752:
274:
181:
442:
44:
35:
579:
907:
G. Besenyei; L. Párkányia; E. Gács-Baitza; B. R. James (January 2002). "Crystallographic characterization of the palladium(I) dimers, syn-Pd2Cl2(dppmMe)2 and Pd2Cl2(dppm)2; solution conformational behavior of syn- and anti-Pd2Cl2(dppmMe)2 and their (μ-Se) adducts ".
450:
422:
516:
592:
805:
Birkholz, Mandy-Nicole; Freixa, Zoraida; van
Leeuwen, Piet W. N. M. (2009). "Bite angle effects of diphosphines in C–C and C–X bond forming cross coupling reactions".
323:
744:. In this complex, the oxidation state for the Pd centres are I. Bis(diphenylphosphino)methane gives rise to a family of coordination compounds known as
512:
118:
705:) in dppm (and especially its complexes) is mildly acidic. The ligand can be oxidized to give the corresponding oxides and sulfides CH
891:
288:
776:
Humphrey, Mark G.; Lee, Jeanne; Hockless, David C.R.; Skelton, Brian W.; White, Allan H. (1993). "Mixed-Metal
Cluster Chemistry".
634:. Dppm, a white, crystalline powder, is used in inorganic and organometallic chemistry as a ligand. It is more specifically a
732:
C rings. In this way, dppm promotes the formation of bimetallic complexes. One such example is the dipalladium chloride, Pd
504:
874:
599:
486:
231:
252:
540:
751:
441:
946:
651:
619:
297:
InChI=1S/C25H22P2/c1-5-13-22(14-6-1)26(23-15-7-2-8-16-23)21-27(24-17-9-3-10-18-24)25-19-11-4-12-20-25/h1-20H,21H2
188:
307:
InChI=1/C25H22P2/c1-5-13-22(14-6-1)26(23-15-7-2-8-16-23)21-27(24-17-9-3-10-18-24)25-19-11-4-12-20-25/h1-20H,21H2
532:
528:
720:
As a chelating ligand, 1,1-bis(diphenylphosphino)methane forms a four-membered ring with the constituents MP
520:
176:
138:
941:
464:
434:
755:
56:
269:
84:
868:
Albéniz, Ana C. & Espinet, Pablo (2006). "Palladium: Inorganic & Coordination
Chemistry".
492:
17:
500:
887:
840:
W. Hewertson & H. R. Watson (1962). "The preparation of di- and tri-tertiary phosphines".
822:
555:
638:
because it is a ligand that can bond to metals with two phosphorus donor atoms. The natural
917:
879:
850:
814:
787:
635:
406:
346:
524:
240:
158:
778:
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508:
94:
724:
C. The ligand promotes the formation of bimetallic complexes that feature five-membered M
273:
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43:
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842:
395:
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220:
478:
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34:
639:
374:
149:
883:
474:
826:
712:(E = O, S). The methylene group is even more acidic in these derivatives.
854:
791:
650:
1,1-Bis(diphenylphosphino)methane was first prepared by the reaction of
207:
189:
470:
818:
129:
569:
Except where otherwise noted, data are given for materials in their
750:
117:
107:
544:
257:
400:
118 to 122 °C (244 to 252 °F; 391 to 395 K)
587:
219:
93:
8:
272:
179:
157:
26:
331:P(c1ccccc1)(c2ccccc2)CP(c3ccccc3)c4ccccc4
239:
28:1,1-bis(diphenylphosphino)methane
768:
328:
293:
268:
170:
300:Key: XGCDBGRZEKYHNV-UHFFFAOYSA-N
137:
7:
875:Encyclopedia of Inorganic Chemistry
870:Encyclopedia of Inorganic Chemistry
310:Key: XGCDBGRZEKYHNV-UHFFFAOYAH
210:
364:
25:
612:1,1-Bis(diphenylphosphino)methane
18:1,1-Bis(diphenylphosphino)methane
577:
440:
358:
42:
33:
573:(at 25 °C , 100 kPa).
70:Methylenebis(diphenylphosphine)
61:Methylenebis(diphenylphosphane)
352:
1:
922:10.1016/S0020-1693(01)00682-X
658:PNa) with dichloromethane:
963:
620:organophosphorus compound
567:
421:
416:
390:White crystalline powder
339:
319:
284:
77:
67:
55:
50:
41:
32:
884:10.1002/0470862106.ia178
807:Chemical Society Reviews
652:sodium diphenylphosphide
646:Synthesis and reactivity
487:Precautionary statements
701:The methylene group (CH
759:
716:Coordination chemistry
754:
855:10.1039/JR9620001490
756:Ball-and-stick model
57:Preferred IUPAC name
792:10.1021/om00033a017
622:with the formula CH
412:Insoluble in water
407:Solubility in water
382: g·mol
29:
760:
600:Infobox references
27:
910:Inorg. Chim. Acta
746:A-frame complexes
608:Chemical compound
606:
605:
556:Safety data sheet
465:Hazard statements
253:CompTox Dashboard
119:Interactive image
16:(Redirected from
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947:Phenyl compounds
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636:chelating ligand
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347:Chemical formula
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916:(1): 179–187.
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786:(3468): 3468.
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571:standard state
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517:P305+P351+P338
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893:0-470-86078-2
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849:: 1490–1494.
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843:J. Chem. Soc.
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715:
713:
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666:P + 2 Na → Ph
661:
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562:External MSDS
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396:Melting point
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171:ECHA InfoCard
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942:Diphosphines
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139:ChEMBL307780
78:Identifiers
68:Other names
813:(4): 1099.
451:Signal word
387:Appearance
340:Properties
177:100.016.541
936:Categories
763:References
670:PNa + NaPh
640:bite angle
435:Pictograms
375:Molar mass
241:I5O2HZR38V
150:ChemSpider
106:3D model (
85:CAS Number
618:), is an
541:P403+P233
533:P337+P313
529:P332+P313
513:P304+P340
509:P302+P352
426:labelling
198:218-194-2
190:EC Number
95:2071-20-7
827:19421583
697:+ 2 NaCl
642:is 73°.
417:Hazards
593:what is
591: (
457:Warning
380:384.399
208:PubChem
890:
825:
740:(dppm)
673:2NaPPh
588:verify
585:
558:(SDS)
324:SMILES
130:ChEMBL
51:Names
289:InChI
221:74952
159:67509
108:JSmol
888:ISBN
823:PMID
758:of .
685:→ Ph
677:+ CH
626:(PPh
616:dppm
549:P501
545:P405
537:P362
525:P321
521:P312
505:P280
501:P271
497:P264
493:P261
479:H335
475:H319
471:H315
232:UNII
72:dppm
918:doi
914:327
880:doi
851:doi
815:doi
788:doi
693:PPh
689:PCH
654:(Ph
424:GHS
258:EPA
211:CID
938::
912:.
886:.
878:.
872:.
847:12
821:.
811:38
809:.
784:12
782:.
748:.
736:Cl
681:Cl
662:Ph
547:,
543:,
539:,
535:,
531:,
527:,
523:,
519:,
515:,
511:,
507:,
503:,
499:,
495:,
477:,
473:,
428::
362:22
356:25
924:.
920::
896:.
882::
857:.
853::
829:.
817::
794:.
790::
742:2
738:2
734:2
730:2
728:P
726:2
722:2
710:2
707:2
703:2
695:2
691:2
687:2
683:2
679:2
675:2
668:2
664:3
656:2
632:2
630:)
628:2
624:2
614:(
583:Y
368:2
365:P
359:H
353:C
260:)
256:(
110:)
20:)
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