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Chloramphenicol

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Identification
Molecular formula
C11H12Cl2N2O5
CAS number
56-75-7
IUPAC name
N-[[2-chloro-1-(chloromethyl)ethylidene]amino]-2-phenyl-acetamide
State
State

At room temperature, Chloramphenicol is typically found in a solid state. It is stable under ordinary conditions of use and storage.

Melting point (Celsius)
150.00
Melting point (Kelvin)
423.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
323.13g/mol
Molar mass
323.1330g/mol
Density
1.3000g/cm3
Appearence

Chloramphenicol appears as a white to grayish-white crystalline powder or fine crystals. It is odorless and has a bitter taste. It is slightly soluble in water, freely soluble in alcohol, and soluble in acetone, chloroform, and methylene chloride.

Comment on solubility

Solubility of N-[[2-chloro-1-(chloromethyl)ethylidene]amino]-2-phenyl-acetamide

N-[[2-chloro-1-(chloromethyl)ethylidene]amino]-2-phenyl-acetamide is a compound whose solubility characteristics can be quite intriguing. Solubility is crucial for understanding how a compound behaves in various environments. In the case of this compound, several factors play a significant role:

  • Polarity: The presence of polar functional groups may enhance the solubility of this compound in polar solvents such as water. However, the large phenyl group could hinder complete solubility due to its hydrophobic nature.
  • Temperature: Like many organic compounds, solubility can increase with temperature. Therefore, heating a solution may promote better dissolution.
  • Solvent Selection: Choosing the appropriate solvent is essential because solubility is often solvent-specific. This compound may be more soluble in organic solvents such as ethanol or dimethyl sulfoxide (DMSO) compared to water.
  • pH Levels: The solubility of amides can also be influenced by the pH of the solution, as protonation of the amino group in acidic conditions may increase its solubility.

In summary, while this compound may exhibit some level of solubility in polar solvents, the degree of solubility can vary significantly depending on the factors mentioned. As the saying goes, "Like dissolves like," meaning that understanding the chemical nature of the solvent is crucial in predicting solubility outcomes.

Interesting facts

Interesting Facts about N-[[2-chloro-1-(chloromethyl)ethylidene]amino]-2-phenyl-acetamide

This compound, with a rather complex structure, offers a fascinating glimpse into organic chemistry and its applications. Here are some key points that highlight its significance:

  • Biological Activity: Compounds like N-[[2-chloro-1-(chloromethyl)ethylidene]amino]-2-phenyl-acetamide are often investigated for their potential biological activities. Researchers explore such compounds for their roles in drug development, particularly in fields like oncology and infectious diseases.
  • Synthetic Utility: The synthesis of this compound involves several steps, showcasing the intricacies of synthetic organic chemistry. The presence of chlorine atoms often leads to unique reactivity, making it useful in further chemical conversions or as a building block in more complex molecules.
  • Structure-Activity Relationship (SAR): Studying this compound enhances understanding of the SAR concept, which is key in medicinal chemistry. By altering the structure, scientists can predict and improve biological activity, optimizing the compound for specific therapeutic targets.
  • Chlorine Atoms: The inclusion of chlorine in its structure can induce significant changes in stability and reactivity compared to its non-chlorinated analogs. Cl-containing compounds are often known for their lipophilicity, influencing how they interact with biological membranes.
  • Potential for Drug Resistance Research: Given its structure, this compound may be of interest in studies focused on drug resistance mechanisms, particularly in microbial infections where modifications in structure could lead to altered interaction with drug targets.

In conclusion, N-[[2-chloro-1-(chloromethyl)ethylidene]amino]-2-phenyl-acetamide exemplifies the rich tapestry of organic compounds that chemists work with. Each compound tells a story of its origin, potential uses, and the endless possibilities that arise from understanding its chemistry.

Synonyms
7696-87-9
NSC 91449
BRN 2583069
ACETIC ACID, PHENYL-, (2-CHLORO-1-(CHLOROMETHYL)ETHYLIDENE)HYDRAZIDE
Acetic acid, phenyl-, (1,3-dichloroisopropylidene)hydrazide
DTXSID50227745
Phenylacetic acid (p-chloro-1-(chloromethyl)ethylidene) hydrazide
Phenylacetic acid [p-chloro-1-(chloromethyl)ethylidene] hydrazide
DTXCID00150236
5MLZ7RT3MR
NSC-91449
N-(1,3-dichloropropan-2-ylideneamino)-2-phenylacetamide
UNII-5MLZ7RT3MR
N'-[2-Chloro-1-(chloromethyl)ethylidene]-2-phenylacetohydrazide
NSC91449
Acetic acid, (1,3-dichloroisopropylidene)hydrazide
Acetic acid, [2-chloro-1-(chloromethyl)ethylidene]hydrazide
Benzeneacetic acid, 2-[2-chloro-1-(chloromethyl)ethylidene]hydrazide