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Chlorambucil

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Identification
Molecular formula
C14H19Cl3N2
CAS number
305-03-3
IUPAC name
2-chloro-N-(2-chloroethyl)-N-[(2-chlorophenyl)methyl]ethanamine
State
State

At room temperature, chlorambucil is a solid.

Melting point (Celsius)
65.00
Melting point (Kelvin)
338.15
Boiling point (Celsius)
309.60
Boiling point (Kelvin)
582.75
General information
Molecular weight
304.68g/mol
Molar mass
304.6800g/mol
Density
1.3000g/cm3
Appearence

Chlorambucil appears as an off-white to yellowish powder. It is often crystalline in nature and requires careful handling due to its reactive properties.

Comment on solubility

Solubility of 2-chloro-N-(2-chloroethyl)-N-[(2-chlorophenyl)methyl]ethanamine

The solubility of 2-chloro-N-(2-chloroethyl)-N-[(2-chlorophenyl)methyl]ethanamine can be influenced by various factors including its molecular structure and the polarity of the compound. Understanding its solubility is crucial for applications in chemical processes and environmental impact assessments.

Key Factors Affecting Solubility:

  • Molecular Weight: Higher molecular weight compounds often exhibit lower solubility in solvents due to increased van der Waals forces.
  • Polarity: This compound contains several chlorine atoms, which can affect its polarity. Chlorine is highly electronegative, leading to potential dipole interactions.
  • Functional Groups: The presence of amino groups may enhance solubility in polar solvents, while the chloro groups could hinder it in organic solvents.
  • Hydrogen Bonding: The ability of this compound to engage in hydrogen bonding can significantly enhance its solubility in water or other polar solvents.

Solubility data indicates that compounds similar in structure, often exhibit limited solubility in water while showing better solubility in organic solvents such as dichloromethane or ethanol. This is due to their relatively hydrophobic characteristics stemming from the chlorinated aromatic structures.

In summary, while specific experimental data on the solubility of 2-chloro-N-(2-chloroethyl)-N-[(2-chlorophenyl)methyl]ethanamine may not be extensively documented, understanding the interplay of its molecular features provides an insightful basis for predicting its behavior in various solvents. As with many chemical compounds, "the solvent makes the difference"—a familiar adage in chemistry that underscores the importance of solvent choice in assessing solubility.

Interesting facts

Interesting Facts about 2-chloro-N-(2-chloroethyl)-N-[(2-chlorophenyl)methyl]ethanamine

2-chloro-N-(2-chloroethyl)-N-[(2-chlorophenyl)methyl]ethanamine, often referred to as a chlorinated amine compound, holds significant interest in various fields, particularly in medicinal chemistry and pharmaceuticals.

Key Highlights:

  • Pharmacological Relevance: This compound has been explored for its potential role in therapeutic applications, especially in treating certain types of cancers due to its mechanism of action involving cell cycle interference.
  • Structure Activity Relationship (SAR): Its unique chlorinated structure allows scientists to study how modifications can enhance efficacy or reduce toxicity, showcasing the importance of chemical structure in drug design.
  • Mechanism of Action: Investigations indicate that the compound may behave as an alkylating agent, targeting DNA and ultimately leading to apoptosis in malignant cells.
  • Environmental Impact: As a chlorinated compound, it raises concerns regarding environmental persistence and bioaccumulation, stimulating studies into safer disposal methods and its ecological footprint.

Moreover, compounds like this one are crucial in the ongoing quest for new medications to combat resistant strains of diseases. As stated by many researchers in the field, “Understanding the chemistry behind these compounds paves the way for innovative therapeutic solutions.”

In addition to its medicinal qualities, the synthesis of 2-chloro-N-(2-chloroethyl)-N-[(2-chlorophenyl)methyl]ethanamine also serves as a valuable exercise in organic chemistry, illustrating key principles like substitution reactions and reaction mechanism elucidation. As science continues to evolve, such compounds exemplify the delicate balance of innovation and caution necessary in modern drug development.

Synonyms
o-Chloro-dcba
2361-61-7
o-Chloro-bis(2-chloroethyl)benzylamine
N,N-Bis(2-chloroethyl)-o-chlorobenzylamine
BG6XAW4J3Q
2-Chloro-N,N-bis(2-chloroethyl)benzenemethanamine
Benzenemethanamine, 2-chloro-N,N-bis(2-chloroethyl)-
BENZYLAMINE, N,N-BIS(2-CHLOROETHYL)-o-CHLORO-
NSC-108705
NSC 108705
BRN 2838711
o-Chloro-di-(2-chloroethyl)-benzylamine
NSC108705
UNII-BG6XAW4J3Q
DTXSID20178275
Benzenemethanamine, 2-chloro-N,N-bis(2-chloroethyl)- (9CI)
Benzenemethanamine,N-bis(2-chloroethyl)-
DS-010152
Benzenemethanamine,2-chloro-n,n-bis(2-chloroethyl)-
CHLORO-N,N-BIS(2-CHLOROETHYL)BENZENEMETHANAMINE, 2-