Oleylamine

Base Information

• Chemical Name: Oleylamine
• CAS No.: 112-90-3
• Deprecated CAS: 101963-56-8,163751-89-1,39433-05-1,62169-25-9,90015-00-2,745822-78-0,163751-89-1,62169-25-9,745822-78-0,90015-00-2
• Molecular Formula: C18H37N
• Molecular Weight: 267.498
• Hs Code.: 29215900
• European Community (EC) Number: 204-015-5
• NSC Number: 66461
• UNII: ZDQ1JWQ8DT
• DSSTox Substance ID: DTXSID8026933
• Nikkaji Number: J59.382F
• Wikipedia: Oleylamine
• Wikidata: Q7086490
• ChEMBL ID: CHEMBL1976606
• Mol file: 112-90-3.mol

Synonyms:Armeen O;ArmeenOD;Armeen OLD-C;Arosurf AA 60;Corsamine POD-V;Genamin OL 100D;Kemamine P989;Kemamine P 989D;Noram O;Noram OD;Oleamine;Oleinamine;9-Octadecen-1-amine,(9Z)-;SK-FLOT;cis-9-Octadecenylamine;90015-00-2;9-Octadecen-1-amine,(Z)-;9-Octadecenylamine, (Z)- (8CI);((Z)-9-Octadecenyl)amine;9-(Z)-Octadecen-1-amine;Adogen 172D;Alamine 11;Amine OB;

Chemical Property of Oleylamine

Chemical Property:

• Appearance/Colour: beige paste or powder
• Vapor Pressure: 8 mm Hg ( 135 °C)
• Melting Point: 18-26 °C(lit.)
• Refractive Index: n20/D 1.4596(lit.)
• Boiling Point: 364.4 °C at 760 mmHg
• PKA: 10.67±0.10(Predicted)
• Flash Point: 154.4 °C
• PSA: 26.02000
• Density: 0.828 g/cm³
• LogP: 6.68290
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: insoluble
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 15
• Exact Mass: 267.292600184
• Heavy Atom Count: 19
• Complexity: 175

Purity/Quality:

99.0% ^*data from raw suppliers

Oleylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, N
• Hazard Codes: C,N
• Statements: 34-22-50/53
• Safety Statements: 26-36/37/39-45-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: CCCCCCCCC=CCCCCCCCCN
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCCN
• Uses: oleamine is an anti-static agent that can be synthetically manufactured or naturally derived. Oleylamine is a long-chain primary alkylamine broadly used in the synthesis of metallic nanostructures. A variety of metallic nanostructures including Au, Ag, Pt, Pd, and their alloy has been synthesized in the presence of oleylamine. It has several important functions in the synthesis of metallic nanostructure. Oleylamine can simultaneously function as a solvent for the reaction mixture and stabilizing agent for metallic nanostructures. In addition, oleylamine has a boiling point of 364 °C; therefore, it can be used to synthesize metallic nanostructures at high temperatures. Used in the chemical synthesis and capping of nanoparticles such as Fe3O4, poly (2-hydroxyethyl methacrylate)-graft-poly (ε-caprolactone), titania, mesoporous silica.

Technology Process of Oleylamine

There total 22 articles about Oleylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

elaidylamine hydrochloride (921620-98-6) → trans-oleylamine (112-90-3,1838-19-3,22146-67-4)

Guidance literature:

With sodium hydroxide; In tert-butyl methyl ether; water; Product distribution / selectivity;

Reference yield: 95.0%

cis-9-octadecenoamide (301-02-0,3322-62-1,94554-98-0) → (Z)-9-octadecen-1-amine (112-90-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Reflux;

DOI:10.1016/j.bmc.2013.06.034

Reference yield: 94.2%

(E)-9-octadecenoic acid amide (4303-70-2,3322-62-1,94554-98-0) → trans-oleylamine (112-90-3,1838-19-3,22146-67-4)

Guidance literature:

(E)-9-octadecenoic acid amide; With lithium aluminium tetrahydride; In tetrahydrofuran; tert-butyl methyl ether; at 44 - 55 ℃; for 3.41667h;

With sodium hydroxide; water; In tetrahydrofuran; tert-butyl methyl ether; at 40 ℃; for 0.333333h; Product distribution / selectivity;

upstream raw materials:

oleonitrile

oleoyl alcohol

cis-9-octadecenoamide

oleylamine hydrochloride

Downstream raw materials:

4-Butyl-N-((Z)-octadec-9-enyl)-benzamide

N-oleyl-4-acetoxy-3-methoxyphenylacetamide

2-(4-Hydroxy-3-methoxy-phenyl)-N-((E)-octadec-9-enyl)-acetamide

Refernces

• 1、 Hu, Qu-Ping,Liu, Yong-Ze,Liu, Yu-Tao,Pan, Fei. "Photoinduced remote regioselective radical alkynylation of unactivated C-H bonds". . p. 2295 - 2298. Retrieved 2022/02/25.
• 2、 -. "CHEMICAL UNCOUPLERS OF RESPIRATION AND METHODS OF USE THEREOF". Paragraph 0248. . Retrieved 2020/11/27.