Knowledge (XXG)

Oleylamine

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for the reaction mixture and as a coordinating agent to stabilize the surface of the particles. It can also coordinate with metal ions, change the form of metal precursors and affect the formation kinetics of nanoparticles during the synthesis.
413:. The pure compound is a clear and colorless liquid. Commercially available oleylamine reagents vary in colour from clear and colorless to varying degrees of yellow due to impurities. The major impurities include 321: 444:
to form its carboxylate salt through an exothermic reaction. Its carboxylate salt can further condensate into amides through the loss of one water molecule. In the presence of
323: 492:(Intraperitoneal) of 888  mg/kg in mice, however, note that it is listed as a level 3 health hazard on the NFPA diamond, so it should be handled with caution. 842:
Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke "Amines, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2005.
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Yin, Xi; Wu, Jianbo; Li, Panpan; Shi, Miao; Yang, Hong (January 2016). "Self-Heating Approach to the Fast Production of Uniform Metal Nanostructures".
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Almeida, Guilherme; Goldoni, Luca; Akkerman, Quinten; Dang, Zhiya; Khan, Ali Hossain; Marras, Sergio; Moreels, Iwan; Manna, Liberato (2018-02-27).
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Baranov, Dmitry; Lynch, Michael J.; Curtis, Anna C.; Carollo, Alexa R.; Douglass, Callum R.; Mateo-Tejada, Alina M.; Jonas, David M. (2019-02-26).
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Yin, Xi; Shi, Miao; Wu, Jianbo; Pan, Yung-Tin; Gray, Danielle L.; Bertke, Jeffery A.; Yang, Hong (5 September 2017).
331: 414: 116: 741:"Role of Acid–Base Equilibria in the Size, Shape, and Phase Control of Cesium Lead Bromide Nanocrystals" 465: 899:"Quantitative Analysis of Different Formation Modes of Pt Nanocrystals Controlled by Ligand Chemistry" 36: 673:"Purification of Oleylamine for Materials Synthesis and Spectroscopic Diagnostics for trans Isomers" 626: 605: 191: 68: 859:
Mourdikoudis, Stefanos; Liz-Marzán, Luis M. (2013-05-14). "Oleylamine in Nanoparticle Synthesis".
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with varying chain lengths. Minor impurities include oxygen-containing substances such as
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Zaborova, O. V.; Voinova, A. D.; Shmykov, B. D.; Sergeyev, V. G. (2021).
525: 508:, IR, and Raman. Each technique shows distinct peaks in various regions. 344: 337: 330: 303: 476: 256: 129: 23: 872: 452:
insoluble complexes with the radii of the particles equal 60–65 nm.
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Except where otherwise noted, data are given for materials in their
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Proton Nuclear Magnetic Resonance spectrum of Oleylamine
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It has also been used in the laboratory to synthesise
