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Nitrogen mustard N-oxide (chlorambucil)

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Identification
Molecular formula
C9H10Cl2N2O5
CAS number
107-09-5
IUPAC name
bis(2-chloroethyl)-methyl-ammonium;2,4,6-trinitrophenolate
State
State

The compound is typically in a solid state at room temperature. It is a stable compound under normal environmental and storage conditions but should be handled with care due to its chemical properties.

Melting point (Celsius)
70.00
Melting point (Kelvin)
343.20
Boiling point (Celsius)
176.10
Boiling point (Kelvin)
449.20
General information
Molecular weight
204.57g/mol
Molar mass
204.5690g/mol
Density
1.6300g/cm3
Appearence

The compound typically appears as a colorless or faintly yellow crystal or powder. It possesses a crystalline and granular structure which may vary in size depending on the sample.

Comment on solubility

Solubility of bis(2-chloroethyl)-methyl-ammonium; 2,4,6-trinitrophenolate

The solubility of bis(2-chloroethyl)-methyl-ammonium; 2,4,6-trinitrophenolate exhibits some intriguing characteristics due to its unique structure. The varying functional groups influence its affinity for different solvents.

Factors Influencing Solubility

  • Polarity: The presence of polar groups, such as the ammonium and nitrophenolate moieties, contributes to potential solubility in polar solvents, particularly water.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds can enhance solubility in polar solvents by stabilizing the solute in solution.
  • Alkyl Groups: The two chloroethyl groups introduce hydrophobic characteristics, which may limit solubility in strictly polar environments.

Thus, solubility is likely to be:

  • Moderate in water, due to the opposing influences of polar and nonpolar characteristics.
  • Higher in organic solvents, particularly those with some polar character.

As a result, predicting the precise solubility requires consideration of the solvent environment. In general, one might expect “the solubility to balance between polar solvents and organic compounds, straddling both worlds depending on conditions.”

Overall, understanding the solubility of this compound is essential for its application in various chemical processes and formulations.

Interesting facts

Interesting Facts about bis(2-chloroethyl)-methyl-ammonium; 2,4,6-trinitrophenolate

Bis(2-chloroethyl)-methyl-ammonium; 2,4,6-trinitrophenolate, commonly known as a form of methylbenzene ammonium salt, is a fascinating compound with a rich history and various applications in chemistry and industry. Here are some compelling points to consider:

  • Historical Significance: This compound is notable for its connection to the development of chemical warfare agents during the World Wars. The trinitrophenol component is closely related to TNT, which is infamous for its explosive properties.
  • Antitumor Activity: Research has revealed that derivatives of bis(2-chloroethyl)-methyl-ammonium exhibit potential in anticancer therapies. The compound’s ability to modify cellular functions can be harnessed to target specific cancer cells.
  • Mechanism of Action: The action mechanism often involves alkylation of DNA, leading to disruptions in replication and transcription processes. This makes it a candidate for chemotherapeutic compounds.
  • Solubility Variability: Its solubility can vary widely based on the nature of the solvent used, making it crucial for scientists to carefully choose conditions for experiments or applications.
  • Environmental Impact: As with many chemical compounds derived from nitroaromatic chemicals, there are important considerations regarding the environmental impact and toxicity that require careful management.

In conclusion, bis(2-chloroethyl)-methyl-ammonium; 2,4,6-trinitrophenolate represents a unique intersection of chemistry, providing opportunities in both medicinal and industrial applications, while also reminding us of the responsibilities associated with such powerful compounds.

Synonyms
Methyl-di-(beta-chloroethyl)ammonium picrate
DIETHYLAMINE, 2,2'-DICHLORO-N-METHYL-, PICRATE
Ammonium, methyl-di-(beta-chloroethyl)-, picrate
2475-58-3
DTXSID70179474
DTXCID00101965