Knowledge (XXG)

Triethylphosphine

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Pospiech, S.; Bolte, M.; Lerner, H.-W.; Wagner, M. (2014). "Insertion Reactions into the Boron–Boron Bonds of Barrelene-Type 1,2-Diaminodiboranes(4)".
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is 132°. Being a relatively compact phosphine, several can bind to a single transition metal, as illustrated by the existence of Pt(PEt
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Annette Schier and Hubert Schmidbaur "P-Donor Ligands" in Encyclopedia of Inorganic Chemistry 2006, Wiley-VCH, Weinheim.
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reacts with strong acids to give salts X. This reaction is reversible. Similarly, it is also easily alkylated to give
243: 32: 615:. It is a colorless liquid with an unpleasant odor characteristic of alkylphosphines. The compound is a common 596: 167: 829: 620: 521: 493: 417: 517: 422: 155: 501: 445: 410: 948: 838: 732: 537: 45: 799: 260: 63: 489: 972: 748: 553: 505: 97: 964: 916: 886: 803: 736: 999: 956: 908: 866: 846: 795: 549: 459: 327: 747:. As a phosphine ligand, triethylphosphine gained acceptance earlier than did the simpler 541: 231: 137: 752: 264: 186: 159: 73: 952: 842: 545: 117: 903:
Yoshida, T.; Matsuda, T.; Otsuka, S. (1990). "Tetrakis(Triethylphosphine)Platinum(0)".
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Except where otherwise noted, data are given for materials in their
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is easily oxidised to the phosphine oxide with oxygen.
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with many metals. As a ligand, triethylphosphine's
388:127–128 °C (261–262 °F; 400–401 K) 210: 72: 659:is usually prepared using Grignard reagents: 8: 885:, 3rd Ed, Pearson/Prentice Hall publisher, 751:, as illustrated by the preparation of the 288:InChI=1S/C6H15P/c1-4-7(5-2)6-3/h4-6H2,1-3H3 263: 158: 136: 15: 850: 794:is toxic. It converts to a low toxicity 230: 815: 309: 284: 259: 149: 291:Key: RXJKFRMDXUJTEX-UHFFFAOYSA-N 116: 7: 727:Triethylphosphine is a highly basic 201: 823:Bruckmann, J.; Krüger, C. (1995). 345: 14: 421: 416: 339: 31: 22: 577:(at 25 °C , 100 kPa). 881:G. L. Miessler and D. A. Tarr 631:Structure and simple reactions 333: 1: 939:(1968). "Hydride Complexes". 907:. Vol. 28. p. 122. 611:, commonly abbreviated as PEt 961:10.1126/science.160.3829.723 1045: 913:10.1002/9780470132593.ch32 639:molecule with approximate 852:10.1107/S0108270194014368 597:organophosphorus compound 571: 397: 392: 320: 300: 275: 56: 44: 39: 30: 21: 871:10.1002/0470862106.ia177 621:organometallic chemistry 472:Precautionary statements 1029:Foul-smelling chemicals 782: 733:coordination complexes 723:Coordination chemistry 772: 599:with the formula P(CH 798:upon treatment with 46:Preferred IUPAC name 1024:Tertiary phosphines 953:1968Sci...160..723C 905:Inorganic Syntheses 883:Inorganic Chemistry 843:1995AcCrC..51.1155B 830:Acta Crystallogr. C 800:sodium hypochlorite 773:Structure of Pt(PEt 360: g·mol 18: 783: 749:trimethylphosphine 581:Infobox references 17:Triethylphosphine 16: 1004:10.1021/om501087u 998:(23): 6967–6974. 