892: 890: 571:"Oleylamine, technical grade 70% (Sigma-Aldrich)" 390:is an organic compound with a molecular formula C 592:"Oleylamine, ≥98% primary amine (Sigma-Aldrich)" 141: 319: 77: 8: 500:Oleylamine can be characterized using MS, 194: 119: 97: 15: 914: 772: 688: 161: 627:"Oleylamine, min. 70% (Strem Chemicals)" 606:"Oleylamine, min. 95% (Strem Chemicals)" 537: 190: 362:154 °C (309 °F; 427 K) 281:364 °C (687 °F; 637 K) 251:colourless oil, yellowish when impure 110: 56:1-Amino-9-octadecene, (9Z)-Octadecene 460:Commercially, it is mainly used as a 7: 666: 664: 420:(elaidylamine) and other long chain 271:21 °C (70 °F; 294 K) 132: 14: 802:Reviews and Advances in Chemistry 231: 225: 22: 372:(at 25 °C , 100 kPa). 219: 1: 690:10.1021/acs.chemmater.8b04198 939:"Oleylamine(112-90-3) H NMR" 916:10.1021/acs.nanolett.7b02751 475:. It can function both as a 243:267.493 g/mol 980: 814:10.1134/S2079978021030055 366: 297: 206: 61: 51: 35: 30: 21: 848:10.1002/14356007.a02_001 551:pubchem.ncbi.nlm.nih.gov 448:, oleylamin formes with 757:10.1021/acsnano.7b08357 440:Oleylamine reacts with 402:. It is an unsaturated 861:Chemistry of Materials 726:10.1002/cnma.201500123 677:Chemistry of Materials 516: 326: 45:)-Octadec-9-en-1-amine 514: 325: 308:(fire diamond) 37:Preferred IUPAC name 288:Solubility in water 18: 964:Alkene derivatives 517: 488:Oleylamine has an 436:Chemical reactions 376:Infobox references 327: 54:9-Octadecenylamine 16: 909:(10): 6146–6150. 873:10.1021/cm4000476 384:Chemical compound 382: 381: 175:CompTox Dashboard 971: 943: 942: 935: 929: 928: 918: 894: 885: 884: 867:(9): 1465–1476. 856: 850: 840: 834: 833: 808:(3–4): 178–188. 793: 787: 786: 776: 751:(2): 1704–1711. 736: 730: 729: 709: 703: 702: 692: 683:(4): 1223–1230. 668: 659: 658: 656: 654: 644: 638: 637: 635: 633: 623: 617: 616: 614: 612: 602: 596: 595: 588: 582: 581: 579: 577: 567: 561: 560: 558: 557: 542: 496:Characterization 468:to surfactants. 347: 340: 333: 318: 233: 227: 221: 214:Chemical formula 199: 198: 183: 181: 165: 145: 134: 123: 112: 101: 81: 26: 19: 979: 978: 974: 973: 972: 970: 969: 968: 949: 948: 947: 946: 937: 936: 932: 896: 895: 888: 858: 857: 853: 841: 837: 795: 794: 790: 738: 737: 733: 711: 710: 706: 670: 669: 662: 652: 650: 646: 645: 641: 631: 629: 625: 624: 620: 610: 608: 604: 603: 599: 590: 589: 585: 575: 573: 569: 568: 564: 555: 553: 544: 543: 539: 534: 522: 498: 486: 458: 442:carboxylic acid 438: 406:related to the 401: 397: 393: 385: 378: 373: 352: 351: 350: 349: 342: 335: 328: 324: 316: 290: 230: 224: 216: 202: 184: 177: 168: 148: 135: 104: 84: 71: 57: 55: 47: 46: 12: 11: 5: 977: 975: 967: 966: 961: 951: 950: 945: 944: 930: 886: 851: 835: 788: 731: 704: 660: 639: 618: 597: 583: 562: 536: 535: 533: 530: 529: 528: 521: 518: 497: 494: 485: 482: 457: 454: 437: 434: 399: 395: 391: 383: 380: 379: 374: 370:standard state 367: 364: 363: 360: 354: 353: 343: 336: 329: 314: 313: 312: 311: 309: 300: 299: 295: 294: 291: 286: 283: 282: 279: 273: 272: 269: 263: 262: 259: 253: 252: 249: 245: 244: 241: 235: 234: 228: 222: 217: 212: 209: 208: 204: 203: 201: 200: 187: 185: 173: 170: 169: 167: 166: 158: 156: 150: 149: 147: 146: 138: 136: 128: 125: 124: 114: 106: 105: 103: 102: 94: 92: 86: 85: 83: 82: 74: 72: 67: 64: 63: 59: 58: 53: 49: 48: 40: 39: 33: 32: 28: 27: 13: 10: 9: 6: 4: 3: 2: 976: 965: 962: 960: 957: 956: 954: 940: 934: 931: 926: 922: 917: 912: 908: 904: 900: 893: 891: 887: 882: 878: 