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Chloramphenicol palmitate

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Identification
Molecular formula
C27H42Cl2N2O6
CAS number
530-43-8
IUPAC name
[2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] hexadecanoate
State
State

At room temperature, chloramphenicol palmitate is a solid. It is used primarily in the form of its ester to improve the palatability and bioavailability of the antibiotic chloramphenicol.

Melting point (Celsius)
91.00
Melting point (Kelvin)
364.00
Boiling point (Celsius)
166.00
Boiling point (Kelvin)
439.00
General information
Molecular weight
561.48g/mol
Molar mass
561.4770g/mol
Density
1.3000g/cm3
Appearence

Chloramphenicol palmitate typically appears as a white or slightly yellow, crystalline powder. It is practically insoluble in water but freely soluble in alcohol.

Comment on solubility

Solubility of [2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] hexadecanoate

The solubility of the compound [2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] hexadecanoate can be influenced by various factors due to its complex structure. Understanding its solubility characteristics is crucial for applications in various fields. Here are some key points:

  • Polarity: The presence of polar functional groups, such as amino and hydroxy groups, suggests that the compound may have some degree of solubility in polar solvents.
  • Hydrophobicity: The hexadecanoate tail contributes significant hydrophobic characteristics, likely resulting in lower solubility in water but potentially better solubility in organic solvents.
  • pH Sensitivity: Changes in pH can affect the ionization of the amino group, thereby altering solubility behavior in aqueous solutions.
  • Solvent Compatibility: This compound may exhibit variability in solubility across different solvents such as ethanol or methanol, which should be considered during experiments.

In summary, while the solubility of [2-[(2,2-dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl] hexadecanoate may not be straightforward, it demonstrates the intriguing interplay between hydrophilic and hydrophobic properties that governs its behavior in different environments.

Interesting facts

Interesting Facts about 2-[(2,2-Dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl Hexadecanoate

This compound represents an intriguing blend of structural complexity and potential applications, particularly in the realm of pharmaceutical chemistry. Its design showcases a functional group arrangement that often leads to interesting biological activity, making it a point of focus for many researchers.

  • Dual Functionality: The presence of the 2,2-dichloroacetyl and 4-nitrophenyl moieties in the molecular structure hints at potential uses as a drug or as a biochemical probe.
  • Research Interest: Scientists are particularly interested in compounds like this due to their potential for acting as enzyme inhibitors or intermediates in synthetic pathways for more complex biomolecules.
  • Environmental Applications: The chemical structure suggests applicability in developing agrochemicals that may serve as herbicides or insecticides, thanks to the robust nature of the long-chain fatty acid component.
  • Bioactivity Exploration: Molecules with similar structures have been studied for their antioxidant and anti-inflammatory properties, indicating that this compound might exhibit promising pharmacological effects.
  • Synthesis Complexity: The synthesis of such a compound usually involves multiple steps and careful control of reaction conditions, providing valuable learning experiences for chemistry students.

In summary, the unique combination of features in this compound opens up a world of possibilities for investigation in medicinal chemistry, materials science, and synthetic organic chemistry. As we continue to explore such complex structures, it is essential to consider not only their chemical properties but also their practical applications in advancing technological and health-related outcomes.

Synonyms
2-[(dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl hexadecanoate
SMR003493464
MLS004754519
MLS006011476
2-[(Dichloroacetyl)amino]-3-hydroxy-3-(4-nitrophenyl)propyl palmitate
CHEMBL1590964
STK177342
AKOS001700800
AKOS022080858
NCGC00159489-02
NCGC00159489-03
DB-052240
2-(2,2-DICHLOROACETAMIDO)-3-HYDROXY-3-(4-NITROPHENYL)PROPYL HEXADECANOATE