947:(3829): 723–729. 922:978-0-470-13259-3 804:hydrogen peroxide 737:Tolman cone angle 593:Triethylphosphine 589:Chemical compound 587: 586: 446:Hazard statements 368:colorless liquid 244:CompTox Dashboard 98:Interactive image 50:Triethylphosphane 1036: 1008: 1007: 987: 981: 980: 933: 927: 926: 900: 894: 879: 873: 863: 857: 856: 854: 837:(6): 1155–1158. 820: 715:derivatives. PEt 567: 563: 559: 555: 551: 547: 543: 539: 535: 531: 527: 523: 519: 515: 511: 507: 503: 499: 495: 491: 487: 483: 479: 465: 461: 457: 453: 425: 420: 359: 347: 341: 335: 328:Chemical formula 268: 267: 252: 250: 234: 214: 203: 187:Gmelin Reference 170: 162: 151: 140: 120: 100: 76: 35: 26: 19: 1044: 1043: 1039: 1038: 1037: 1035: 1034: 1033: 1014: 1013: 1012: 1011: 992:Organometallics 989: 988: 984: 935: 934: 930: 923: 902: 901: 897: 880: 876: 864: 860: 822: 821: 817: 812: 796:phosphine oxide 793: 788: 780: 776: 765: 761: 753:hydride complex 746: 742: 725: 718: 710: 702: 698: 694: 690: 686: 682: 678: 674: 670: 666: 658: 648: 633: 614: 610: 606: 602: 590: 583: 578: 474: 448: 434: 413: 357: 344: 338: 330: 316: 313: 308: 307: 296: 293: 292: 289: 283: 282: 271: 253: 246: 237: 217: 204: 189: 180: 143: 123: 103: 90: 79: 66: 52: 51: 12: 11: 5: 1042: 1040: 1032: 1031: 1026: 1016: 1015: 1010: 1009: 982: 928: 921: 895: 874: 858: 814: 813: 811: 808: 791: 787: 784: 778: 774: 763: 759: 744: 740: 724: 721: 716: 708: 705: 704: 700: 696: 692: 688: 684: 680: 676: 672: 668: 664: 656: 643: 632: 629: 612: 608: 604: 600: 588: 585: 584: 579: 575:standard state 572: 569: 568: 534:P305+P351+P338 526:P303+P361+P353 518:P301+P330+P331 475: 470: 467: 466: 449: 444: 441: 440: 435: 430: 427: 426: 414: 409: 406: 405: 395: 394: 390: 389: 386: 380: 379: 376: 370: 369: 366: 362: 361: 355: 349: 348: 342: 336: 331: 326: 323: 322: 318: 317: 315: 314: 311: 303: 302: 301: 298: 297: 295: 294: 290: 287: 286: 278: 277: 276: 273: 272: 270: 269: 256: 254: 242: 239: 238: 236: 235: 227: 225: 219: 218: 216: 215: 207: 205: 197: 194: 193: 190: 185: 182: 181: 179: 178: 174: 172: 164: 163: 153: 145: 144: 142: 141: 133: 131: 125: 124: 122: 121: 113: 111: 105: 104: 102: 101: 93: 91: 84: 81: 80: 78: 77: 69: 67: 62: 59: 58: 54: 53: 49: 48: 42: 41: 37: 36: 28: 27: 13: 10: 9: 6: 4: 3: 2: 1041: 1030: 1027: 1025: 1022: 1021: 1019: 1005: 1001: 997: 993: 986: 983: 978: 974: 970: 966: 962: 958: 954: 950: 946: 942: 938: 932: 929: 924: 918: 914: 910: 906: 899: 896: 892: 891:0-13-035471-6 888: 884: 878: 875: 872: 868: 862: 859: 853: 848: 844: 840: 836: 832: 831: 826: 819: 816: 809: 807: 805: 801: 797: 785: 771: 767: 757: 754: 750: 738: 734: 730: 722: 720: 714: 662: 661: 660: 653: 651: 647: 642: 638: 630: 628: 626: 623:, such as in 622: 618: 598: 594: 