to
724:
From the commercial perspective, the most important phosphine is
160:, as additives for motor oil. Several million kilograms of this
821:
Compounds with carbon phosphorus(III) multiple bonds are called
279:. Similar to glyphosate mentioned above, it has the structure CH
1761:
1417:
853:
of suitable precursors, initiated thermally or by base such as
275:
P(=O)(OR'). A commercially significant member is the herbicide
489:
Illustrative phosphorus(V) compounds: the phosphonium ion P(CH
373:
Phosphine oxides (designation Ïλ) have the general structure R
203:
and the organic alcohol or amine from which they are derived.
156:. The organophosphates prepared on the largest scale are the
132:
feature P(V). Such species are of technological importance as
667:) , respectively). The latter are produced by reaction of a
1404:
NMR predictor for organophosphorus compound chemical shifts
766:
Their nucleophilicity is evidenced by their reactions with
721:, an organophosphine, generally referred to as phosphines.
33:
is the scientific study of the synthesis and properties of
798:
for the conversion of organic azides to amines and in the
640:. They also serve as ligands in organometallic chemistry.
1280:
Downing, J.H.; Smith, M.B. (2003). "Phosphorus
Ligands".
377:
P=O with formal oxidation state V. Phosphine oxides form
57:, although some are extremely toxic to humans, including
264:, containing both CâP and FâP bonds, is a phosphonate.
2426:
1214:Engel, Robert; Cohen, JaimeLee Iolani (2004).
643:Intermediate between phosphites and phosphines are
195:In the environment, these compounds break down via
888:=PMe, an unstable species in the condensed phase.
460:A variety of phosphonium salts can be prepared by
85:), are often included in this class of compounds.
751:. Two major applications are as reagents in the
232:, better known as Roundup. With the formula (HO)
585:Organophosphorus(III) compounds, main categories
207:Phosphonic and phosphinic acids and their esters
106:. In this system, a phosphine is a Ïλ compound.
1117:Dillon, K. B.; Mathey, F.; Nixon, J. F. (1997)
1183:Ullmann's Encyclopedia of Industrial Chemistry
392:Compounds related to phosphine oxides include
110:Organophosphorus(V) compounds, main categories
1773:
1429:
8:
892:Organophosphorus(0), (I), and (II) compounds
252:is one of the most widely used herbicides.
705:The parent compound of the phosphines is PH
436:, Cl, which is used as a fire retardant in
434:tetrakis(hydroxymethyl)phosphonium chloride
363:Phosphine oxides, imides, and chalcogenides
1780:
1766:
1758:
1436:
1422:
1414:
590:Phosphites, phosphonites, and phosphinites
428:Compounds with the formula X comprise the
350:, phosphonates are used in reactions with
1792:with other elements in the periodic table
1176:
1174:
1172:
747:. Organophosphines are nucleophiles and
1355:Journal of the American Chemical Society
1282:Comprehensive Coordination Chemistry II
1059:Merriam-Webster's Unabridged Dictionary
1045:
561:are unsaturated phosphoranes, known as
1809:
845:(RCâĄN), respectively. In the compound
271:PâC bonds, with the general formula R
1139:A Guide to Organophosphorus Chemistry
444:in the presence of the mineral acid:
144:. Phosphate ester are synthesized by
7:
2451:Academic research, no widespread use
1216:Synthesis of Carbon-Phosphorus Bonds
1019:Bihar school meal poisoning incident
991:compounds are known, e.g. the cage P
128:have the general structure P(=O)(OR)
743:by organometallic reagents such as
497:, two resonance structures for the
1256:Compendium of Chemical Terminology
612:, have the general structure P(OR)
424:Phosphonium salts and phosphoranes
88:Phosphorus can adopt a variety of
25:
1062:, Merriam-Webster, archived from
807:Phosphaalkenes and phosphaalkynes
2343:
2262:
2194:
2099:
1799:
869:
344:HornerâWadsworthâEmmons reaction
1087:Lewisʌ Dictionary of Toxicology
1397:Organophosphorus chemistry at
1391:Organophosphorus chemistry at
1294:10.1016/B0-08-043748-6/01049-5
256:are a class of drugs to treat
1:
1191:10.1002/14356007.a19_545.pub2
982:stabilize phosphorus radicals
608:Phosphites, sometimes called
535:is known, being derived from
348:SeyferthâGilbert homologation
45:. They are used primarily in
1119:Phosphorus. The Carbon Copy
1084:Lewis, Robert Alan (1998).
