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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:
112-90-3
Molecular Weight:
267.49
Beilstein/REAXYS Number:
1723960
MDL number:
MFCD00066507
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.

signalword

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

8A - Combustible corrosive hazardous materials

wgk_germany

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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Oleylamine in nanoparticle synthesis.
Mourdikousdis S, et al.
Chemistry of Materials, 25, 1465-1476 (2013)
Jiang Tang et al.
Nature materials, 10(10), 765-771 (2011-09-20)
Colloidal-quantum-dot (CQD) optoelectronics offer a compelling combination of solution processing and spectral tunability through quantum size effects. So far, CQD solar cells have relied on the use of organic ligands to passivate the surface of the semiconductor nanoparticles. Although inorganic
Synthesis and Characterization of Hydrophobic, Organically-Soluble Gold Nanocrystals Functionalized with Primary Amines.
Leff D, et al.
Langmuir, 12(20), 4723-4730 (1996)
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)
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