Butyl oleate

Base Information

• Chemical Name: Butyl oleate
• CAS No.: 142-77-8
• Molecular Formula: C22H42O2
• Molecular Weight: 338.574
• Hs Code.: 2916150000
• European Community (EC) Number: 291-725-3,205-559-6
• NSC Number: 6700
• UNII: 487I65419Q
• DSSTox Substance ID: DTXSID7027099
• Nikkaji Number: J4.353B
• Wikidata: Q27156481
• Metabolomics Workbench ID: 71799
• ChEMBL ID: CHEMBL3183174
• Mol file: 142-77-8.mol

Synonyms:1-butyl oleate;butyl oleate;butyloleate

Chemical Property of Butyl oleate

Chemical Property:

• Vapor Pressure: 4.29E-07mmHg at 25°C
• Melting Point: -55 °C
• Refractive Index: 1.4480
• Boiling Point: 414.9 °C at 760 mmHg
• Flash Point: 89.7 °C
• PSA: 26.30000
• Density: 0.87 g/cm³
• LogP: 7.36720
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 8.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 19
• Exact Mass: 338.318480578
• Heavy Atom Count: 24
• Complexity: 284

Purity/Quality:

99% ^*data from raw suppliers

ButylOleate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Other Plasticizers
• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)OCCCC
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OCCCC
• Uses: Butyl Oleate is used to fabricate nanoporous anatase TiO2 mesocrystals with tunable architectures and crystal phases. Also, it improves palmarumycins C12 and C13 production in suspension culture of Berkleasmium sp. Dzf12. butyl oleate is an ester of butyl alcohol and oleic acid with lubricant, moisturizer, and emollient properties.

Technology Process of Butyl oleate

There total 12 articles about Butyl 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: 95.2%

cis-Octadecenoic acid (112-80-1,2027-47-6) + butan-1-ol (71-36-3) → oleic acid butyl ester (142-77-8)

Guidance literature:

cis-Octadecenoic acid; butan-1-ol; With 1-octyl-3-methyl-imidazolium hydrogen sulfate; at 28 ℃; for 0.166667h; Green chemistry;

With 1-butyl-3-methylimidazolium Tetrafluoroborate; at 100 ℃; for 8h; Reagent/catalyst; Temperature; Inert atmosphere; Green chemistry;

Reference yield:

epoxidized methyl oleate (2566-91-8) + dibutyl phosphate (107-66-4) → Methyl oleate (112-62-9) + oleic acid butyl ester (142-77-8) + methyl 9-oxooctadecanoate (1842-70-2) + 10-Butoxy-9-hydroxy-octadecanoic acid methyl ester + C23H45O6P

Guidance literature:

With titanium(IV) oxide; at 120 ℃; for 72h; Reagent/catalyst;

Reference yield:

oleic acid ethyl ester (111-62-6) → cis-Octadecenoic acid (112-80-1,2027-47-6) + oleic acid butyl ester (142-77-8)

Guidance literature:

Multi-step reaction with 2 steps

1: water; lipase/acyltransferase from Candida dubliniensis / aq. phosphate buffer / 30 °C / pH 6.5 / Enzymatic reaction

2: water; lipase/acyltransferase from Candida albicans / aq. phosphate buffer / 30 °C / pH 6.5 / Enzymatic reaction

With lipase/acyltransferase from Candida albicans; lipase/acyltransferase from Candida dubliniensis; water; In aq. phosphate buffer;

DOI:10.1002/cbic.201600672

upstream raw materials:

cis-Octadecenoic acid

butan-1-ol

Methyl oleate

1-iodo-butane

Downstream raw materials:

1-octadecanol

oleoyl alcohol

trioleoylglycerol

1-monooleoyl glycerol

Refernces

• 1、 Kraai, Gerard N.,Van Zwol, Floris,Schuur, Boelo,Heeres, Hero J.,De Vries, Johannes G.. "Two-phase (bio)catalytic reactions in a table-top centrifugal contact separator". . p. 3905 - 3908. Retrieved 2008.
• 2、 Jachmanian,Mukherjee. "Esterification and interesterification reactions catalyzed by acetone powder from germinating rapeseed". . p. 1527 - 1532. Retrieved 1996.
• 3、 Kharrat, Nadia,Ali, Yassine Ben,Marzouk, Sana,Gargouri, Youssef-Talel,Karra-Chaabouni, Maha. "Immobilization of Rhizopus oryzae lipase on silica aerogels by adsorption: Comparison with the free enzyme". . p. 1083 - 1089. Retrieved 2011.
• 4、 -. "Method for catalyzed synthesis of butyl oleate with oleic acid-based ionic liquid microemulsion". Paragraph 0031-0050. . Retrieved 2019/07/04.
• 5、 Engleder, Matthias,Strohmeier, Gernot A.,Weber, Hansj?rg,Steinkellner, Georg,Leitner, Erich,Müller, Monika,Mink, Daniel,Schürmann, Martin,Gruber, Karl,Pichler, Harald. "Evolving the Promiscuity of Elizabethkingia meningoseptica Oleate Hydratase for the Regio- and Stereoselective Hydration of Oleic Acid Derivatives". . p. 7480 - 7484. Retrieved 2019/04/27.