980:. Bulky substituents also
115:Phosphate esters and amides
2499:
2478:Organophosphorus compounds
1693:–P(O)(O–)N<
1588:Nucleoside phosphoramidite
1218:(2 ed.). Boca Raton:
1090:. CRC Lewis. p. 763.
919:compounds of phosphorus(I)
810:
698:
638:MichaelisâArbuzov reaction
593:
366:
332:MichaelisâArbuzov reaction
210:
118:
35:organophosphorus compounds
31:Organophosphorus chemistry
2340:
2259:
1811:
1807:
1797:
1451:
1222:. §4.3.2.1–7.
1141:; John Wiley & Sons,
1121:; John Wiley & Sons,
1013:Activity-based proteomics
741:nucleophilic displacement
356:KabachnikâFields reaction
18:Organophosphorus compound
905:. With the formulae (RP)
794:, as illustrated in the
387:triphenylphosphine oxide
338:, which is catalyzed by
51:chlorinated hydrocarbons
1673:Hexamethylphosphoramide
1269:10.1351/goldbook.P04548
1185:. Weinheim: Wiley-VCH.
788:Baylis-Hillman reaction
784:RauhutâCurrier reaction
2446:Many uses in chemistry
2441:Core organic chemistry
903:N-heterocyclic carbene
776:nucleophilic catalysts
669:phosphorus trichloride
510:
325:
260:. The nerve gas agent
248:H, this derivative of
190:
1518:–P(O)(O–)
761:homogeneous catalysis
675:-alkyl complex, e.g.
488:
468:of organophosphines:
307:
267:Phosphinates feature
199:to eventually afford
172:
158:zinc dithiophosphates
49:as an alternative to
1034:Organothiophosphates
968:, with the formula R
796:Staudinger reduction
624:+ 3 ROH â P(OR)
187:zinc dithiophosphate
162:coordination complex
1620:–OP(O)(N<)
1137:Quin, L. D. (2000)
320:(phosphonate), and
142:phosphatidylcholine
94:coordination number
1698:–P(O)(N<)
1510:–P(O–)
901:, where NHC is an
800:Mitsunobu reaction
755:and as supporting
726:triphenylphosphine
511:
400:PNR') and related
336:trimethylphosphite
326:
191:
175:triphenylphosphate
2483:Functional groups
2465:
2464:
2421:
2420:
1755:
1754:
1410:'s Research Group
1399:www.chem.wisc.edu
1367:10.1021/ja807828t
1326:(11): 1218â1220.
1097:978-1-56670-223-2
790:. Phosphines are
780:organic synthesis
774:. Phosphines are
772:phosphonium salts
757:phosphine ligands
745:Grignard reagents
550:by reaction with
430:phosphonium salts
68:Phosphorus, like
39:organic compounds
16:(Redirected from
2490:
2457:
2452:
2447:
2442:
2347:
2346:
2266:
2265:
2198:
2197:
2103:
2102:
1800:
1782:
1775:
1768:
1759:
1730:
1729:
1727:
1715:
1685:–NP(N<)
1634:Cyclophosphamide
1612:–OP(N<)
1563:
1562:
1484:
1445:Organophosphorus
1438:
1431:
1424:
1415:
1379:
1378:
1350:
1344:
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1332:10.1039/b516467b
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1104:
1081:
1075:
1074:
1072:
1071:
1050:
1029:Organophosphites
1024:Organophosphates
932:+ 5 Mg â (PhP)
917:, respectively,
873:
610:phosphite esters
394:phosphine imides
179:cyclophosphamide
150:cyclophosphamide
126:Phosphate esters
90:oxidation states
21:
2498:
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1688:
1667:
1657:
1653:
1644:
1623:
1615:
1605:Phosphocreatine
1598:
1581:
1573:–P(O)<
1561:
1558:
1557:
1556:
1554:
1539:
1535:
1521:
1513:
1505:
1497:
1488:
1482:
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1476:
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1459:
1447:
1442:
1388:
1383:
1382:
1361:(45): 14970â1.
