Arachidic Acid

Base Information

• Chemical Name: Arachidic Acid
• CAS No.: 506-30-9
• Molecular Formula: C20H40O2
• Molecular Weight: 312.536
• Hs Code.: 3823.11 DERIVATION
• European Community (EC) Number: 208-031-3
• NSC Number: 93983
• UNII: PQB8MJD4RB
• DSSTox Substance ID: DTXSID1060134
• Nikkaji Number: J2.607G
• Wikipedia: Arachidic_acid
• Wikidata: Q409608
• NCI Thesaurus Code: C68321
• RXCUI: 1716331
• Metabolomics Workbench ID: 41
• ChEMBL ID: CHEMBL1173381
• Mol file: 506-30-9.mol

Synonyms:arachidic acid;arachidic acid, ammonium salt;arachidic acid, barium salt;arachidic acid, calcium salt;arachidic acid, magnesium salt;arachidic acid, potassium salt;arachidic acid, sodium salt;zinc arachidate

Chemical Property of Arachidic Acid

Chemical Property:

• Appearance/Colour: yellowish flakes
• Vapor Pressure: 2.46E-06mmHg at 25°C
• Melting Point: 74-76 °C(lit.)
• Refractive Index: 1.457
• Boiling Point: 376.4 °C at 760 mmHg
• PKA: 4.78±0.10(Predicted)
• Flash Point: 169.7 °C
• PSA: 37.30000
• Density: 0.884 g/cm³
• LogP: 7.11270
• Storage Temp.: −20°C
• Solubility.: chloroform: 50 mg/mL, clear, colorless
• Water Solubility.: practically insoluble
• XLogP3: 8.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 18
• Exact Mass: 312.302830514
• Heavy Atom Count: 22
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

Arachidic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Lipids -> Unambiguous Lipids,Biological Agents -> Fatty Acids and Fats
• Canonical SMILES: CCCCCCCCCCCCCCCCCCCC(=O)O
• Uses: Arachidic acid is used in the manufacture of pharmaceuticals, soaps, cosmetics, and food packaging because of its surfactant-like properties. Arachidic acid is a saturated fatty acid with a 20 carbon chain. Diets rich in saturated fats like arachidic acid are associated with increased levels of serum low density lipoproteins. Arachidic acid is a saturated fatty acid and a minor constituent of peanut oil, coconut oil and corn oil. Arachidic acid is used for the production of detergents, photographic materials and lubricants .

Technology Process of Arachidic Acid

There total 59 articles about Arachidic 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: 95.0%

6-bromohexanoic acid (4224-70-8) + n-tetradecylmagnesium chloride (110220-87-6) → Arachidic acid (506-30-9)

Guidance literature:

6-bromohexanoic acid; With 1-methyl-pyrrolidin-2-one; tert-butylmagnesium chloride; In tetrahydrofuran; at -78 ℃; for 0.166667h; Inert atmosphere;

n-tetradecylmagnesium chloride; With buta-1,3-diene; nickel dichloride; In tetrahydrofuran; for 1h; under 760.051 Torr; Inert atmosphere; Cooling with ice;

DOI:10.1002/chem.201204222

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:

Grape seed oil → conjugated linoleic acids; mixture of + Arachidic acid (506-30-9) + n-tetradecanoic acid (544-63-8) + 1-hexadecylcarboxylic acid (57-10-3) + stearic acid (57-11-4)

Guidance literature:

Grape seed oil; With potassium hydroxide; In glycerol; at 90 - 230 ℃; for 4.66h;

In water; glycerol; at 95 ℃; for 2h;

With sulfuric acid; In water; glycerol; at 20 ℃; pH=~ 3;

upstream raw materials:

n-eicosanol

gadoleic acid

cis-13-docosenoic acid

Brassidic acid

Downstream raw materials:

ethyl eicosanoate

octacosanoic acid

eicosanoic acid butyl ester

Eicosanoic acid, 2,2-dimethyl-1,3- dioxolan-4-ylmethyl ester

Refernces

• 1、 Satiraphan, Malai,Thai, Quoc Dang,Sotanaphun, Uthai,Sittisombut, Chavalit,Michel, Sylvie,Cachet, Xavier. "A new 3,4-seco-cycloartane from the leaves of Hopea odorata Roxb.". . p. 1820 - 1827. Retrieved 2015.
• 2、 Singh et al.. "". . p. 2119. Retrieved 1971.
• 3、 Chung, Ill-Min,Yoon, Jae-Yeon,Kim, Seung-Hyun,Ahmad, Ateeque. "Stigmasteryl arachidate constituent from the straw of oryza sativa". . p. 3018 - 3020. Retrieved 2014/06/09.