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N-(2-Bromoethyl)-N-ethylaniline

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Identification
Molecular formula
C10H14BrN
CAS number
5548-96-9
IUPAC name
N-(2-bromoethyl)-N-ethyl-aniline
State
State

At room temperature, N-(2-Bromoethyl)-N-ethylaniline exists as a liquid. It is generally stable under standard conditions.

Melting point (Celsius)
-13.00
Melting point (Kelvin)
260.15
Boiling point (Celsius)
286.00
Boiling point (Kelvin)
559.15
General information
Molecular weight
240.13g/mol
Molar mass
240.1320g/mol
Density
1.3400g/cm3
Appearence

N-(2-Bromoethyl)-N-ethylaniline appears as a colorless to pale yellow liquid. Its appearance can vary slightly depending on its purity and the presence of any impurities.

Comment on solubility

Solubility of N-(2-bromoethyl)-N-ethyl-aniline

N-(2-bromoethyl)-N-ethyl-aniline, with the chemical formula C10H12BrN, exhibits a fascinating profile when it comes to its solubility characteristics. Understanding the solubility of this compound is crucial, particularly for applications in medicinal chemistry and material science.

Factors Influencing Solubility:

  • Polarity: N-(2-bromoethyl)-N-ethyl-aniline has a polar amine functional group which can interact through hydrogen bonding, enhancing its solubility in polar solvents.
  • Hydrophobic and Hydrophilic Balance: The presence of the bromoethyl group adds some hydrophobic character, which may limit its solubility in highly polar solvents but increases solubility in organic solvents.
  • Temperature: Elevated temperatures often increase solubility due to enhanced molecular movement, helping to overcome intermolecular forces.

In terms of solvent interactions, N-(2-bromoethyl)-N-ethyl-aniline is likely to be more soluble in organic solvents such as ethanol, methanol, and dichloromethane compared to water. This can be attributed to its relatively larger hydrophobic regions which do not favor solvation with water molecules. However, under certain conditions, particularly where there is increased polarity or the presence of other solubilizing agents, some solubility in aqueous solutions may be observed.

It's essential to consider that solubility can be highly variable based on external conditions and specific solvent compositions. Thus, every compound, including N-(2-bromoethyl)-N-ethyl-aniline, offers unique solubility insights that can be pivotal for its practical applications.

Interesting facts

Interesting Facts About N-(2-bromoethyl)-N-ethyl-aniline

N-(2-bromoethyl)-N-ethyl-aniline is a fascinating compound with significant applications in both organic chemistry and material science. Here are some intriguing aspects of this compound:

  • Structural Features: This compound consists of an amine functional group attached to both ethyl and bromoethyl chains. The presence of the bromine atom enhances its reactivity, making it a valuable intermediate in various chemical syntheses.
  • Reactivity: The bromine atom is a potent leaving group, allowing for nucleophilic substitution reactions. This makes N-(2-bromoethyl)-N-ethyl-aniline a key player in the synthesis of complex organic molecules.
  • Applications: It is primarily utilized in the manufacture of pharmaceuticals, agrochemicals, and dyes. The ability to modulate its properties through chemical reactions offers vast opportunities in the development of new materials.
  • Synthesis pathways: Typically, this compound can be synthesized through the reaction of aniline derivatives with brominated ethylene in the presence of base. Understanding these synthesis routes is crucial for chemists seeking to leverage its properties.
  • Research Potential: As research continues to evolve, there is growing interest in this compound's potential as a building block for new compounds in drug design and other synthetic chemistry applications.

In summary, N-(2-bromoethyl)-N-ethyl-aniline represents a significant intersection of basic organic chemistry and practical applications. Its structure, reactivity, and versatile applications make it an important compound for both researchers and students alike. As one researcher stated, "The beauty of organic synthesis lies in the creativity of using simple building blocks to construct complex biological systems."

Synonyms
N-(2-Bromoethyl)-N-ethylaniline
827-50-9
ANILINE, N-(2-BROMOETHYL)-N-ETHYL-
BRN 2803419
SCHEMBL2769260
DTXSID80231971
VNHIWLRYPBSACZ-UHFFFAOYSA-N
AKOS010542112