Chemistry:Octatriacontanoic acid
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| Preferred IUPAC name
Octatriacontanoic acid | |
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3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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| 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). | |
| Infobox references | |
Octatriacontanoic acid, or octatriacontylic acid, is a 38-carbon saturated fatty acid with the chemical formula CH
3(CH
2)
36COOH.[1][2][3][4][5] The acid is rare due to its longer carbon backbone, imparting its special physical and chemical properties.
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 (KMnO
4) or chromium trioxide (CrO
3) to produce the acid.[6]
Industrial production
Commercial synthesis typically employs Grignard reagent carboxylation. This process involves reacting a Grignard reagent with carbon dioxide (CO
2) 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
- ↑ Habtemariam, Solomon (17 May 2023) (in en). 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. https://books.google.com/books?id=0fwdEQAAQBAJ&dq=Octatriacontylic+acid&pg=PA257. Retrieved 22 March 2025.
- ↑ Oliveira, Gislane Lelis Vilela de; Fasano, Alessio; Taneja, Veena; Cardoso, Cristina Ribeiro De Barros (29 September 2021) (in en). Intestinal Dysbiosis in Inflammatory Diseases. Frontiers Media SA. p. 247. ISBN 978-2-88971-405-6. https://books.google.com/books?id=LY1FEAAAQBAJ&dq=Octatriacontylic+acid&pg=PA247. Retrieved 22 March 2025.
- ↑ "COMPOSITIONS, METHODS AND USES FOR FREE FATTY ACID SCREENING OF CELLS AT SCALE". Broad Institute. p. 21. https://www.broadinstitute.org/files/patents/BI-10569__WO2021050521A1.pdf.
- ↑ "NCATS Inxight Drugs — OCTATRIACONTANOIC ACID" (in en). drugs.ncats.io. https://drugs.ncats.io/drug/8TO92941ES.
- ↑ (in en) The Journal of Experimental Biology. Company of Biologists Limited. 1952. p. 39. https://books.google.com/books?id=Bqwt1gD5jGcC&q=Tetracontanoic+acid. Retrieved 23 March 2025.
- ↑ 6.0 6.1 6.2 "Buy Octatriacontanoic acid | 68947-62-6 | BenchChem". benchchem.com. https://www.benchchem.com/es/product/b3056096.
External links
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