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Chloramphenicol

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Identification
Molecular formula
C11H12ClNO3
CAS number
56-75-7
IUPAC name
2-[4-[2-[(4-lambda3-chloranylidenecyclohexa-2,5-diene-1-carbonyl)amino]ethyl]phenoxy]-2-methyl-propanoic acid
State
State

At room temperature, chloramphenicol exists as a solid crystalline powder.

Melting point (Celsius)
149.90
Melting point (Kelvin)
423.10
Boiling point (Celsius)
828.00
Boiling point (Kelvin)
1 101.00
General information
Molecular weight
323.13g/mol
Molar mass
323.1300g/mol
Density
1.3000g/cm3
Appearence

Chloramphenicol appears as a white to greyish-white crystalline powder. It is typically odorless and has a slightly bitter taste. It is not very soluble in water but more soluble in ethanol and acetone.

Comment on solubility

Solubility of 2-[4-[2-[(4-lambda3-chloranylidenecyclohexa-2,5-diene-1-carbonyl)amino]ethyl]phenoxy]-2-methyl-propanoic acid (C11H12ClNO3)

The solubility of the compound 2-[4-[2-[(4-lambda3-chloranylidenecyclohexa-2,5-diene-1-carbonyl)amino]ethyl]phenoxy]-2-methyl-propanoic acid is influenced by its unique chemical structure and the presence of functional groups. Here are some key points regarding its solubility:

  • Polarity: The presence of polar functional groups, such as the carboxylic acid group (-COOH) and amino group (-NH2), typically enhances water solubility.
  • Hydrophobic Regions: The chlorinated aromatic moiety may introduce some hydrophobic character, potentially limiting solubility in polar solvents.
  • Solvent Interaction: Solubility is highly dependent on the solvent used; for example, it may dissolve more readily in organic solvents compared to aqueous mediums.
  • pH Sensitivity: The solubility of the acidic form may vary with pH, where an increase in pH could enhance deprotonation, fostering better solubility in water.

In practice, the compound may exhibit limited solubility in water but improved solubility in organic solvents due to the interplay of its structural components. Furthermore, studying its solubility can provide insights into its potential applications and interactions within biological systems. Understanding the solubility behavior is crucial for manipulating its effectiveness in pharmaceutical applications and other fields.

Interesting facts

Exploring 2-[4-[2-[(4-λ3-chloranylidenecyclohexa-2,5-diene-1-carbonyl)amino]ethyl]phenoxy]-2-methyl-propanoic acid

This intriguing compound is a fascinating example of the complexity that can be found in organic chemistry. As a derivative of propanoic acid, it possesses not only a carboxylic acid functional group but also a structure that incorporates a unique chloranylidenecyclohexadiene moiety. Here are some captivating insights:

  • Multi-functional potential: The presence of both an amino group and a carboxylic acid indicates that this compound has potential for extensive reactivity, making it valuable in synthetic chemistry.
  • Bioactive prospects: Compounds with similar structures have often been investigated for biological activity. This opens avenues in medicinal chemistry for developing new pharmaceuticals.
  • Chlorine's role: The inclusion of chlorine in the structure may impart unique properties, such as enhanced lipophilicity and biological activity, which are commonly observed in chlorinated organic compounds.
  • Structural complexity: The cyclic structure within this compound not only provides stability but also affects the compound's reactivity and interaction with biological systems.

As chemists continue to explore new compounds and their properties, the unique architecture of 2-[4-[2-[(4-λ3-chloranylidenecyclohexa-2,5-diene-1-carbonyl)amino]ethyl]phenoxy]-2-methyl-propanoic acid reminds us of the intricate tapestry of molecules that exist in our world.

"In every compound, there lies a story waiting to be discovered." – Anonymous