Oleyl acrylate

Base Information

• Chemical Name: Oleyl acrylate
• CAS No.: 13533-18-1
• Deprecated CAS: 1799516-85-0
• Molecular Formula: C₂₁H₃₈O₂
• Molecular Weight: 322.532
• European Community (EC) Number: 236-889-9
• DSSTox Substance ID: DTXSID20883493
• Nikkaji Number: J55.137F
• Wikidata: Q82862436
• Mol file: 13533-18-1.mol

Synonyms:Oleyl acrylate;13533-18-1;EINECS 236-889-9;2-Propenoic acid, (9Z)-9-octadecen-1-yl ester;[(Z)-octadec-9-enyl] prop-2-enoate;2-Propenoic acid, (9Z)-9-octadecenyl ester;2-Propenoic acid,(9Z)-9-octadecen-1-yl ester;2-Propenoic acid, 9-octadecenyl ester, (Z)-;(Z)-9-Octadecenyl=acrylate;SCHEMBL126605;DTXSID20883493;ASAPXSLRMDUMFX-QXMHVHEDSA-N

Chemical Property of Oleyl acrylate

Chemical Property:

• Vapor Pressure: 6.45E-07mmHg at 25°C
• Refractive Index: 1.461
• Boiling Point: 409.5 °C at 760 mmHg
• Flash Point: 198.5 °C
• PSA: 26.30000
• Density: 0.877 g/cm³
• LogP: 6.75310
• XLogP3: 8.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 18
• Exact Mass: 322.287180451
• Heavy Atom Count: 23
• Complexity: 294

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCCOC(=O)C=C
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCCOC(=O)C=C

Technology Process of Oleyl acrylate

There total 3 articles about Oleyl acrylate 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: 63.0%

oleoyl alcohol (143-28-2,593-47-5,84286-21-5) + acryloyl chloride (814-68-6,25189-84-8) → 9-octadecenyl acrylate (13533-18-1)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 3h;

Reference yield:

oleoyl alcohol (143-28-2,593-47-5,84286-21-5) + ethyl acrylate (140-88-5,9003-32-1) → 8-(3-octyloxiran-2-yl)octane-1-ol (4482-22-8,13980-12-6,13980-13-7) + 9-octadecenyl acrylate (13533-18-1) + Acrylic acid 8-(3-octyl-oxiranyl)-octyl ester

Guidance literature:

With Novozym 435; dihydrogen peroxide; Yield given. Multistep reaction. Yields of byproduct given; 1.) 15 min, 2.) room temperature, 16 h;

DOI:10.1080/00397919808005718

Reference yield:

oleoyl alcohol (143-28-2,593-47-5,84286-21-5) + acrylic acid (79-10-7) → 9-octadecenyl acrylate (13533-18-1)

Guidance literature:

With toluene-4-sulfonic acid; at 110 - 120 ℃; for 0.5h;

DOI:10.1016/j.reactfunctpolym.2012.11.017

upstream raw materials:

oleoyl alcohol

ethyl acrylate

acrylic acid

acryloyl chloride

Refernces

• 1、 -. "Lipid modified spermine derivatives and the use of the derivatives of the prepared liposome". Paragraph 0119-0121; 0124-0125. . Retrieved 2017/08/25.