Isopropyl oleate

Base Information

• Chemical Name: Isopropyl oleate
• CAS No.: 112-11-8
• Molecular Formula: C₂₁H₄₀O₂
• Molecular Weight: 324.547
• European Community (EC) Number: 203-935-4
• NSC Number: 50952
• UNII: 4152WNN49V
• Nikkaji Number: J193.601H
• Wikidata: Q27258396
• Metabolomics Workbench ID: 4316
• Mol file: 112-11-8.mol

Synonyms:Isopropyl oleate;112-11-8;Oleic acid, isopropyl ester;9-Octadecenoic acid (9Z)-, 1-methylethyl ester;propan-2-yl (Z)-octadec-9-enoate;9-Octadecenoic acid (Z)-, 1-methylethyl ester;Isopropyl 9Z-octadecenoate;UNII-4152WNN49V;4152WNN49V;EINECS 203-935-4;NSC 50952;NSC-50952;AI3-32462;WE(2:0(1Me)/18:1(9Z));EC 203-935-4;i-Propyl 9-octadecenoate;1-methylethyl ester;9-Octadecenoic acid, 1-methylethyl ester, (Z)-;Oleic acid isopropyl ester;AEC ISOPROPYL OLEATE;isopropyl oleate, AldrichCPR;SCHEMBL61998;1-Methylethyl-9-octadecenoate;ISOPROPYL OLEATE [INCI];PZQSQRCNMZGWFT-QXMHVHEDSA-N;NSC50952;LMFA07010671;9-Octadecenoic acid, 1-methylethyl ester;(2E)-4-[(4-Methoxybenzyl)oxy]-2-buten-1-ol;Q27258396

Chemical Property of Isopropyl oleate

Chemical Property:

• Vapor Pressure: 1.67E-06mmHg at 25°C
• Melting Point: -37.7 °C
• Boiling Point: 396.8°Cat760mmHg
• Flash Point: 88.6°C
• PSA: 26.30000
• Density: 0.87g/cm³
• LogP: 6.97550
• XLogP3: 8.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 17
• Exact Mass: 324.302830514
• Heavy Atom Count: 23
• Complexity: 282

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Isopropyl oleate

There total 14 articles about Isopropyl oleate 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%

oleic acid ethyl ester (111-62-6) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl oleate (17364-07-7,22147-34-8,112-11-8)

Guidance literature:

With titanium(IV) isopropylate; at 82 ℃; for 8h;

DOI:10.1055/s-1982-29718

Reference yield: 96.0%

cis-Octadecenoic acid (112-80-1,2027-47-6) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl oleate (17364-07-7,22147-34-8,112-11-8)

Guidance literature:

With SO₃H and NH₂⁺ functional carbon-based solid acid; at 80 ℃; for 5h;

DOI:10.1039/c5ra13839f

Reference yield: 94.0%

trioleoylglycerol (122-32-7) + isopropyl alcohol (67-63-0,8013-70-5) → isopropyl oleate (17364-07-7,22147-34-8,112-11-8)

Guidance literature:

With SO₃H and NH₂⁺ functional carbon-based solid acid; at 100 ℃; for 8h; Sealed tube;

DOI:10.1039/c5ra13839f

upstream raw materials:

cis-Octadecenoic acid

isopropyl alcohol

oleic acid ethyl ester

isopropyl bromide

Downstream raw materials:

Methyl oleate

palmitic acid isopropyl ester

cis-9-octadecenenitrile

isoobtusilactone B

Refernces

• 1、 Moser, Bryan R.,Erhan, Sevim Z.. "Synthesis and evaluation of a series of α-hydroxy ethers derived from isopropyl oleate". . p. 959 - 963. Retrieved 2006.
• 2、 Jan, Anne-Hélène,Dubreucq, éric,Subileau, Maeva. "Revealing the Roles of Subdomains in the Catalytic Behavior of Lipases/Acyltransferases Homologous to CpLIP2 through Rational Design of Chimeric Enzymes". . p. 941 - 950. Retrieved 2017/05/26.
• 3、 Cai, Liangzhen,Meng, Decai,Zhan, Shaoqi,Yang, Xiaoxia,Liu, Taoping,Pu, Huiming,Tao, Xiaochun. "SO3H and NH2+ functional carbon-based solid acid catalyzed transesterification and biodiesel production". . p. 72146 - 72149. Retrieved 2015/09/08.