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Methyl 3-[bis(2-chloroethyl)amino]benzoate

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Identification
Molecular formula
C12H15Cl2NO2
CAS number
84540-82-9
IUPAC name
methyl 3-[bis(2-chloroethyl)amino]benzoate
State
State

At room temperature, methyl 3-[bis(2-chloroethyl)amino]benzoate is typically in a liquid state.

Melting point (Celsius)
12.00
Melting point (Kelvin)
285.15
Boiling point (Celsius)
322.50
Boiling point (Kelvin)
595.65
General information
Molecular weight
274.16g/mol
Molar mass
274.1340g/mol
Density
1.3000g/cm3
Appearence

Methyl 3-[bis(2-chloroethyl)amino]benzoate appears as a colorless to pale yellow liquid. It may have a faint characteristic odor indicative of esters and chlorinated hydrocarbons.

Comment on solubility

Solubility of Methyl 3-[bis(2-chloroethyl)amino]benzoate

Methyl 3-[bis(2-chloroethyl)amino]benzoate, a compound known for its complex structure, exhibits varied solubility characteristics that are influenced by its chemical makeup. Understanding its solubility is crucial for practical applications in fields such as pharmaceuticals and chemical synthesis.

Factors Influencing Solubility

The solubility of methyl 3-[bis(2-chloroethyl)amino]benzoate can be affected by several key factors:

  • Polarity: Due to the presence of both hydrophobic (benzene ring) and hydrophilic (amino and ester groups) moieties, the compound exhibits moderate solubility in polar solvents like water.
  • Solvent Type: Solubility increases in organic solvents such as ethanol and acetone compared to water due to similar polarities.
  • Temperature: Elevated temperatures generally enhance the solubility of solid compounds by increasing molecular motion.

General Observations

It is important to note that:

  • Stability: The solubility may vary under different pH conditions, impacting the ionization of amino groups.
  • Concentration: At higher concentrations, precipitation may occur, indicating a limit to its solubilizing capability.

In summary, while methyl 3-[bis(2-chloroethyl)amino]benzoate exhibits a degree of solubility, it remains essential to consider environmental factors and solvent interactions to fully understand its behavior in various solutions.

Interesting facts

Interesting Facts about Methyl 3-[bis(2-chloroethyl)amino]benzoate

Methyl 3-[bis(2-chloroethyl)amino]benzoate is a compound that resides at the intriguing intersection of medicinal chemistry and synthetic organic chemistry. Often studied for its potential therapeutic applications, this compound is notably associated with the development of pharmaceuticals that aim to target various forms of cancer. Here are some captivating details about this compound:

  • Chemotherapeutic Potential: The presence of the bis(2-chloroethyl)amino group suggests its role as a *cytotoxic agent*, which can interact with DNA. Such interactions are vital for the design of *antitumor drugs*.
  • Mechanism of Action: Compounds like this are often explored for their ability to form alkylating agents, where they damage the DNA of rapidly dividing cells. This makes them effective in cancer treatments by selectively targeting those cells.
  • Synthesis Challenges: The synthesis of methyl 3-[bis(2-chloroethyl)amino]benzoate involves intricate reaction pathways. Chemists often need to employ advanced techniques to ensure that the desired **substituents** are attached in the correct orientation and configuration.
  • Cross-disciplinary Interest: This compound intrigues not only organic chemists but also pharmacologists and biochemists, leading to a collaborative approach in studying its biochemical interactions and therapeutic viability.
  • Research Developments: Ongoing research focuses on enhancing the selectivity and reducing the side effects associated with such compounds, aiming to improve patient outcomes associated with cancer therapies.

In conclusion, methyl 3-[bis(2-chloroethyl)amino]benzoate serves as a compelling example of how specific chemical structures can lead to significant biological effects, making it a notable subject in the field of pharmaceutical research.

Synonyms
24830-50-0
BENZOIC ACID, m-(BIS(2-CHLOROETHYL)AMINO)-, METHYL ESTER
m-(Bis(2-chloroethyl)amino)benzoic acid methyl ester
m-[Bis(2-chloroethyl)amino]benzoic acid methyl ester
BRN 2811880
SCHEMBL7384565
DTXSID80179541
PTUQHLMPEYWOFY-UHFFFAOYSA-N
methyl 3-[N,N-bis(2-chloroethyl)amino]benzoate
Methyl 3-((N,N-bis-(2-chloroethyl)amino))benzoate