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Merck

O7805

Oleylamine

technical grade, 70%

Synonym(s):

cis-1-Amino-9-octadecene, 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
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24898049
EC Number:
204-015-5
Beilstein/REAXYS Number:
1723960
MDL number:
MFCD00066507

Key Documents

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InChI key

QGLWBTPVKHMVHM-KTKRTIGZSA-N

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-

SMILES string

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

grade

technical grade

vapor pressure

8 mmHg ( 135 °C)

assay

70%

composition

primary amine, >98%

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.)

Quality Level

200

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General description

Oleylamine (OAm) is a long chain primary alkyamine, that acts as an electron donor at elevated temperatures. OAm exhibits affinity to metals through NH2 functional groups. FTIR spectra of OAm has been reported. Oleylamine acts as strong reducing agent as well as a stabilizer in the synthesis of nanoparticle.

Application

Used in the chemical synthesis and capping of nanoparticles such as Fe3O4, poly (2-hydroxyethyl methacrylate)-graft-poly (ε-caprolactone), titania, mesoporous silica.

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

WGK 3

flash_point_f

309.2 °F - closed cup

flash_point_c

154 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Class I Designated Chemical Substances

prtr

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

O7805-500G: + O7805-VAR: + O7805-BULK: + O7805-100G: + O7805-5G:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB6510
SDBB5825
WXBF2565V
SDBB0634
STBL3574

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Oleylamine in nanoparticle synthesis.
Mourdikoudis S and Liz-Marzan LM
Chemistry of Materials, 25(9), 1465-1476 (2013)
Fe3O4 @ poly (2-hydroxyethyl methacrylate)-graft-poly (ε-caprolactone) magnetic nanoparticles with branched brush polymeric shell.
Yuan W, et al.
Polymer, 51(12), 2540-2547 (2010)
Nadica D Abazović et al.
The journal of physical chemistry. B, 110(50), 25366-25370 (2006-12-15)
Nonaqueous reactions between titanium(IV) chloride and alcohols (benzyl alcohol or n-butanol) were used for the synthesis of anatase TiO2 particles, while rutile TiO2 particles were synthesized in aqueous media by acidic hydrolysis of titanium(IV) chloride. The X-ray diffraction measurements proved
Oleylamine as both reducing agent and stabilizer in a facile synthesis of magnetite nanoparticles.
Xu Z, et al.
Chemistry of Materials, 21(9), 1778-1780 (2009)
Monty Liong et al.
ACS nano, 2(5), 889-896 (2009-02-12)
Drug delivery, magnetic resonance and fluorescence imaging, magnetic manipulation, and cell targeting are simultaneously possible using a multifunctional mesoporous silica nanoparticle. Superparamagnetic iron oxide nanocrystals were encapsulated inside mesostructured silica spheres that were labeled with fluorescent dye molecules and coated
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