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909831

Sigma-Aldrich

Oleylamine

Synonym(s):

cis-1-Amino-9-octadecene

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)7CH2NH2
CAS Number:
Molecular Weight:
267.49
Beilstein:
1723960
MDL number:
UNSPSC Code:
12352116
NACRES:
NA.23

vapor pressure

8 mmHg ( 135 °C)

form

liquid

refractive index

n20/D 1.4596 (lit.)

bp

348-350 °C (lit.)

mp

18-26 °C (lit.)

density

0.813 g/mL at 25 °C (lit.)

SMILES string

[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCN

InChI

1S/C18H37N/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h9-10H,2-8,11-19H2,1H3/b10-9-

InChI key

QGLWBTPVKHMVHM-KTKRTIGZSA-N

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Application

Oleyamine is widely used as a surfactant and reaction medium for shape control, colloidal stabilization, and surface functionalization of a variety of nanomaterials, including magnetic , metal, chalcogenide, rare earth, and quantum dot nanomaterial systems.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Eye Dam. 1 - Skin Corr. 1B - STOT RE 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

309.2 °F - closed cup

Flash Point(C)

154 °C - closed cup


Certificates of Analysis (COA)

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Shouheng Sun et al.
Journal of the American Chemical Society, 126(1), 273-279 (2004-01-08)
High-temperature solution phase reaction of iron(III) acetylacetonate, Fe(acac)(3), with 1,2-hexadecanediol in the presence of oleic acid and oleylamine leads to monodisperse magnetite (Fe(3)O(4)) nanoparticles. Similarly, reaction of Fe(acac)(3) and Co(acac)(2) or Mn(acac)(2) with the same diol results in monodisperse CoFe(2)O(4)
A Simple Large-Scale Synthesis of Nearly Monodisperse Gold and Silver Nanoparticles with Adjustable Sizes and with Exchangeable Surfactants.
Hiramatsu H, et al.
Chemistry of Materials, 16(13), 2509-2511 (2004)
Copper Selenide Nanocrystals for Photothermal Therapy.
Hessel C M, et al.
Nano Letters, 11(6), 2560-2566 (2011)
Oleylamine in nanoparticle synthesis.
Mourdikousdis S, et al.
Chemistry of Materials, 25, 1465-1476 (2013)
Hao-Xin Mai et al.
Journal of the American Chemical Society, 128(19), 6426-6436 (2006-05-11)
We report a general synthesis of high-quality cubic (alpha-phase) and hexagonal (beta-phase) NaREF4 (RE: Pr to Lu, Y) nanocrystals (nanopolyhedra, nanorods, nanoplates, and nanospheres) and NaYF(4):Yb,Er/Tm nanocrystals (nanopolyhedra and nanoplates) via the co-thermolysis of Na(CF3COO) and RE(CF3COO)3 in oleic acid/oleylamine/1-octadecene.

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