1352:
1351:
1347:
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1009:
1002:
998:
994:
975:
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961:
957:
953:
947:
939:
935:
930:
916:
912:
908:
900:
894:
887:
884:PH generates CH
883:
851:1,2-elimination
840:
828:
819:
811:Main articles:
809:
792:reducing agents
753:Wittig reaction
737:
720:
716:
708:
703:
701:Organophosphine
697:
666:
662:
658:
650:
634:Perkow reaction
627:
623:
615:
606:
596:Phosphite ester
594:Main articles:
592:
587:
580:
576:
572:
568:
563:Wittig reagents
548:
544:
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530:
526:
522:
508:
504:
496:
492:
475:
455:
451:
426:
407:
399:
376:
371:
369:Phosphine oxide
365:
354:compounds. The
318:zoledronic acid
316:(phosphonate),
312:(phosphonate),
298:
294:
290:
286:
282:
274:
254:Bisphosphonates
247:
243:
239:
235:
227:
219:
211:Main articles:
209:
134:flame retardant
131:
123:
121:Organophosphate
117:
112:
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2435:Chemical bonds
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2204:
2199:
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2159:
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1966:
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1951:
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1936:
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1911:
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1393:users.ox.ac.uk
1387:
1386:External links
1384:
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1200:978-3527306732
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1031:
1026:
1021:
1016:
1008:
1005:
1000:
996:
992:
973:
969:
963:
962:
959:
955:
951:
945:
940:
937:
933:
928:
914:
910:
906:
898:
893:
890:
885:
881:
875:
874:
838:
831:phosphaalkynes
826:
823:phosphaalkenes
808:
805:
735:
718:
714:
706:
699:Main article:
696:
693:
689:organoaluminum
664:
663:R') and (PClR'
660:
656:
648:
630:
629:
625:
621:
613:
591:
588:
586:
583:
578:
574:
570:
566:
546:
542:
538:
532:
528:
524:
520:
513:
512:
506:
502:
499:Wittig reagent
494:
490:
478:
477:
473:
458:
457:
453:
452:+ HX + 4 CH
449:
425:
422:
408:PE, where E =
405:
397:
385:of 4.51 D for
379:hydrogen bonds
374:
367:Main article:
364:
361:
328:
327:
296:
292:
288:
284:
280:
272:
245:
241:
237:
233:
225:
208:
205:
193:
192:
129:
119:Main article:
116:
113:
111:
108:
65:nerve agents.
26:
24:
14:
13:
10:
9:
6:
4:
3:
2:
2495:
2484:
2481:
2479:
2476:
2475:
2473:
2454:
2449:
2444:
2439:
2436:
2433:
2432:
2429:
2425:
2417:
2414:
2412:
2409:
2407:
2404:
2402:
2399:
2397:
2394:
2392:
2389:
2387:
2384:
2382:
2379:
2377:
2374:
2372:
2369:
2367:
2364:
2362:
2359:
2357:
2354:
2352:
2349:
2342:
2339:
2336:
2333:
2331:
2328:
2326:
2323:
2321:
2318:
2316:
2313:
2311:
2308:
2306:
2303:
2301:
2298:
2296:
2293:
2291:
2288:
2286:
2283:
2281:
2278:
2276:
2273:
2271:
2268:
2261:
2258:
2254:
2253:
