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Ricinoleic acid

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Identification
Molecular formula
C18H34O3
CAS number
141-22-0
IUPAC name
12-hydroxyoctadec-9-enoic acid
State
State

At room temperature, ricinoleic acid is a liquid. It is not a solid nor a true oil, due to its relatively high hydroxyl content, which lends it some unique properties compared to other fatty acids that are solid under the same conditions.

Melting point (Celsius)
5.00
Melting point (Kelvin)
278.15
Boiling point (Celsius)
245.00
Boiling point (Kelvin)
518.15
General information
Molecular weight
298.46g/mol
Molar mass
298.4620g/mol
Density
0.9406g/cm3
Appearence

Ricinoleic acid is a viscous liquid at room temperature. It is usually colorless or pale yellow in appearance, with a distinct but mild odor. The liquid is thick and sticky, which is characteristic for fatty acids with long carbon chains and hydroxyl functional groups.

Comment on solubility

Solubility of 12-Hydroxyoctadec-9-enoic Acid

12-Hydroxyoctadec-9-enoic acid, also known as hydroxystearic acid, is a fascinating compound when it comes to solubility. Its behavior in various solvents is influenced by several factors, including its molecular structure and the presence of functional groups. Here are some key points regarding its solubility:

  • Polar Nature: The hydroxyl (-OH) group in its structure enhances its solubility in polar solvents, such as water, due to hydrogen bonding.
  • Nonpolar Solvents: Conversely, due to its long hydrocarbon tail, it exhibits significant solubility in nonpolar solvents, such as hexane or benzene.
  • Amphiphilic Behavior: Its dual nature, being both hydrophilic and hydrophobic, allows it to act effectively as a surfactant, bridging the gap between aqueous and lipid phases.
  • Influence of Temperature: Generally, increasing temperature can enhance its solubility in both polar and nonpolar solvents, although the extent varies.

In summary, the solubility of 12-hydroxyoctadec-9-enoic acid is both intriguing and complex. It demonstrates a unique interplay between hydrophilic and hydrophobic characteristics, making it useful in various applications, from cosmetics to pharmaceuticals. As one expert noted, "Its versatile solubility profiles open doors to innovative formulations." Understanding these solubility dynamics is crucial for its effective use and application.

Interesting facts

Interesting Facts about 12-Hydroxyoctadec-9-enoic Acid

12-Hydroxyoctadec-9-enoic acid, commonly known as ricinoleic acid, is a fascinating compound that carries a rich history and a variety of applications across multiple industries. Here are some noteworthy points about this unique fatty acid:

  • Natural Origin: This compound is primarily derived from castor oil, which is extracted from the seeds of the castor bean plant (Ricinus communis). The oil is known for its lubricating properties and has been used for centuries in traditional medicine.
  • Chemical Structure: With a long carbon chain and a hydroxyl group, this fatty acid is classified as a monounsaturated fatty acid. Its structure contributes to both its physical properties and its functional roles in nature.
  • Industrial Uses: 12-Hydroxyoctadec-9-enoic acid is used in various applications, including:
    • Production of biodiesel - serving as an alternative energy source.
    • Cosmetics - often employed for its moisturizing properties in lotions and creams.
    • Lubricants - utilized in the formulation of various industrial lubricants.
  • Biological Role: This fatty acid exhibits unique biological properties such as anti-inflammatory and analgesic effects, which are attributed to its structure. Research into these effects continues to expand the potential of ricinoleic acid in therapeutic applications.
  • Ecological Consideration: While castor oil plants are valued for their oil, the seeds contain ricin, a highly toxic compound. Therefore, handling castor beans requires caution to avoid toxic exposure.

As a compound that intersects health, industry, and environmental science, 12-hydroxyoctadec-9-enoic acid underscores the intricate connections between natural products and technological advancements. Its exploration in modern chemistry continues to unveil its potential across diverse fields.

Synonyms
12-hydroxyoctadec-9-enoic acid
DTXSID20859274
7431-95-0
12-Hydroxy-9-octadecenoic acid
9-Octadecenoic acid, 12-hydroxy-, (9Z,12R)-
MEGxp0_002003
12-hydroxyl-9-octadecenoic acid
ACon1_000440
DTXCID60809697
WBHHMMIMDMUBKC-UHFFFAOYSA-N
RICINELAIDIC ACID FREE ACID
AAA54012
SB44559
DB-063367
NS00126227