Oleic anhydride

Base Information

• Chemical Name: Oleic anhydride
• CAS No.: 24909-72-6
• Molecular Formula: C₃₆H₆₆O₃
• Molecular Weight: 546.918
• European Community (EC) Number: 246-522-4
• DSSTox Substance ID: DTXSID7067031
• Nikkaji Number: J286.421E
• Mol file: 24909-72-6.mol

Synonyms:Oleic anhydride;24909-72-6;cis-9-Octadecenoic anhydride;Oleicanhydride;[(Z)-octadec-9-enoyl] (Z)-octadec-9-enoate;9-Octadecenoic acid (9Z)-, 1,1'-anhydride;9-Octadecenoic acid (9Z)-, anhydride;EINECS 246-522-4;9-Octadecenoic acid (Z)-, anhydride;MFCD00010459;Dioleic anhydride;C36-H66-O3;oleic acid anhydride;SCHEMBL185982;DTXSID7067031;(9Z)-9-Octadecenoic anhydride #;ZAA90972;(9Z)-9-Octadecenoic acid anhydride;Oleic anhydride, >=95.0% (GC);AKOS037645940;AS-64980;9-Octadecenoic acid(9Z)-,1,1'-anhydride;HY-122797;CS-0089431;O0227;(9Z)-octadec-9-enoyl (9Z)-octadec-9-enoate;5-(2-NITRO-PHENYL)FURAN-2-CARBOXYLICACIDMETHYLESTER

Chemical Property of Oleic anhydride

Chemical Property:

• Appearance/Colour: clear yellow to orange oily liquid
• Vapor Pressure: 8.57E-15mmHg at 25°C
• Melting Point: 22-24 °C(lit.)
• Refractive Index: 1.471
• Boiling Point: 609.4 °C at 760 mmHg
• Flash Point: 275.4 °C
• PSA: 43.37000
• Density: 0.895 g/cm³
• LogP: 12.13120
• Storage Temp.: −20°C
• XLogP3: 14.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 32
• Exact Mass: 546.50119596
• Heavy Atom Count: 39
• Complexity: 528

Purity/Quality:

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

Oleic anhydride ^*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:

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

Technology Process of Oleic anhydride

There total 5 articles about Oleic anhydride 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:

trimethylphosphane selenide (20819-54-9) + [Me3POC(O)C17H33][OTf] + cadmium(II) oleate (10468-30-1) → Trimethylphosphine oxide (676-96-0) + oleic anhydride (6085-36-5,55726-25-5,24909-72-6)

Guidance literature:

trimethylphosphane selenide; cadmium(II) oleate; In chloroform-d1; Inert atmosphere;

[Me₃POC(O)C₁₇H₃₃][OTf]; In chloroform-d1; Inert atmosphere;

DOI:10.1021/ja209246z

Reference yield:

cis-Octadecenoic acid (112-80-1,2027-47-6) → oleic anhydride (6085-36-5,55726-25-5,24909-72-6)

Guidance literature:

With 1,1'-carbonyldiimidazole; In chloroform; for 5h; Ambient temperature;

DOI:10.1021/jm950802i

Reference yield:

cis-Octadecenoic acid (112-80-1,2027-47-6) + isobutyl chloroformate (543-27-1) → oleic anhydride (6085-36-5,55726-25-5,24909-72-6)

Guidance literature:

With triethylamine; toluene; Erhitzen des Reaktionsgemisches mit Triaethylamin-oleat;

DOI:10.1021/ja01554a035

upstream raw materials:

cis-Octadecenoic acid

(Z)-9-octadecenoyl chloride

acetic anhydride

isobutyl chloroformate

Downstream raw materials:

cinnamyl 6-deoxy-6-oleamido-1-thio-α-D-mannopyranoside

1-O-[12-[N-(4-azido-2,3,5,6-tetrafluorobenzoyl)]aminododecanoyl]-2-oleoyl-sn-glycero-3-phosphocholine

1,3-di-O-(cis-9-octadecenoyl)-myo-inositol

2,6-diisopropylphenyl oleate

Refernces

• 1、 -. "NOVEL CATIONIC LIPID EXHIBITING IMPROVED INTRACELLULAR DYNAMICS". Paragraph 0185-0188. . Retrieved 2021/01/29.
• 2、 Garcia-Rodriguez, Raul,Liu, Haitao. "Mechanistic study of the synthesis of CdSe nanocrystals: Release of selenium". . p. 1400 - 1403. Retrieved 2012/03/12.