Propyl oleate

Base Information

• Chemical Name: Propyl oleate
• CAS No.: 111-59-1
• Molecular Formula: C21H40O2
• Molecular Weight: 324.547
• Hs Code.: 2916150000
• European Community (EC) Number: 203-885-3
• NSC Number: 50932
• UNII: 405963E218
• Nikkaji Number: J193.597F
• Wikidata: Q27231298
• Mol file: 111-59-1.mol

Synonyms:Propyl oleate;111-59-1;Propyl 9-octadecenoate;Emery 2302;Oleic acid, propyl ester;propyl (Z)-octadec-9-enoate;9-Octadecenoic acid (9Z)-, propyl ester;Emery oleic acid ester 2302;OLEIC ACID PROPYL ESTER;9-Octadecenoic acid (Z)-, propyl ester;9-Octadecenoic acid(9Z)-, propyl ester;AI3-26171;9-Octadecenoic acid (9Z)-, propyl ester, sulfated, sodium salt;EINECS 203-885-3;NSC 50932;NSC-50932;UNII-405963E218;68412-05-5;Oleic acid, propyl ester, hydrogen sulfate, sodium salt;405963E218;OLEATE, PROPYL;9-Octadecenoic acid, propyl ester, (Z)-;Emery@ 2302;SCHEMBL161987;BVWMJLIIGRDFEI-QXMHVHEDSA-N;NSC50932;PROPYL (Z)-9-OCTADECENOATE;(Z)-9-Octadecenoic acid propyl ester;cis-9-Octadecenoic acid, propyl ester;9-Octadecenoic acid, (Z)-, propyl ester;9-OCTADECENOIC ACID (9Z)-, N-PROPYL ESTER;J-002603;Q27231298

Chemical Property of Propyl oleate

Chemical Property:

• Appearance/Colour: liquid
• Vapor Pressure: 1.26E-06mmHg at 25°C
• Melting Point: -32.8 °C
• Refractive Index: 1.455
• Boiling Point: 400.6 °C at 760 mmHg
• Flash Point: 90.9 °C
• PSA: 26.30000
• Density: 0.871 g/cm³
• LogP: 6.97710
• Storage Temp.: −20°C
• Water Solubility.: 2.83μg/L at 20℃
• XLogP3: 8.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 18
• Exact Mass: 324.302830514
• Heavy Atom Count: 23
• Complexity: 271

Purity/Quality:

99.9% ^*data from raw suppliers

OLEIC ACID PROPYL ESTER 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: UVCB
• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)OCCC
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OCCC
• Uses: Propyl (Z)-9-Octadecanoate is prepared using imidazolium catalysts. Also prepared as a cheap and renewable raw material for organic synthesis via metabolic engineering of Escherichia coli.

Technology Process of Propyl oleate

There total 10 articles about Propyl 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: 94.2%

propan-1-ol (71-23-8) + cis-Octadecenoic acid (112-80-1,2027-47-6) → propyl oleate (111-59-1)

Guidance literature:

With 1-(propyl-3-sulfonate)-3-(3-trimethoxysilylpropyl)imidazolium hydrogen sulfate; at 109.84 ℃; for 4h; Green chemistry;

DOI:10.1016/j.molcata.2014.12.002

Reference yield:

cis-Octadecenoic acid (112-80-1,2027-47-6) + butan-1-ol (71-36-3) → propyl oleate (111-59-1)

Guidance literature:

at 300 ℃; for 0.233333h; under 67506.8 Torr;

Reference yield:

propan-1-ol (71-23-8) + Methyl oleate (112-62-9) → propyl oleate (111-59-1)

Guidance literature:

With sodium n-propoxide; at 25 ℃; for 1.5h;

DOI:10.1007/s11746-007-1159-9

upstream raw materials:

propan-1-ol

cis-Octadecenoic acid

propyl bromide

(Z)-9-octadecenoyl chloride

Downstream raw materials:

8-(3-Octyl-oxiranyl)-octanoic acid propyl ester

propyl stearate

Refernces

• 1、 Chen, Chong,Wu, Zuowang,Que, Yigen,Li, Bingxue,Guo, Qirui,Li, Zhong,Wang, Lei,Wan, Hui,Guan, Guofeng. "Immobilization of a thiol-functionalized ionic liquid onto HKUST-1 through thiol compounds as the chemical bridge". . p. 54119 - 54128. Retrieved 2016.
• 2、 De Diego, Teresa,Manjon, Arturo,Lozano, Pedro,Vaultier, Michel,Iborra, Jose L.. "An efficient activity ionic liquid-enzyme system for biodiesel production". . p. 444 - 451. Retrieved 2011.
• 3、 Li, Jingbo,Guo, Zheng. "Catalytic Biodiesel Production Mediated by Amino Acid-Based Protic Salts". . p. 1792 - 1802. Retrieved 2017.
• 4、 Candy, Laure,Vaca-Garcia, Carlos,Borredon, Elisabeth. "Synthesis and characterization of oleic succinic anhydrides: Structure-property relations". . p. 271 - 277. Retrieved 2005.
• 5、 Rosset, Isac G.,Cavalheiro, Maria Cecilia H. T.,Assaf, Elisabete M.,Porto, Andre L. M.. "Enzymatic Esterification of Oleic Acid with Aliphatic Alcohols for the Biodiesel Production by Candida antarctica Lipase". . p. 863 - 872. Retrieved 2013.
• 6、 Ferreira, Arthur Batista,Cardoso, Abiney Lemos,Da Silva, Marcio Jose. "Novel and highly efficient SnBr2-catalyzed esterification reactions of fatty acids: The notable anion ligand effect". . p. 1240 - 1246. Retrieved 2013.
• 7、 Sarkar, Arpita,Ghosh, Sudip K.,Pramanik, Panchanan. "Investigation of the catalytic efficiency of a new mesoporous catalyst SnO2/WO3 towards oleic acid esterification". . p. 73 - 79. Retrieved 2010.
• 8、 Wan, Hui,Wu, Zuowang,Chen, Wen,Guan, Guofeng,Cai, Yuan,Chen, Chong,Li, Zhong,Liu, Xiaoqin. "Heterogenization of ionic liquid based on mesoporous material as magnetically recyclable catalyst for biodiesel production". . p. 127 - 132. Retrieved 2015.