196:
121:
512:
317:
24:
322:
320:
479:
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.
712:
Yin, Xi; Wu, Jianbo; Li, Panpan; Shi, Miao; Yang, Hong (January 2016). "Self-Heating
Approach to the Fast Production of Uniform Metal Nanostructures".
739:
Almeida, Guilherme; Goldoni, Luca; Akkerman, Quinten; Dang, Zhiya; Khan, Ali
Hossain; Marras, Sergio; Moreels, Iwan; Manna, Liberato (2018-02-27).
671:
Baranov, Dmitry; Lynch, Michael J.; Curtis, Anna C.; Carollo, Alexa R.; Douglass, Callum R.; Mateo-Tejada, Alina M.; Jonas, David M. (2019-02-26).
345:
375:
153:
963:
174:
897:
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".
825:
591:
920:
876:
817:
778:
760:
694:
938:
570:
98:
910:
868:
843:
809:
768:
752:
721:
684:
287:
213:
162:
958:
441:
424:
with varying chain lengths. Minor impurities include oxygen-containing substances such as
195:
120:
78:
773:
740:
429:
369:
797:
952:
829:
472:
276:
266:
109:
546:
142:
648:"Oleylamine, approximate C18-content 80-90% (Acros Organics, catalog number 12954)"
689:
672:
511:
915:
898:
445:
403:
357:
813:
461:
410:
407:
238:
89:
880:
847:
821:
764:
698:
756:
924:
782:
725:
796:
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.
368:
Except where otherwise noted, data are given for materials in their
510:
425:
421:
338:
505:
501:
489:
798:"Solid Lipid Nanoparticles for the Nucleic Acid Encapsulation"
449:
179:
647:
315:
515:
Proton
Nuclear Magnetic Resonance spectrum of Oleylamine
471:
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
Text is available under the Creative Commons Attribution-ShareAlike License. Additional terms may apply.