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N,N-bis(2-chloroethyl)-3-nitroaniline

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Identification
Molecular formula
C10H12Cl2N2O2
CAS number
2009-38-9
IUPAC name
N,N-bis(2-chloroethyl)-3-nitro-aniline
State
State

At room temperature, N,N-bis(2-chloroethyl)-3-nitroaniline exists as a solid. It maintains its solid state under standard conditions of temperature and pressure.

Melting point (Celsius)
104.00
Melting point (Kelvin)
377.15
Boiling point (Celsius)
355.00
Boiling point (Kelvin)
628.15
General information
Molecular weight
276.12g/mol
Molar mass
276.1440g/mol
Density
1.3880g/cm3
Appearence

N,N-bis(2-chloroethyl)-3-nitroaniline is typically a crystalline solid. The compound is often seen in its pure form as a pale yellow to light orange solid powder. Its crystalline nature can contribute to the stability of the compound under normal conditions.

Comment on solubility

Solubility of N,N-bis(2-chloroethyl)-3-nitro-aniline

N,N-bis(2-chloroethyl)-3-nitro-aniline, often noted for its complex structure, presents intriguing characteristics regarding its solubility.

Key points regarding the solubility of this compound include:

  • Solvent Type: It generally exhibits poor solubility in water due to its relatively large molecular size and the presence of non-polar regions, which limit its interaction with polar solvent molecules.
  • Organic Solvents: However, it is more soluble in a variety of organic solvents such as ethanol, acetone, and chloroform, which can better accommodate the non-polar characteristics of the molecule.
  • Temperature Influence: Solubility can also be influenced by temperature; increasing the temperature may enhance solubility in organic solvents.
  • pH Sensitivity: Slight variations in pH may alter solubility as well, potentially affecting ionization of functional groups.

In summary, while N,N-bis(2-chloroethyl)-3-nitro-aniline is not readily soluble in water, it demonstrates a favorable solubility profile in organic solvents, highlighting the importance of solvent selection in practical applications.

Interesting facts

Exploring N,N-bis(2-chloroethyl)-3-nitro-aniline

N,N-bis(2-chloroethyl)-3-nitro-aniline is a fascinating compound that belongs to the class of substituted anilines, known for their versatile applications in various fields of chemistry and material science. This compound is particularly interesting due to its nitro group, which imparts some unique reactivity characteristics.

Key Characteristics

  • Dual Functionality: The presence of both nitro and chloroethyl groups in its structure enables a rich chemistry, making it useful in various synthesis reactions.
  • Potential Applications: This compound has been explored in the development of pharmaceuticals, agrochemicals, and as an intermediate in dye manufacturing.
  • Toxicological Considerations: The nitro group and chloroethyl moieties suggest that this compound must be handled with caution due to potential toxicity and environmental impact.

Research Insights

In the realm of organic chemistry, compounds like N,N-bis(2-chloroethyl)-3-nitro-aniline are investigated for their mechanisms of action and ability to participate in reactions such as:

  • Electrophilic aromatic substitution due to the presence of the nitro group.
  • Nucleophilic substitution reactions facilitated by the chloroethyl groups.

Researchers are particularly interested in the structure-activity relationship (SAR) of this compound, as it can lead to the design of more efficacious drugs or more sustainable chemicals. As noted, "Understanding the reactivity of such compounds is crucial in guiding the future of synthetic chemistry."

Overall, N,N-bis(2-chloroethyl)-3-nitro-aniline represents a unique intersection between medicinal chemistry, toxicology, and environmental science, making it an intriguing subject for further investigation.

Synonyms
ANILINE, N,N-BIS(2-CHLOROETHYL)-m-NITRO-
24813-13-6
DTXSID30179511
RefChem:1090379
DTXCID90102002
N,N-bis(2-chloroethyl)-3-nitrobenzenamine
N,N-Bis(2-chloroethyl)-m-nitroaniline
BRN 2811840
CHEMBL281788
SCHEMBL7472169
3-Nitro-N,N-bis[chloroethyl]aniline
3-Nitro-N,N-bis[2-chloroethyl]aniline
DA-43075
N,N-Bis(2-chloroethyl)-3-nitroaniline #
3-[N,N-bis(2-chloroethyl)amino]nitrobenzene