Tetracosanoic acid

Base Information

• Chemical Name: Tetracosanoic acid
• CAS No.: 557-59-5
• Molecular Formula: C24H48 O2
• Molecular Weight: 368.644
• Hs Code.: 29159000
• European Community (EC) Number: 209-180-7
• UNII: RK3VCW5Y1L
• DSSTox Substance ID: DTXSID6021664
• Nikkaji Number: J11.350F
• Wikipedia: Lignoceric_acid
• Wikidata: Q422634
• NCI Thesaurus Code: C68387
• Metabolomics Workbench ID: 45
• ChEMBL ID: CHEMBL1173620
• Mol file: 557-59-5.mol

Synonyms:lignoceric acid;lignoceric acid, potassium salt;lignoceric acid, silver (1+) salt;lignoceric acid, sodium salt;N-tetracosanoic acid;potassium tetracosanoate;tetracosanoic acid;tetracosanoic acid, potassium salt (1:1)

Chemical Property of Tetracosanoic acid

Chemical Property:

• Appearance/Colour: white shiny crystalline powder or flakes
• Melting Point: 80-82 °C
• Refractive Index: nD100 1.4287
• Boiling Point: 272 °C10 mm Hg(lit.)
• PKA: 4.78±0.10(Predicted)
• Flash Point: 182.2°C
• PSA: 37.30000
• Density: 0.879g/cm³
• LogP: 8.67310
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly, Heated), Ethyl Acetate (Slightly)
• XLogP3: 10.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 22
• Exact Mass: 368.365430770
• Heavy Atom Count: 26
• Complexity: 275

Purity/Quality:

HPLC≥98% ^*data from raw suppliers

TetracosanoicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Lipids -> Unambiguous Lipids,Biological Agents -> Fatty Acids and Fats
• Canonical SMILES: CCCCCCCCCCCCCCCCCCCCCCCC(=O)O
• Description: Lignoceric acid is a 24-carbon saturated (24:0) fatty acid. In mammals, it is synthesized during brain development and is found in cerebrosides. The deficient peroxisomal oxidation of very-long-chain fatty acids, including lignoceric acid, contributes to certain syndromes, including Zellweger cerebro-hepato-renal syndrome and X chromosome-linked adrenoleukodystrophy. Lignoceric acid is also a by-product of lignin production.
• Uses: Tetracosanoic Acid is a chemical component of a dried mushroom powder exhibiting antioxidant properties. It is a long chain fatty acid present in peanut oil.

Technology Process of Tetracosanoic acid

There total 45 articles about Tetracosanoic 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: 81.53%

Sodium; 7-oxo-tetracosanoate (78386-99-9) → n-tetracosanoic acid (557-59-5)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; In ethylene glycol; 1.) reflux, 1 h, 2.) reflux, 1 h;

DOI:10.1016/S0040-4020(01)97739-7

Reference yield: 78.1%

tetracosyl alcohol (506-51-4) → n-tetracosanoic acid (557-59-5)

Guidance literature:

With dihydrogen peroxide; 3C₇H₁₈N⁽¹⁺⁾*O₂₄PW₄^(3-); In water; at 90 ℃; for 8h;

Reference yield:

→ n-tetracosanoic acid (557-59-5) + lup-20(29)-ene-3β,7β,15α-triol (115498-81-2) + 1-hexadecylcarboxylic acid (57-10-3) + stearic acid (57-11-4)

Guidance literature:

With hydrogenchloride; potassium hydroxide; ethanol; for 2h; Further byproducts given; Heating;

upstream raw materials:

Nervonic acid

2-hydroxytetracosanoic acid

n-triacontane

7-oxo-tetracosanoic acid

Downstream raw materials:

tetracosanoyl chloride

tetracosyl alcohol

methyl tetracosanoate

tetracosanoic acid N-hydroxysuccinimide ester

Refernces

• 1、 Talla, Emmanuel,Yankep, Emmanuel,Mbafor, Joseph Tanyi. "Chemical constituents from root barks of erythrina mildbraedii and stem barks of erythrina addisoniae". . p. 155 - 159. Retrieved 2014.
• 2、 Forestrania, Roshamur Cahyan,Anaya-Eugenio, Gerardo D.,Acu?a, Ulyana Mu?oz,Ren, Yulin,Elya, Berna,de Blanco, Esperanza Carcache. "Secondary metabolites from Garcinia daedalanthera Pierre leaves (Clusiaceae)". supporting information. p. 207 - 213. Retrieved 2020/07/04.
• 3、 Sun, Yi,Xu, Youjun,Liu, Kai,Hua, Huiming,Zhu, He,Pei, Yuehu. "Gracilarioside and gracilamides from the Red alga Gracilaria asiatica". . p. 1488 - 1491. Retrieved 2008/12/22.