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Key Documents

O7805

Sigma-Aldrich

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:
Molecular Weight:
267.49
Beilstein:
1723960
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

grade

technical grade

Quality Level

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.)

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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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.

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Oleylamine in nanoparticle synthesis.
Mourdikoudis S and Liz-Marzan LM
Chemistry of Materials, 25(9), 1465-1476 (2013)
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
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)
Diwei Ho et al.
Scientific reports, 7(1), 2866-2866 (2017-06-08)
Multimodal polymeric nanoparticles have many exciting diagnostic and therapeutic applications, yet their uptake and passage by the placenta, and applications in the treatment of pregnancy complications have not been thoroughly investigated. In this work, the maternal-fetal-placental biodistribution of anionic and

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