582: 576: 570: 476: 473: 469: 468: 450: 447: 443: 442: 439: 436: 433: 429: 428: 424: 419: 415: 412: 408: 407: 403: 401: 396: 391: 387: 385: 384:Boiling point 382: 381: 377: 375: 372: 371: 367: 364: 363: 356: 354: 351: 350: 332: 329: 325: 324: 319: 310: 306: 299: 285: 281: 274: 266: 262: 261:DTXSID3060293 258: 257: 255: 245: 241: 240: 233: 229: 228: 226: 224: 221: 220: 213: 209: 208: 206: 200: 196: 195: 191: 188: 184: 183: 176: 175: 173: 171: 166: 165: 161: 157: 154: 152: 150:ECHA InfoCard 147: 146: 139: 135: 134: 132: 130: 127: 126: 119: 115: 114: 112: 110: 107: 106: 99: 95: 94: 92: 88: 83: 82: 75: 71: 70: 68: 65: 61: 60: 55: 47: 43: 38: 34: 29: 25: 20: 995: 991: 985: 944: 940: 937:Joseph Chatt 931: 904: 898: 882: 877: 861: 834: 828: 818: 789: 755: 726: 706: 671:MgCl + P(OC 654: 645: 640: 634: 592: 591: 437: 399: 57:Identifiers 731:that forms 713:phosphonium 432:Signal word 378:0.802 g/cm 365:Appearance 321:Properties 156:100.008.245 118:CHEBI:39971 1018:Categories 810:References 758:-PtHCl(PEt 411:Pictograms 353:Molar mass 232:5W435D16PM 129:ChemSpider 85:3D model ( 64:CAS Number 637:pyramidal 625:auranofin 554:P403+P235 550:P370+P378 530:P304+P340 522:P302+P334 402:labelling 312:CCP(CC)CC 177:209-068-8 169:EC Number 977:22350909 969:17784306 650:symmetry 635:It is a 393:Hazards 74:554-70-1 949:Bibcode 941:Science 839:Bibcode 683:→ P(CH 595:is the 374:Density 358:118.160 199:PubChem 975:  967:  919:  889:  786:Safety 729:ligand 695:+ 3 C 617:ligand 438:Danger 305:SMILES 40:Names 973:S2CID 756:trans 703:OMgCl 280:InChI 212:27365 192:2485 138:25463 109:ChEBI 87:JSmol 965:PMID 917:ISBN 887:ISBN 663:3 CH 566:P501 562:P422 558:P405 546:P363 542:P321 538:P310 514:P280 510:P264 506:P260 502:P243 498:P242 494:P241 490:P240 486:P233 482:P222 478:P210 464:H314 460:H250 456:H225 452:H224 223:UNII 1000:doi 957:doi 945:160 909:doi 867:doi 847:doi 802:or 790:PEt 707:PEt 655:PEt 619:in 400:GHS 249:EPA 202:CID 1020:: 996:33 994:. 971:. 963:. 955:. 943:. 915:. 845:. 835:51 833:. 827:. 806:. 766:. 687:CH 667:CH 652:. 627:. 603:CH 564:, 560:, 556:, 552:, 548:, 544:, 540:, 536:, 532:, 528:, 524:, 520:, 516:, 512:, 508:, 504:, 500:, 496:, 492:, 488:, 484:, 480:, 462:, 458:, 454:, 404:: 343:15 1006:. 1002:: 979:. 959:: 951:: 925:. 911:: 893:. 869:: 855:. 849:: 841:: 792:3 781:. 779:4 777:) 775:3 764:2 762:) 760:3 745:4 743:) 741:3 717:3 709:3 701:5 699:H 697:6 693:3 691:) 689:3 685:2 681:3 679:) 677:5 675:H 673:6 669:2 665:3 657:3 646:v 644:3 641:C 613:3 609:3 607:) 605:3 601:2 346:P 340:H 337:6 334:C 251:) 247:( 89:)

Index



Preferred IUPAC name
CAS Number
554-70-1
JSmol
Interactive image
ChEBI
CHEBI:39971
ChemSpider
25463
ECHA InfoCard
100.008.245
Edit this at Wikidata
EC Number
Gmelin Reference
PubChem
27365
UNII
5W435D16PM
CompTox Dashboard
DTXSID3060293
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
Density
Boiling point
GHS labelling

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