2249:
2246:
2243:
2240:
2237:
2234:
2231:
2228:
2225:
2222:
2219:
2216:
2214:
2211:
2208:
2205:
2203:
2200:
2193:
2191:
2188:
2185:
2184:
2180:
2178:
2175:
2173:
2170:
2168:
2165:
2163:
2160:
2158:
2155:
2153:
2150:
2148:
2145:
2143:
2140:
2138:
2135:
2133:
2130:
2128:
2125:
2123:
2120:
2118:
2115:
2113:
2110:
2108:
2105:
2098:
2096:
2093:
2091:
2088:
2087:
2084:
2081:
2079:
2076:
2074:
2071:
2069:
2066:
2064:
2061:
2059:
2056:
2054:
2051:
2049:
2046:
2044:
2041:
2039:
2036:
2034:
2031:
2029:
2026:
2024:
2021:
2019:
2016:
2014:
2011:
2009:
2006:
2004:
2002:
1999:
1997:
1994:
1993:
1990:
1987:
1985:
1982:
1980:
1977:
1975:
1972:
1970:
1967:
1965:
1962:
1960:
1957:
1955:
1952:
1950:
1947:
1945:
1942:
1940:
1937:
1935:
1932:
1930:
1927:
1925:
1922:
1920:
1917:
1915:
1912:
1910:
1908:
1905:
1903:
1900:
1899:
1896:
1893:
1891:
1888:
1886:
1883:
1881:
1878:
1876:
1873:
1871:
1868:
1866:
1863:
1861:
1858:
1857:
1853:
1851:
1848:
1846:
1843:
1841:
1838:
1836:
1833:
1831:
1828:
1826:
1823:
1821:
1818:
1817:
1813:
1805:
1802:
1801:
1796:
1791:
1788:Compounds of
1783:
1778:
1776:
1771:
1769:
1764:
1763:
1760:
1748:
1742:
1740:
1733:
1731:
1726:
1709:
1707:
1706:>P(O)N<
1704:
1702:
1696:
1694:
1691:
1689:
1683:
1679:
1676:
1674:
1670:
1669:
1668:
1662:
1658:
1647:
1646:
1645:
1639:
1635:
1632:
1630:
1626:
1625:
1624:
1618:
1616:
1610:
1606:
1602:
1601:
1600:
1593:
1589:
1585:
1584:
1583:
1576:
1574:
1571:
1569:
1566:
1564:
1549:
1547:
1544:
1540:
1529:
1528:
1527:
1526:–OP<
1524:
1522:
1516:
1514:
1508:
1506:
1500:
1498:
1492:
1490:
1471:
1469:
1463:
1461:
1454:
1453:
1450:
1446:
1439:
1434:
1432:
1427:
1425:
1420:
1419:
1416:
1409:
1405:
1402:
1400:
1396:
1394:
1390:
1389:
1385:
1376:
1372:
1368:
1364:
1360:
1356:
1349:
1346:
1341:
1337:
1333:
1329:
1325:
1322:
1321:
1320:Chem. Commun.
1313:
1310:
1305:
1303:9780080437484
1299:
1295:
1291:
1287:
1283:
1276:
1273:
1270:
1266:
1262:
1258:
1257:
1252:
1247:
1244:
1239:
1235:
1231:
1229:0-8493-1617-0
1225:
1221:
1217:
1210:
1207:
1202:
1196:
1192:
1188:
1184:
1177:
1175:
1173:
1169:
1165:
1161:
1154:
1151:
1148:
1147:0-471-31824-8
1144:
1140:
1134:
1131:
1128:
1127:0-471-97360-2
1124:
1120:
1114:
1111:
1099:
1093:
1089:
1088:
1080:
1077:
1066:on 2020-05-25
1065:
1061:
1060:
1055:
1049:
1046:
1039:
1035:
1032:
1030:
1027:
1025:
1022:
1020:
1017:
1014:
1011:
1010:
1006:
1004:
990:
989:mixed-valence
985:
983:
979:
967:
949:
941:
931:
924:
923:
922:
920:
904:
891:
889:
879:
872:
868:
867:
866:
864:
863:triethylamine
860:
856:
852:
848:
844:
836:
832:
824:
818:
817:Phosphaalkyne
814:
813:Phosphaalkene
806:
804:
801:
797:
793:
789:
785:
781:
777:
773:
769:
768:alkyl halides
764:
762:
758:
754:
750:
746:
742:
738:
731:
730:chlorobenzene
727:
722:
712:
702:
694:
692:
690:
686:
683:, or a mixed
682:
678:
677:organomercury
674:
670:
654:
646:
641:
639:
635:
619:
618:
617:
611:
605:
601:
597:
589:
584:
582:
564:
