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1,1,1-Tris(aminomethyl)ethane

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configuration and is kinetically inert. For this reason the formation of is initiated by installing TAME on a platinum(II) precursor. The resulting square planar complex is oxidized with to produce the target Pt(IV) derivatives.
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coordinates facially to metal ions. This stereochemical feature has been exploited in the preparation of platinum(IV) cage complexes, e.g., , which is a six coordinate Pt(IV) complex. Platinum in its +4 oxidation state has a
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K. N. Brown; D. C. R. Hockless; A. M. Sargeson (1999). "Synthesis and Electrochemistry of : Crystallographic Analysis of Bis Platinum(II) Bis(tetrachlorozincate) Dihydrate".
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L. J. Zompa and J.-P. Anselme, "Catalytic Reduction of 1,1,1 tris(azidomethyl)ethane to 1,1,1 tris(Aminomethyl)ethane" Org. Prep. Proced. lnt, 6, 103 (1974).
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TAME is synthesized by the Pd/C-catalyzed hydrogenation of 1,1,1-tris(azidomethyl)ethane. Although
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are potentially explosive, they are excellent and practical source of
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Except where otherwise noted, data are given for materials in their
421: 95: 311: 147: 520: 420:. The required tris(azidomethyl)ethane is obtained from the tri 413: 85: 177: 404:, occupying a face of the coordination polyhedron. 393:. It is a colorless liquid. It is classified as a 581: 217:InChI=1S/C5H15N3/c1-5(2-6,3-7)4-8/h2-4,6-8H2,1H3 159: 227:InChI=1/C5H15N3/c1-5(2-6,3-7)4-8/h2-4,6-8H2,1H3 71: 341:128.6 °C (263.5 °F; 401.8 K) 326:264.0 °C (507.2 °F; 537.1 K) 41:2-(Aminomethyl)-2-methylpropane-1,3-diamine 192: 137: 115: 188: 582: 128: 220:Key: UGDSCHVVUPHIFM-UHFFFAOYSA-N 514: 230:Key: UGDSCHVVUPHIFM-UHFFFAOYAE 150: 13: 14: 606: 22: 351:(at 25 °C , 100 kPa). 548: 539: 407: 17:1,1,1-Tris(aminomethyl)ethane 1: 532: 367:1,1,1-Tris(aminomethyl)ethane 7: 557:J. Chem. Soc., Dalton Trans 10: 611: 345: 330: 259: 239: 204: 55: 47: 35: 30: 21: 432:. These two steps are: 298:117.20 37:Preferred IUPAC name 377:with the formula CH 18: 519:The tripodal TAME 355:Infobox references 16: 515:Complexes of TAME 363:Chemical compound 361: 360: 306:Colorless liquid 173:CompTox Dashboard 97:Interactive image 602: 595:Tripodal ligands 574: 572: 569:10.1039/A901725I 552: 546: 543: 402:chelating ligand 375:organic compound 267:Chemical formula 197: 196: 181: 179: 163: 152: 141: 130: 119: 99: 75: 26: 19: 15: 610: 609: 605: 604: 603: 601: 600: 599: 580: 579: 578: 577: 553: 549: 544: 540: 535: 527: 517: 510: 506: 502: 498: 494: 490: 486: 482: 478: 474: 467: 463: 459: 455: 451: 447: 443: 439: 426:salt metathesis 410: 398:tripodal ligand 392: 388: 384: 380: 364: 357: 352: 