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Squalane

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Identification
Molecular formula
C30H62
CAS number
111-01-3
IUPAC name
2-[6-[[2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]-5-methyl-tetrahydrofuran-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyl-tetrahydropyran-2-yl]propanoic acid
State
State

At room temperature, squalane is a liquid. It is particularly known for being non-volatile with a long shelf-life, due to its saturated carbon structure. The stability of the liquid state at a wide range of temperatures makes it suitable for various cosmetic and industrial applications.

Melting point (Celsius)
-38.00
Melting point (Kelvin)
235.15
Boiling point (Celsius)
422.00
Boiling point (Kelvin)
695.15
General information
Molecular weight
422.81g/mol
Molar mass
422.8080g/mol
Density
0.8130g/cm3
Appearence

Squalane is a colorless and odorless liquid. It is known for its high spreading capability, which allows it to leave a silky finish on the skin, making it a popular choice in cosmetics. It is stable, non-greasy, and doesn’t oxidize easily, which contributes to its popularity in formulation of skincare products.

Comment on solubility

Solubility of 2-[6-[[2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]-5-methyl-tetrahydrofuran-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyl-tetrahydropyran-2-yl]propanoic acid

Understanding the solubility of complex compounds like C30H62 can be quite intricate due to their large molecular size and varied functional groups. Solubility is influenced by several key factors such as polarity, the presence of functional groups, and overall molecular structure. Here are some important considerations:

  • Polarity: Hydroxyl (-OH) groups present in the molecule can enhance solubility in polar solvents, particularly water.
  • Hydrophobic regions: The large hydrophobic segments formed by the tetrahydrofuran and tetrahydropyran components may limit solubility in polar solvents.
  • Interactions: Hydrogen bonding capabilities facilitated by hydroxyl groups may promote solubility in protic solvents.
  • Size matters: The overall molecular weight and size can create steric hindrance, affecting how easily the compound interacts with solvent molecules.

Overall, while the presence of multiple hydroxyl groups may suggest potential for solubility, the sheer size and hydrophobic characteristics of this compound indicate that it may exhibit limited solubility in water and other polar solvents. As stated by solubility principles, “like dissolves like,” meaning this compound may be more soluble in non-polar or less polar solvents.

Interesting facts

Interesting Facts About 2-[6-[[2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]-5-methyl-tetrahydrofuran-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyl-tetrahydropyran-2-yl]propanoic acid

This compound is a fascinating example of the complexity and beauty found in organic chemistry. Below are some interesting points about it:

  • Structural Diversity: This compound has a very intricate structure featuring multiple stereocenters and functional groups, making it an instance of significant stereochemical diversity.
  • Natural Occurrence: Some derivatives of complex compounds similar to this one are often found in natural products, particularly in various plant species and medicinal herbs, showcasing nature's ingenuity in designing bioactive molecules.
  • Potential Applications: Due to its structural characteristics, this compound may possess interesting biological activities. Researchers are keen on exploring its potential applications in pharmaceuticals, particularly in drug design.
  • Synthetic Challenges: The synthesis of such intricate molecules poses numerous challenges to chemists, requiring innovative strategies and methods to construct the various rings and functional groups present in the compound.
  • Inspiring Research: The study of complex molecules like this one can inspire new classes of compounds with potentially enhanced properties and activities, leading to advancements in medicinal chemistry.

In summary, 2-[6-[[2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-tetrahydropyran-2-yl]-3-methyl-tetrahydrofuran-2-yl]-5-methyl-tetrahydrofuran-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyl-tetrahydropyran-2-yl]propanoic acid exemplifies the intricate nature of organic compounds, combined with immense potential in practical applications. It highlights the ongoing journey of scientists to understand and leverage these molecules for the betterment of humanity.

Synonyms
Nigericin, sodium salt (1:1)
NSC292567
Neuro_000147
SCHEMBL8254774
CHEMBL2005417
DTXSID70860416
BCP13661
AKOS037645262
AN34907
AS-59318
Azalomycin M;Helexin C;Polyetherin A;Antibiotic K178
Nigericin sodium salt (from Streptomyces hygroscopicus)
2-[6-[[2-[5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]-5-methyloxolan-2-yl]-7-methoxy-2,4,6-trimethyl-1,10-dioxaspiro[4.5]decan-9-yl]methyl]-3-methyloxan-2-yl]propanoic acid
2-{6-[(2-{5'-[6-Hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-2,3'-dimethyl[2,2'-bioxolan]-5-yl}-9-methoxy-2,4,10-trimethyl-1,6-dioxaspiro[4.5]decan-7-yl)methyl]-3-methyloxan-2-yl}propanoic acid