560:
555:
553:
552:phenyllithium
549:
518:
500:
487:
483:
482:
481:
471:
470:
469:
467:
463:
447:
446:
445:
443:
439:
435:
431:
423:
421:
419:
415:
411:
403:
402:chalcogenides
395:
390:
388:
384:
383:dipole moment
380:
370:
362:
360:
357:
353:
349:
345:
341:
340:methyl iodide
337:
333:
323:
319:
315:
311:
306:
302:
301:
300:
278:
270:
265:
263:
259:
255:
251:
231:
223:
218:
214:
206:
204:
202:
198:
188:
184:
180:
176:
171:
167:
166:
165:
163:
159:
155:
151:
147:
143:
139:
135:
127:
122:
114:
109:
107:
105:
102:
98:
95:
91:
86:
84:
80:
75:
71:
66:
64:
60:
56:
52:
48:
44:
40:
36:
32:
19:
2456:Bond unknown
1879:
1724:
1568:–P<
1502:–P(OH)
1494:OP(O–)
1444:
1408:Alan Brisdon
1358:
1354:
1348:
1323:
1318:
1312:
1285:
1281:
1275:
1254:
1246:
1215:
1209:
1182:
1153:
1138:
1133:
1118:
1113:
1101:. Retrieved
1086:
1079:
1068:, retrieved
1064:the original
1058:
1048:
986:
966:Diphosphenes
964:
950:+ Mg â Ph
895:
876:
820:
765:
723:
704:
645:phosphonites
642:
631:
607:
556:
514:
479:
476:+ R'X â X
459:
442:formaldehyde
427:
391:
372:
329:
268:
266:
258:osteoporosis
222:Phosphonates
220:
194:
138:plasticizers
136:agents, and
124:
87:
67:
55:insecticides
47:pest control
37:, which are
34:
30:
29:
1465:P(O–)
1288:: 253â296.
878:Thermolysis
847:phosphorine
782:, e.g. the
653:phosphinite
604:Phosphinite
600:Phosphonite
557:Phosphorus
517:phosphorane
515:The parent
322:Glufosinate
277:glufosinate
217:Phosphinate
213:Phosphonate
146:alcoholysis
79:substituent
41:containing
2472:Categories
1735:(–O)
1629:Morpholino
1595:(–O)
1578:(–O)
1546:HOP(O)<
1530:free acid
1261:phosphanes
1238:2003060796
1164:0121673456
1070:2015-12-17
1040:References
978:catenation
841:C=NR) and
829:C=PR) and
695:Phosphines
691:compound.
681:organolead
673:poor metal
519:(Ïλ) is PH
462:alkylation
314:fosfomycin
310:Glyphosate
283:P(O)(OH)CH
230:glyphosate
197:hydrolysis
99:and their
43:phosphorus
2437:to carbon
1664:OP(N<)
1599:P(O)N<
1220:CRC Press
936:+ 5 MgCl
711:phosphine
709:, called
565:, e.g. CH
466:arylation
342:. In the
201:phosphate
183:parathion
154:malathion
83:malathion
1641:P(N<)
1375:18937460
1340:16518496
1007:See also
843:nitriles
770:to give
655:(P(OR)R'
651:R') and
636:and the
628:+ 3 HCl
456:O â X
438:textiles
352:carbonyl
346:and the
74:group 15
72:, is in
70:nitrogen
2255:
1103:18 July
958:+ MgCl
749:ligands
685:lithium
671:with a
250:glycine
101:valency
2427:Legend
1790:carbon
1678:Metepa
1648:e.g.
1582:PN<
1532:HOP(CF
1481:·
1373:
1338:
1300:
1236:
1226:
1197:
1162:
1145:
1125:
1094:
909:and (R
835:imines
647:(P(OR)
602:, and
559:ylides
236:P(O)CH
185:, and
1671:e.g.
1650:P(NMe
1627:e.g.
1603:e.g.
1586:e.g.
1406:from
1251:IUPAC
987:Many
954:P-PPh
927:PhPCl
880:of Me
861:, or
859:DABCO
291:CH(NH
262:sarin
59:sarin
1744:(-P)
1371:PMID
1336:PMID
1324:2006
1298:ISBN
1286:2003
1234:LCCN
1224:ISBN
1195:ISBN
1160:ISBN
1143:ISBN
1123:ISBN
1105:2013
1092:ISBN
984:.