874: 870: 866: 862: 855: 852: 849: 845: 839: 836: 831: 827: 823: 819: 815: 811: 807: 803: 799: 792: 789: 784: 780: 775: 770: 766: 762: 758: 754: 750: 746: 742: 735: 732: 727: 723: 719: 715: 708: 705: 700: 696: 691: 686: 682: 678: 674: 667: 665: 661: 649: 643: 640: 628: 622: 619: 607: 601: 598: 593: 587: 584: 572: 566: 563: 552: 548: 541: 538: 531: 527: 524: 523: 519: 513: 509: 507: 503: 495: 493: 491: 483: 481: 478: 474: 473:nanoparticles 469: 467: 463: 455: 453: 451: 447: 443: 435: 433: 431: 427: 423: 419: 417: 412: 409: 405: 389: 377: 371: 365: 361: 359: 356: 355: 348: 341: 334: 310: 307: 306: 302: 301: 296: 292: 289: 285: 284: 280: 278: 277:Boiling point 275: 274: 270: 268: 267:Melting point 265: 264: 260: 258: 255: 254: 250: 247: 246: 242: 240: 237: 236: 218: 215: 211: 210: 205: 197: 193: 192:DTXSID8026933 189: 188: 186: 176: 172: 171: 164: 160: 159: 157: 155: 152: 151: 144: 140: 139: 137: 131: 127: 126: 122: 118: 115: 113: 111:ECHA InfoCard 108: 107: 100: 96: 95: 93: 91: 88: 87: 80: 76: 75: 73: 70: 66: 65: 60: 50: 44: 38: 34: 29: 25: 20: 933: 906: 903:Nano Letters 902: 864: 860: 854: 838: 805: 801: 791: 748: 744: 734: 720:(1): 37–41. 717: 713: 707: 680: 676: 651:. Retrieved 642: 630:. Retrieved 621: 609:. Retrieved 600: 586: 574:. Retrieved 565: 554:. Retrieved 550: 547:"Oleylamine" 540: 499: 487: 470: 459: 439: 430:nitroalkanes 415: 387: 386: 304: 62:Identifiers 52:Other names 42: 714:ChemNanoMat 446:acetic acid 404:fatty amine 358:Flash point 261:0.813 g/cm 248:Appearance 207:Properties 117:100.003.650 17:Oleylamine 953:Categories 556:2019-03-10 532:References 462:surfactant 411:oleic acid 408:fatty acid 388:Oleylamine 293:Insoluble 239:Molar mass 163:ZDQ1JWQ8DT 90:ChemSpider 69:CAS Number 881:0897-4756 830:246946068 822:2634-8276 765:1936-0851 699:0897-4756 653:March 10, 632:March 10, 611:March 10, 576:March 10, 545:Pubchem. 466:precursor 925:28873317 783:29381326 745:ACS Nano 526:Oleamide 520:See also 305:NFPA 704 298:Hazards 79:112-90-3 774:5830690 477:solvent 257:Density 143:5356789 130:PubChem 99:4512354 959:Amines 923:  879:  828:  820:  781:  771:  763:  697:  484:Safety 426:amides 422:amines 418:isomer 31:Names 826:S2CID 416:trans 921:PMID 877:ISSN 818:ISSN 779:PMID 761:ISSN 695:ISSN 655:2019 634:2019 613:2019 578:2019 506:CNMR 502:HNMR 490:LD50 456:Uses 428:and 154:UNII 911:doi 869:doi 844:doi 810:doi 769:PMC 753:doi 722:doi 685:doi 464:or 450:DNA 180:EPA 133:CID 955:: 919:. 907:17 905:. 901:. 889:^ 875:. 865:25 863:. 824:. 816:. 806:11 804:. 800:. 777:. 767:. 759:. 749:12 747:. 743:. 716:. 693:. 681:31 679:. 675:. 663:^ 549:. 504:, 432:. 398:NH 396:35 392:18 229:37 223:18 41:(9 941:. 927:. 913:: 883:. 871:: 846:: 832:. 812:: 785:. 755:: 728:. 724:: 718:2 701:. 687:: 657:. 636:. 615:. 594:. 580:. 559:. 400:2 394:H 346:0 339:0 332:3 232:N 226:H 220:C 182:) 178:( 43:Z

Index


Preferred IUPAC name
CAS Number
112-90-3
ChemSpider
4512354
ECHA InfoCard
100.003.650
Edit this at Wikidata
PubChem
5356789
UNII
ZDQ1JWQ8DT
CompTox Dashboard
DTXSID8026933
Edit this at Wikidata
Chemical formula
Molar mass
Density
Melting point
Boiling point
Solubility in water
NFPA 704
3
0
0
Flash point
standard state
Infobox references
fatty amine

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