Octatriacontanoic acid

Last updated
Octatriacontanoic acid
Octatriacontanoic acid.svg
Names
Preferred IUPAC name
Octatriacontanoic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
PubChem CID
UNII
  • InChI=1S/C38H76O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28-29-30-31-32-33-34-35-36-37-38(39)40/h2-37H2,1H3,(H,39,40)
    Key: AJQRZOBUACOSBG-UHFFFAOYSA-N
  • CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCC(=O)O
Properties
C38H76O2
Molar mass 565.024 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Octatriacontanoic acid, or octatriacontylic acid, is a 38-carbon saturated fatty acid with the chemical formula CH3(CH2)36COOH. [1] [2] [3] [4] [5] The acid is rare due to its longer carbon backbone, imparting its special physical and chemical properties.

Contents

Synthesis

Synthetic methods

Octatriacontanoic acid can be synthesized via multiple established carboxylic acid preparation techniques. Key approaches include oxidation reactions, where primary alcohols or aldehydes are treated with oxidizing agents such as potassium permanganate (KMnO4) or chromium trioxide (CrO3) to produce the acid. [6]

Industrial production

Commercial synthesis typically employs Grignard reagent carboxylation. This process involves reacting a Grignard reagent with carbon dioxide (CO2) to form a metal carboxylate intermediate, which is subsequently acidified to yield the final carboxylic acid. This method is preferred industrially due to its high efficiency and scalability, enabling cost-effective large-scale production. [6]

Uses

Due to its emollient properties, the compound is used to produce cosmetics and personal care products as a valuable ingredient in lotions and creams. Industrial uses include producing lubricants and surfactants. [6]

See also

References

  1. ↑ Habtemariam, Solomon (17 May 2023). Basic Chemistry for Life Science Students and Professionals: Introduction to Organic Compounds and Drug Molecules. Royal Society of Chemistry. p. 257. ISBN   978-1-83767-108-3 . Retrieved 22 March 2025.
  2. ↑ Oliveira, Gislane Lelis Vilela de; Fasano, Alessio; Taneja, Veena; Cardoso, Cristina Ribeiro De Barros (29 September 2021). Intestinal Dysbiosis in Inflammatory Diseases. Frontiers Media SA. p. 247. ISBN   978-2-88971-405-6 . Retrieved 22 March 2025.
  3. ↑ "COMPOSITIONS, METHODS AND USES FOR FREE FATTY ACID SCREENING OF CELLS AT SCALE" (PDF). Broad Institute. p. 21. Retrieved 22 March 2025.
  4. ↑ "NCATS Inxight Drugs — OCTATRIACONTANOIC ACID". drugs.ncats.io. Retrieved 22 March 2025.
  5. ↑ The Journal of Experimental Biology. Company of Biologists Limited. 1952. p. 39. Retrieved 23 March 2025.
  6. 1 2 3 "Buy Octatriacontanoic acid | 68947-62-6 | BenchChem". benchchem.com. Retrieved 23 March 2025.

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