815:and
786:and
464:and
330:The
240:NHCH
215:and
61:and
2401:CEs
2396:CCf
2391:CBk
2386:CCm
2381:CAm
2376:CPu
2371:CNp
2361:CPa
2356:CTh
2335:CYb
2330:CTm
2325:CEr
2320:CHo
2315:CDy
2310:CTb
2305:CGd
2300:CEu
2295:CSm
2290:CPm
2285:CNd
2280:CPr
2275:CCe
2270:CLa
2250:Og
2247:Ts
2244:Lv
2241:Mc
2238:Fl
2235:Nh
2232:Cn
2229:Rg
2226:Ds
2223:Mt
2220:Hs
2217:Bh
2213:CSg
2209:Db
2206:Rf
2190:CRa
2186:Fr
2181:Rn
2177:CAt
2172:CPo
2167:CBi
2162:CPb
2157:CTl
2152:CHg
2147:CAu
2142:CPt
2137:CIr
2132:COs
2127:CRe
2117:CTa
2112:CHf
2107:CLu
2095:CBa
2090:CCs
2083:CXe
2073:CTe
2068:CSb
2063:CSn
2058:CIn
2053:CCd
2048:CAg
2043:CPd
2038:CRh
2033:CRu
2028:CTc
2023:CMo
2018:CNb
2013:CZr
2001:CSr
1996:CRb
1989:CKr
1984:CBr
1979:CSe
1974:CAs
1969:CGe
1964:CGa
1959:CZn
1954:CCu
1949:CNi
1944:CCo
1939:CFe
1934:CMn
1929:CCr
1919:CTi
1914:CSc
1907:CCa
1895:CAr
1890:CCl
1875:CSi
1870:CAl
1865:CMg
1860:CNa
1854:Ne
1825:CBe
1820:CLi
1814:He
1363:doi
1359:130
1328:doi
1290:doi
1265:doi
1263:".
1187:doi
995:(CH
948:PCl
855:DBU
778:in
759:in
734:PCl
715:3âx
620:PCl
569:P(C
537:P(C
505:PCH
493:OH)
299:H.
295:)CO
269:two
2474::
2416:No
2411:Md
2406:Fm
2366:CU
2351:Ac
2202:Lr
2122:CW
2078:CI
2008:CY
1924:CV
1902:CK
1885:CS
1880:CP
1850:CF
1845:CO
1840:CN
1835:CC
1830:CB
1804:CH
1739:PS
1723:4-
1711:PS
1551:PO
1456:PO
1369:.
1357:.
1334:.
1296:.
1284:.
1253:,
1232:.
1193:.
1171:^
1056:,
1003:.
944:Ph
942:2
925:5
913:P)
865::
857:,
837:(R
825:(R
763:.
732:,
679:,
598:,
554:.
501:Ph
472:PR
448:PH
418:Te
416:,
414:Se
412:,
404:(R
396:(R
389:.
287:CH
244:CO
181:,
177:,
63:VX
1781:e
1774:t
1767:v
1746:5
1737:3
1725:x
1717:O
1714:x
1700:2
1687:3
1666:3
1656:3
1654:)
1652:2
1643:3
1622:2
1614:2
1597:2
1580:2
1560:2
1555:H
1553:2
1538:2
1536:)
1534:3
1520:2
1512:2
1504:2
1496:3
1489:O
1487:2
1485:H
1483:n
1479:5
1477:O
1475:2
1473:P
1467:3
1460:H
1458:3
1437:e
1430:t
1423:v
1377:.
1365::
1342:.
1330::
1306:.
1292::
1267::
1240:.
1203:.
1189::
1166:.
1107:.
1073:.
1001:3
999:)
997:3
993:7
974:2
972:P
970:2
960:2
956:2
952:2
946:2
938:2
934:5
929:2
915:2
911:2
907:n
899:2
886:2
882:2
839:2
827:2
736:3
719:x
717:R
707:3
687:-
665:2
661:2
657:2
649:2
626:3
622:3
614:3
579:3
577:)
575:5
573:H
571:6
567:2
547:4
545:)
543:5
541:H
539:6
533:5
531:)
529:5
527:H
525:6
521:5
507:2
503:3
495:4
491:2
474:3
454:2
450:3
410:S
406:3
398:3
375:3
297:2
293:2
289:2
285:2
281:3
273:2
246:2
242:2
238:2
234:2
226:2
189:.
130:3
104:λ
97:Ï
20:)
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