Methyl 12-(acetyloxy)octadec-9-enoate

Base Information

• Chemical Name: Methyl 12-(acetyloxy)octadec-9-enoate
• CAS No.: 140-03-4
• Molecular Formula: C21H38O4
• Molecular Weight: 354.53
• Hs Code.: 2918990090
• European Community (EC) Number: 205-392-9
• DSSTox Substance ID: DTXSID40859271
• Mol file: 140-03-4.mol

Synonyms:Methyl acetyl ricinoleate;140-03-4;Methyl O- acetylricinoleate;CCRIS 7333;EINECS 205-392-9;BRN 1729461;methyl 12-(acetyloxy)octadec-9-enoate;Methylester kyseliny acetylricinolejove [Czech];12-(Acetyloxy)-9-octadecenoic acid, methyl ester;DTXSID40859271;FT-0697040

Chemical Property of Methyl 12-(acetyloxy)octadec-9-enoate

Chemical Property:

• Vapor Pressure: 1.51E-07mmHg at 25°C
• Melting Point: -26 °C
• Refractive Index: 1.459
• Boiling Point: 428.476 °C at 760 mmHg
• Flash Point: 200.07 °C
• PSA: 52.60000
• Density: 0.943 g/cm³
• LogP: 5.73850
• XLogP3: 6.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 18
• Exact Mass: 354.27700969
• Heavy Atom Count: 25
• Complexity: 363

Purity/Quality:

98%,99%, ^*data from raw suppliers

MethylAcetylricinoleate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCC(CC=CCCCCCCCC(=O)OC)OC(=O)C
• Uses: Methyl Acetylricinoleate is a plasticizer; used in method for preparing agricultural mulching film using PVA/bio-based composite material. Plasticizer, lubricant, protective coatings, synthetic rubbers, vinyl compounds.

Technology Process of Methyl 12-(acetyloxy)octadec-9-enoate

There total 5 articles about Methyl 12-(acetyloxy)octadec-9-enoate 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: 98.0%

methyl ricinoleate (141-24-2) + acetyl chloride (75-36-5) → [R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester (140-03-4)

Guidance literature:

With pyridine; In benzene; for 2h; Heating;

DOI:10.1023/A:1012471011407

Reference yield: 94.47%

methyl ricinoleate (141-24-2) + acetic anhydride (108-24-7) → [R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester (140-03-4)

Guidance literature:

With [Hmim][HSO₄]; at 80 ℃; for 4h; Concentration; Temperature;

Reference yield: 73.0%

methanol (67-56-1) + 12-O-acetylricinoleic acid (14936-79-9) → [R-(Z)]-12-(acetyloxy)-9-octadecenoic acid methyl ester (140-03-4)

Guidance literature:

With toluene-4-sulfonic acid; at 100 ℃; for 4h;

DOI:10.1016/j.bmc.2010.11.016

upstream raw materials:

methyl ricinoleate

acetic anhydride

Isopropenyl acetate

methyl ricinoleate

Downstream raw materials:

Ricinoleic acid

Refernces

• 1、 Davletbakova,Baibulatova,Dokichev,Muslukhov,Yunusova,Yunusov. "Synthesis of optically active methyl 12-oxo-9,10-epoxyoctadecanoate". . p. 1220 - 1222. Retrieved 2001.
• 2、 Gangal,Sharma,Rauf. "Fatty acid composition of Prosopis cineraria seeds". . p. 705 - 707. Retrieved 2009.
• 3、 Manohara Reddy,Mudgal, Jayesh,Bansal, Punit,Vasanthraju,Srinivasan,Rao, C. Mallikarjuna,Gopalan Kutty. "Antioxidant, anti-inflammatory and anti-hyperglycaemic activities of heterocyclic homoprostanoid derivatives". experimental part. p. 384 - 392. Retrieved 2011/02/27.