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Oleyl alcohol

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Identification
Molecular formula
C18H36O
CAS number
143-28-2
IUPAC name
octadec-9-en-1-ol
State
State

At room temperature, oleyl alcohol is typically a liquid.

Melting point (Celsius)
-7.00
Melting point (Kelvin)
266.15
Boiling point (Celsius)
330.00
Boiling point (Kelvin)
603.15
General information
Molecular weight
268.49g/mol
Molar mass
268.4930g/mol
Density
0.8480g/cm3
Appearence

Oleyl alcohol appears as a colorless or pale yellow, viscous oily liquid. It is insoluble in water and has a characteristic mild odor.

Comment on solubility

Solubility of Octadec-9-en-1-ol

Octadec-9-en-1-ol, also known as cis-9-octadecen-1-ol, is a long-chain fatty alcohol with interesting solubility characteristics.

The solubility of this compound can be summarized as follows:

  • Solubility in Water: Octadec-9-en-1-ol is sparingly soluble in water. This limited solubility is primarily due to its long hydrophobic carbon chain, which does not interact favorably with polar water molecules.
  • Solubility in Organic Solvents: However, it exhibits good solubility in a variety of organic solvents, such as:
    • Ether
    • Chloroform
    • Alcohols (e.g., ethanol, methanol)
    • It can also dissolve in hydrocarbons like hexane and octane.
  • Temperature Effects: The solubility may increase with temperature, leading to a higher solubility in both water and organic solvents at elevated temperatures.

As a general observation, the compound's solubility behavior is attributed to its molecular structure, where the hydrophobic alkyl chain influences its affinity for nonpolar environments, while the hydroxyl group promotes hydrogen bonding capabilities in polar solvents.

Understanding the solubility of octadec-9-en-1-ol is crucial for its applications in various fields, including:

  • Pharmaceuticals
  • Cosmetics
  • Biological systems, where lipid solubility is often a key factor.
Interesting facts

Interesting Facts About Octadec-9-en-1-ol

Octadec-9-en-1-ol, also known as 9-octadecen-1-ol or simply oleyl alcohol, is a fascinating compound with a variety of applications in the fields of chemistry and industry. Here are some key insights:

  • Structure: This compound is characterized by its long carbon chain, consisting of 18 carbon atoms and a double bond located at the 9th position. Its structure is a straight-chain fatty alcohol.
  • Production: Octadec-9-en-1-ol can be derived from natural sources, often found in animal and vegetable fats. It is typically produced through the hydrogenation of oleic acid, showcasing the interconnection of various chemical processes.
  • Applications: This versatile alcohol serves multiple purposes:
    • As a surfactant in cosmetics and personal care products, helping to stabilize emulsions and enhance skin feel.
    • In the formulation of lubricants and plasticizers, it contributes to improved performance and efficiency.
    • Used in the production of numerous fine chemicals, underlining its significance in organic synthesis.
  • Biological Significance: Octadec-9-en-1-ol exhibits antimicrobial properties and plays a role in the physiology of various living organisms. It is often investigated for potential health benefits and biological functions.
  • Environmental Impact: With the rising focus on sustainability, research on octadec-9-en-1-ol also delves into its biodegradability, making it a candidate for environmentally friendly formulations.

In summary, octadec-9-en-1-ol is not just a simple alcohol; its structure and properties open doors to numerous scientific inquiries and practical applications. As noted by chemists, “The beauty of organic compounds lies in their diversity and functionality.” This quote rings true as we explore the versatility of octadec-9-en-1-ol in various fields.

Synonyms
Octadec-9-en-1-ol
9-Octadecen-1-ol, (9Z)-
593-47-5
9-Octadecenol
EINECS 209-791-9
(9Z)-9-Octadecen-1-ol, 85%
octadeca9-enol
1-Hydroxyoctadec-9-ene
NCIOpen2_003548
DTXSID30859280
AKOS028109243
Oleyl alcoholUltra pure, non-animal origin
NS00077343