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Hexadecylphosphocholine

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Identification
Molecular formula
C21H46NO4P
CAS number
58066-85-6
IUPAC name
2-[(3-hexadecoxy-2-methoxy-propoxy)-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium
State
State

At room temperature, hexadecylphosphocholine exists as a solid. It is stable under normal conditions and should be kept in a dry environment to maintain its crystalline structure. It generally does not evaporate under normal conditions.

Melting point (Celsius)
95.00
Melting point (Kelvin)
368.00
Boiling point (Celsius)
320.00
Boiling point (Kelvin)
593.00
General information
Molecular weight
406.66g/mol
Molar mass
406.6640g/mol
Density
0.8800g/cm3
Appearence

Hexadecylphosphocholine is a white crystalline powder. It is visually characterized by its fine, powdery texture.

Comment on solubility

Solubility of 2-[(3-hexadecoxy-2-methoxy-propoxy)-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium

The solubility of the compound 2-[(3-hexadecoxy-2-methoxy-propoxy)-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium, with the chemical formula C21H46NO4P, is influenced by its unique structure and functional groups.

Here are some key points regarding its solubility:

  • Ammonium Group: The presence of the trimethyl-ammonium group typically enhances water solubility due to its positive charge, which can interact favorably with water molecules.
  • Hydrophobic Chain: The long hexadecoxy chain contributes to hydrophobicity, which may decrease overall solubility in polar solvents. This can create a balance between hydrophilic and hydrophobic interactions.
  • Solvent Dependency: Solubility may be significantly affected by the solvent used. The compound may dissolve well in organic solvents while having limited solubility in pure water.
  • Temperature Sensitivity: Increased temperature might improve solubility in certain solvents due to increased molecular motion, which could disrupt intermolecular interactions.

In summary, the solubility of 2-[(3-hexadecoxy-2-methoxy-propoxy)-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium can be described as a delicate balance between its hydrophilic ammonium functionality and the hydrophobic characteristics of its long alkyl chain.

Interesting facts

Interesting Facts about 2-[(3-hexadecoxy-2-methoxy-propoxy)-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium

This fascinating compound features a unique combination of functional groups that makes it a valuable subject of study in both organic and medicinal chemistry. Here are some noteworthy points about this compound:

  • Amphiphilic Nature: The structure of this compound includes hydrophobic hydrocarbon chains, along with hydrophilic phosphate groups, contributing to its amphiphilic properties. This means it can interact with both water and lipids, which is crucial for formulations in membrane science and drug delivery.
  • Potential Applications: The trimethylammonium moiety may enhance the molecule’s ability to cross biological membranes, making it an interesting candidate in pharmacology for drug design and delivery systems. Researchers are exploring its capacity to act as an efficient carrier for therapeutic agents.
  • Surface Activity: Due to the presence of long alkyl chains, this compound may exhibit surfactant properties, potentially useful in emulsion formation and stabilization in various industrial processes, including cosmetics and pharmaceuticals.
  • Synthetic Challenges: The synthesis of this molecule is likely complex and might involve multiple steps. Each step requires careful control of conditions to ensure the desired functional groups are attached correctly, emphasizing the importance of precision in synthetic organic chemistry.
  • Research Potential: Scientists continue to investigate the biochemical interactions involving this compound. Its unique structure raises questions about its potential biological function and efficacy, making it a rich field for future research.

In summary, the compound 2-[(3-hexadecoxy-2-methoxy-propoxy)-hydroxy-phosphoryl]oxyethyl-trimethyl-ammonium not only fascinates chemists with its intricate design but also shows promise in practical applications. As research progresses, it may lead to innovative solutions in drug delivery and materials science.

Synonyms
85405-05-6
1-O-Hexadecyl-2-O-methyl-rac-glycero-3-phosphocholine
2-O-Methyl PAF
2-[(3-hexadecoxy-2-methoxypropoxy)-hydroxyphosphoryl]oxyethyl-trimethylazanium
CBiol_001797
BSPBio_001375
KBioGR_000095
KBioSS_000095
SCHEMBL8257173
1-O-Palmitoyl-2-O-methyl-sn-glycero-3-phosphorylcholine
KBio2_000095
KBio2_002663
KBio2_005231
KBio3_000189
KBio3_000190
Bio1_000083
Bio1_000572
Bio1_001061
Bio2_000095
Bio2_000575
IDI1_033845
1-O-Palmityl-2-O-methyl-rac-glycero-3-phosphocholine