Elaidic Acid

Base Information

• Chemical Name: Elaidic Acid
• CAS No.: 112-79-8
• Deprecated CAS: 861204-23-1
• Molecular Formula: C18H34 O2
• Molecular Weight: 282.467
• Hs Code.: 2916190090
• European Community (EC) Number: 204-006-6
• NSC Number: 26988
• UNII: 4837010H8C
• DSSTox Substance ID: DTXSID8058619
• Nikkaji Number: J199.825K,J10.103F
• Wikipedia: Oleic_acid,Elaidic_acid
• Wikidata: Q413491
• NCI Thesaurus Code: C68363
• Metabolomics Workbench ID: 506
• ChEMBL ID: CHEMBL460657
• Mol file: 112-79-8.mol

Synonyms:elaidate;elaidic acid;elaidic acid, 1-(14)C-labeled, (E)-isomer;elaidic acid, 10-(14)C-labeled, (E)-isomer;elaidic acid, 14C-labeled, (E)-isomer;elaidic acid, 9-(14)C-labeled;elaidic acid, potassium salt, (E)-isomer;elaidic acid, sodium salt, (E)-isomer

Chemical Property of Elaidic Acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 3.7E-06mmHg at 25°C
• Melting Point: 42-44 °C(lit.)
• Refractive Index: 1.4597 (589.3 nm 20℃)
• Boiling Point: 360 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 270.1 °C
• PSA: 37.30000
• Density: 0.899 g/cm³
• LogP: 6.10850
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Chloroform, Ethyl Acetate (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 15
• Exact Mass: 282.255880323
• Heavy Atom Count: 20
• Complexity: 234

Purity/Quality:

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

Elaidic Acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)O
• Isomeric SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)O
• Description: Elaidic acid is the major trans fat found in hydrogenated vegetable oils and occurs in small amounts in caprine and bovine milk (very roughly 0.1% of the fatty acids) and some meats. It is the trans isomer of oleic acid. The name of the elaidinization reaction comes from elaidic acid. Elaidic acid increases CETP activity, which in turn raises VLDL and lowers HDL cholesterol.
• Uses: Elaidic acid is the 9-trans isomer of oleic acid. It is a monounsaturated trans-fatty acid which can be found in partially hydrogenated cooking oils. In human platelets incubated with arachidonic acid, elaidic acid inhibits HHT and HETE formation while inducing prostaglandin and thromboxane synthesis. Elaidic acid is the major trans fat found in hydrogenated vegetable oils. It increases CETP activity, which in turn raises VLDL and lowers HDL cholesterol.

Technology Process of Elaidic Acid

There total 82 articles about Elaidic Acid 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:

safflower oil (8001-23-8) → cis-9-hexadecenoic acid (373-49-9,2091-29-4) + cis-Octadecenoic acid (112-80-1,2027-47-6) + Elaidic acid (112-79-8,2027-47-6) + (9Z,12Z)-octadeca-9,11-dienoic acid (544-70-7) + cis-9,trans-11-octadecadienoic acid (544-70-7,544-71-8,872-23-1,1839-11-8,2540-56-9) + (10Z,12Z)-Octadeca-9,11-dienoic acid (7307-45-1) + trans-10,cis-12-octadecadienoic acid (1072-36-2,2420-44-2,2420-56-6,7307-45-1,22880-03-1) + linoleic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) + (9E,12E)-Octadeca-9,12-dienoic acid (60-33-3,116745-32-5,26085-09-6,64080-88-2,7049-66-3,949900-18-9,60476-23-5,6144-28-1,67922-65-0,89718-18-3) + gadoleic acid (29204-02-2,506-31-0) + Arachidic acid (506-30-9) + n-docosanoic acid (112-85-6) + n-tetradecanoic acid (544-63-8) + 1-hexadecylcarboxylic acid (57-10-3) + stearic acid (57-11-4) + octadeca-11Z,13Z-dienoic acid (117624-52-9)

Guidance literature:

With sodium hydroxide; ethanol; water; at 150 - 215 ℃; for 0 - 6h; under 7500.75 - 24002.4 Torr; Product distribution / selectivity;

Reference yield:

linoleic acid methyl ester (2462-85-3,2566-97-4,20221-26-5,20221-27-6,112-63-0) → Elaidic Acid (112-79-8) + (9Z,12Z)-octadeca-9,11-dienoic acid (544-70-7) + cis-9,trans-11-octadecadienoic acid (544-70-7,544-71-8,872-23-1,1839-11-8,2540-56-9) + (10Z,12Z)-Octadeca-9,11-dienoic acid (7307-45-1) + trans-10,cis-12-octadecadienoic acid (1072-36-2,2420-44-2,2420-56-6,7307-45-1,22880-03-1) + 6-octadecenoic acid (4712-34-9)

Guidance literature:

With potassium hydroxide; In ethylene glycol; at 180 ℃; for 3h; Product distribution; var. reaction time;

DOI:10.1007/s11746-998-0327-x

Reference yield:

cis-Octadecenoic acid (112-80-1,2027-47-6) + ethene (74-85-1) → Elaidic acid (112-79-8,2027-47-6) + (9Z)-octadec-9-enedioic acid (20701-68-2) + 9-octadecenedioic acid (20701-67-1) + 9-octadecene (5557-31-3)

Guidance literature:

With Hoveyda-Grubbs catalyst second generation; at 50 ℃; for 2h; under 1500.15 Torr; Reagent/catalyst; Autoclave;

upstream raw materials:

linoleic acid methyl ester

cellulose

Stearolic acid

ethyl nitrite

Downstream raw materials:

Octadec-9t-ensaeure-propylester

azelaic acid

nonan-1-al

nonanoic acid

Refernces

• 1、 Gensler et al.. "-". . p. 1071,1073. Retrieved 1951.
• 2、 Harris et al.. "". . p. 737. Retrieved 1967.
• 3、 Benedict,Daubert. "-". . p. 4356,4357. Retrieved 1950.
• 4、 Bunda, Szilvia,Gombos, Réka,Joó, Ferenc,Nagyházi, Brigitta. "Homogeneous catalytic hydrogenation of lipids in aqueous dispersions and bacterial cell membranes with an efficient water-soluble Pd(II)-sulfosalan catalyst, Na2[Pd(HSS)]". . . Retrieved 2020.
• 5、 Kitayama, Yoshie,Muraoka, Masahiro,Takahashi, Megumi,Kodama, Tatsuya,Itoh, Hirofumi,Takahashi, Eriko,Okamura, Mutsuo. "Catalytic hydrogenation of linoleic acid on nickel, copper, and palladium". . p. 1311 - 1316. Retrieved 1996.
• 6、 Ishibashi, Fumito,Kuwano, Kazuyoshi,Shibahara, Tomohiro,Zha, Shijiao. "Algicidal hydroxylated C18 unsaturated fatty acids from the red alga Tricleocarpa jejuensis: Identification, synthesis and biological activity". . . Retrieved 2020/06/05.