287: 283: 279: 275: 269: 255: 252: 247: 246: 235: 232: 231: 228: 222: 221: 218: 212: 211: 200: 182: 175: 166: 153: 122: 102: 89: 78: 65: 51: 43: 42: 12: 11: 5: 608: 598: 597: 592: 576: 575: 547: 537: 536: 534: 531: 525: 516: 513: 512: 511: 508: 504: 500: 496: 492: 488: 484: 480: 476: 472: 469: 465: 461: 457: 453: 449: 445: 441: 437: 418:primary amines 409: 406: 390: 386: 382: 378: 362: 359: 358: 353: 349:standard state 346: 343: 342: 339: 333: 332: 328: 327: 324: 318: 317: 314: 308: 307: 304: 300: 299: 296: 290: 289: 285: 281: 277: 273: 270: 265: 262: 261: 257: 256: 254: 253: 250: 242: 241: 240: 237: 236: 234: 233: 229: 226: 225: 223: 219: 216: 215: 207: 206: 205: 202: 201: 199: 198: 190:DTXSID60403952 185: 183: 171: 168: 167: 165: 164: 156: 154: 146: 143: 142: 132: 124: 123: 121: 120: 112: 110: 104: 103: 101: 100: 92: 90: 83: 80: 79: 77: 76: 68: 66: 61: 58: 57: 53: 52: 49: 45: 44: 40: 39: 33: 32: 28: 27: 9: 6: 4: 3: 2: 607: 596: 593: 591: 588: 587: 585: 570: 566: 563:: 2171-2176. 562: 558: 551: 542: 538: 530: 522: 470: 435: 434: 433: 431: 427: 423: 419: 415: 405: 403: 399: 396: 376: 372: 368: 356: 350: 344: 340: 338: 335: 334: 329: 325: 323: 322:Boiling point 320: 319: 315: 313: 310: 309: 305: 302: 301: 297: 295: 292: 291: 271: 268: 264: 263: 258: 249: 248: 245: 238: 224: 214: 213: 210: 203: 195: 191: 187: 186: 184: 174: 170: 169: 162: 158: 157: 155: 149: 145: 144: 140: 136: 133: 131: 129:ECHA InfoCard 126: 125: 118: 114: 113: 111: 109: 106: 105: 98: 94: 93: 91: 87: 82: 81: 74: 70: 69: 67: 64: 60: 59: 54: 46: 38: 34: 29: 25: 20: 560: 556: 550: 541: 518: 430:sodium azide 411: 370: 366: 365: 251:CC(CN)(CN)CN 56:Identifiers 48:Other names 408:Preparation 337:Flash point 303:Appearance 260:Properties 135:100.149.897 590:Polyamines 584:Categories 533:References 468:+ 3 NaOTs 294:Molar mass 108:ChemSpider 84:3D model ( 73:15995-42-3 63:CAS Number 395:polyamine 316:1.0 g/cm 422:tosylate 373:) is an 331:Hazards 312:Density 288: 161:4526530 148:PubChem 117:3721461 521:ligand 507:+ 3 N 491:→ CH 452:→ CH 428:using 414:azides 244:SMILES 31:Names 475:+ CH 440:+ CH 436:3 NaN 209:InChI 86:JSmol 495:C(CH 479:C(CH 456:C(CH 448:OTs) 444:C(CH 381:C(CH 371:TAME 276:C(CH 50:TAME 565:doi 561:105 471:3 H 424:by 178:EPA 151:CID 586:: 559:. 499:NH 385:NH 280:NH 272:CH 573:. 571:. 567:: 526:6 524:d 509:2 505:3 503:) 501:2 497:2 493:3 489:3 487:) 485:3 483:N 481:2 477:3 473:2 466:3 464:) 462:3 460:N 458:2 454:3 450:3 446:2 442:3 438:3 391:3 389:) 387:2 383:2 379:3 369:( 286:3 284:) 282:2 278:2 274:3 180:) 176:( 88:)

Index


Preferred IUPAC name
CAS Number
15995-42-3
JSmol
Interactive image
ChemSpider
3721461
ECHA InfoCard
100.149.897
Edit this at Wikidata
PubChem
4526530
CompTox Dashboard
DTXSID60403952
Edit this at Wikidata
InChI
SMILES
Chemical formula
Molar mass
Density
Boiling point
Flash point
standard state
Infobox references
organic compound
polyamine
tripodal ligand
chelating ligand
azides

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