Eicosanoic acid

• CAS: 506-30-9
• Catalog Number: ACM506309-3
• Category: Main Products; Fatty Acids and Ester Homologs
• Molecular Weight: 312.53
• Molecular Formula: C20H40O2
• Description: Liquid; OtherSolid;Solid
• Synonyms: Arachidic acid
• IUPAC Name: icosanoic acid
• Canonical SMILES: CCCCCCCCCCCCCCCCCCCC(=O)O
• InChI: InChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22)
• InChI Key: VKOBVWXKNCXXDE-UHFFFAOYSA-N
• Boiling Point: 328.0 °C
• Melting Point: 74-76 °C (lit.)
• Flash Point: 110 °C
• Appearance: Solid
• Application: Eicosanoic acid serves a diverse range of industrial and commercial purposes, leveraging its distinct chemical properties and surfactant-like characteristics. Primarily derived from groundnut oil, this compound is a minor yet widespread component in the fats of certain edible vegetable oils. Eicosanoic acid appears as shiny, white crystalline leaflets and is soluble in ether but only slightly soluble in water. It plays a crucial role in organic synthesis and the production of lubricating greases, waxes, plastics, and arachidyl alcohol. This fatty acid is extensively used in the manufacture of pharmaceuticals, soaps, cosmetics, and food packaging owing to its ability to disperse and stabilize monolayers. Additionally, eicosanoic acid finds applications in creating organic thin films for liquid crystals, thereby supporting a variety of technical applications. It also participates in chemical reactions typical of fatty acids, such as forming salts with sodium bicarbonate and esters with alcohols, showcasing its versatility and utility.
• Storage: Freezer
• CNo Chain: C20:0
• Complexity: 226
• Compound Derivative: Acid
• Covalently-Bonded Unit Count: 1
• EC Number: 208-031-3
• Exact Mass: 312.302831g/mol
• Fatty Acid: Eicosanoic; (Arachidic)
• Formal Charge: 0
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Heavy Atom Count: 22
• LogP: 9.29 (LogP);9.29
• Monoisotopic Mass: 312.302831g/mol
• NSC Number: 93983
• Physical State: Solid
• Rotatable Bond Count: 18
• UNII: PQB8MJD4RB
• Vapor Pressure: 1.81e-09 mmHg
• XLogP3: 8.5

Case Study

Eicosanoic Acid for Surface-Enhanced Infrared Absorption Spectroscopy Applications

Ujihara M, et al. Journal of the Taiwan Institute of Chemical Engineers, 2014, 45(6), 3085-3089.

Eicosanoic acid has demonstrated significant potential in surface-enhanced infrared absorption spectroscopy (SEIRAS) when anchored onto citrate-protected confeito-like gold nanoparticles (AuNPs) on a CaF₂ substrate. The study revealed that the absorption bands of the alkyl chain in eicosanoic acid were enhanced approximately 200-fold compared to the control, indicating a strong plasmonic effect. The enhancement diminished upon removal of excess citrate from the AuNPs, confirming the role of citrate in anchoring eicosanoic acid and promoting molecular ordering. This improved molecular arrangement on citrate-coated AuNPs suggests that eicosanoic acid can serve as a model organic layer for SEIRAS-based ultrasensitive assays. The findings highlight the utility of eicosanoic acid in advancing plasmonic sensing technologies, providing a straightforward method for fabricating highly sensitive detection platforms.

Custom Q&A

What is the molecular formula of Eicosanoic acid?

The molecular formula of Eicosanoic acid is C20H40O2.

What are some synonyms for Eicosanoic acid?

Some synonyms for Eicosanoic acid include Arachidic acid, Icosanoic acid, and EICOSANOIC ACID.

What is the molecular weight of Eicosanoic acid?

The molecular weight of Eicosanoic acid is 312.5 g/mol.

What is the IUPAC name of Eicosanoic acid?

The IUPAC name of Eicosanoic acid is icosanoic acid.

How is the InChIKey of Eicosanoic acid computed?

The InChIKey of Eicosanoic acid is computed by InChI 1.0.6.

What is the Canonical SMILES representation of Eicosanoic acid?

The Canonical SMILES representation of Eicosanoic acid is CCCCCCCCCCCCCCCCCCCC(=O)O.

What is the CAS number of Eicosanoic acid?

The CAS number of Eicosanoic acid is 506-30-9.

What is the XLogP3 value of Eicosanoic acid?

The XLogP3 value of Eicosanoic acid is 8.5.

How many hydrogen bond donor counts does Eicosanoic acid have?

Eicosanoic acid has 1 hydrogen bond donor count.

How many rotatable bond counts does Eicosanoic acid have?

Eicosanoic acid has 18 rotatable bond counts.

Synthetic Use

Downstream Synthesis Route 1

• 67-56-1
• 506-30-9

• 1120-28-1

Reference: [1]Synthetic Communications,2012,vol. 42,p. 2299 - 2308

Downstream Synthesis Route 2

• 64-17-5
• 506-30-9

• 18281-05-5

Reference: [1]Journal of the Chemical Society,1925,vol. 127,p. 71
[2]Journal of Biological Chemistry,1924,vol. 59,p. 921
[3]Journal of the Indian Chemical Society,1981,vol. 58,p. 895 - 897

Downstream Synthesis Route 3

• 4704-94-3
• 506-30-9

• 103650-86-8

Reference: [1]Chemische Berichte,1955,vol. 88,p. 1511,1516,1518

* For details of the synthesis route, please refer to the original source to ensure accuracy.