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2,4-Dibromoaniline

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Identification
Molecular formula
C6H5Br2N
CAS number
615-58-7
IUPAC name
2,4-dibromoaniline
State
State

At room temperature, 2,4-Dibromoaniline is in a solid state. It is relatively stable under standard conditions.

Melting point (Celsius)
90.00
Melting point (Kelvin)
363.15
Boiling point (Celsius)
284.00
Boiling point (Kelvin)
557.15
General information
Molecular weight
264.93g/mol
Molar mass
264.9270g/mol
Density
2.0070g/cm3
Appearence

2,4-Dibromoaniline appears as a crystalline solid that can range in color from off-white to light brown. Its crystals may be of varied shapes such as needle-like or prismatic.

Comment on solubility

Solubility of 2,4-Dibromoaniline

2,4-dibromoaniline, with the chemical formula C6H4Br2N, exhibits unique solubility characteristics that are influenced by its structural components. Understanding its solubility can be crucial for various applications in the chemical industry.

Key Points on Solubility:

  • Polar vs. Non-Polar Interaction: The presence of the amino group (-NH2) introduces some polar characteristics, while the bromine substituents contribute non-polar elements. This combination can lead to moderate solubility in solvents.
  • Solvent Compatibility: 2,4-dibromoaniline is more likely to dissolve in polar solvents such as ethanol and water, compared to non-polar solvents like hexane.
  • Temperature Dependency: Like many organic compounds, the solubility of 2,4-dibromoaniline can increase with temperature, thus making higher temperatures conducive for dissolving the compound in a specific solvent.
  • Application Context: In various chemical processes, the solubility of 2,4-dibromoaniline can significantly affect reaction kinetics and yields, making solubility an essential parameter to consider.

In summary, the solubility of 2,4-dibromoaniline is characterized by a balance between polar and non-polar interactions, making it moderately soluble in polar solvents while its solubility increases with temperature and varies depending on the solvent used.

Interesting facts

Interesting Facts About 2,4-Dibromoaniline

2,4-Dibromoaniline is a fascinating compound that falls under the category of haloanilines. Its structure comprises an aniline backbone substituted with two bromine atoms at the 2 and 4 positions of the aromatic ring, which significantly influences its chemical reactivity and physical properties.

Key Characteristics

  • Applications: 2,4-Dibromoaniline is commonly used in the synthesis of dye intermediates and is integral in developing various pharmaceuticals. Due to its bromine substituents, it exhibits unique electronic properties that are exploited in many chemical reactions.
  • Research Interest: Its brominated nature provides a unique perspective for researchers in fields like materials science and organic chemistry. Studies have illustrated its potential in creating advanced materials through polymer chemistry.
  • Toxicity Considerations: As with many brominated compounds, caution is necessary when handling 2,4-dibromoaniline. It is known to exhibit toxic effects, making safety protocols essential in laboratories where it is used.

Chemical Behavior

The presence of bromine atoms enhances the compound's electron-withdrawing properties, leading to interesting reactivity in electrophilic aromatic substitution reactions. This makes it a valuable building block for creating more complex structures in organic synthesis.

Fun Fact

Interestingly, 2,4-dibromoaniline is often used in studies to understand the effects of halogen substitutions on aromatic compounds, showing how even minor modifications can lead to significant changes in the reactivity and stability of the molecules involved. As a chemistry student, you'll find exploring such relationships an exciting aspect of organic chemistry!


Synonyms
2,4-DIBROMOANILINE
615-57-6
Benzenamine, 2,4-dibromo-
2,4-dibromobenzenamine
NSC 88324
8D6YF8BB75
ANILINE, 2,4-DIBROMO-
EINECS 210-434-4
NSC-88324
DTXSID4060654
DTXCID9043063
210-434-4
inchi=1/c6h5br2n/c7-4-1-2-6(9)5(8)3-4/h1-3h,9h
2.4-Dibromoaniline
MLS000737163
63505-64-6
2,4-Dibromo-phenylamine
Dibromobenzenamine
2,4-Dibromanilin
NSC88324
MFCD00007633
2,4-di-bromo-aniline
Benzenamine,4-dibromo-
2,4-bis(bromanyl)aniline
NCIOpen2_005148
UNII-8D6YF8BB75
2,4-Dibromoaniline, 98%
SCHEMBL417742
CHEMBL1710125
HMS2884A04
STR01937
STL497388
AKOS000113480
NCGC00246894-01
AC-17039
SMR000528396
DB-024168
D1153
NS00005239
EN300-20283
A833299
Z104477574