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2,6-Dibromo-4-nitroaniline

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Identification
Molecular formula
C6H4Br2N2O2
CAS number
6974-83-2
IUPAC name
2,6-dibromo-4-nitro-aniline
State
State

At room temperature, this compound is in a solid state. It is typically kept in a dry environment to prevent any hydrolysis or degradation.

Melting point (Celsius)
167.00
Melting point (Kelvin)
440.00
Boiling point (Celsius)
359.00
Boiling point (Kelvin)
632.00
General information
Molecular weight
326.91g/mol
Molar mass
326.9120g/mol
Density
2.1120g/cm3
Appearence

2,6-Dibromo-4-nitroaniline is typically a yellow crystalline solid. Crystals may appear shiny and have sharp edges, characteristic of many solid aromatic compounds.

Comment on solubility

Solubility of 2,6-Dibromo-4-nitro-aniline

2,6-Dibromo-4-nitro-aniline, a compound known for its intriguing structure, exhibits unique solubility characteristics influenced by its functional groups and bromine substitutions. The overall solubility of this compound in various solvents can be summarized as follows:

  • Polar Solvents: Generally, 2,6-dibromo-4-nitro-aniline shows limited solubility in polar solvents such as water due to the strong intermolecular hydrogen bonding that polar molecules can form. The presence of nitro and amino groups may enhance some level of interaction, but the bromine atoms contribute to hydrophobic characteristics.
  • Organic Solvents: In organic solvents, particularly those that are non-polar or have a moderate polarity like ethanol or acetone, the solubility significantly improves. This is mainly because the hydrophobic bromo substituents favor interactions with organic solvents.
  • pH Dependency: The solubility of 2,6-dibromo-4-nitro-aniline can also be affected by the pH of the solution. Under acidic conditions, the amino group can become protonated, which may enhance the solubility in polar environments.

In summary, the solubility of 2,6-dibromo-4-nitro-aniline is predominantly influenced by:

  1. The nature of the solvent (polar vs. non-polar)
  2. The substituent effects from bromine and nitro groups
  3. The pH of the solution

Understanding these solubility traits is crucial for applications in organic synthesis and material science, as it influences the behavior of the compound in various chemical reactions.

Interesting facts

Interesting Facts about 2,6-Dibromo-4-nitro-aniline

2,6-Dibromo-4-nitro-aniline is a fascinating organic compound, primarily studied within the realms of synthetic chemistry and dye manufacturing. Here are some intriguing aspects of this compound:

  • Versatile Intermediate: This compound is widely used as an intermediate in the synthesis of various dyes and pigments. Its unique chemical structure allows for modifications that can lead to the development of vibrant colors.
  • Role in Biological Studies: The presence of nitro and amino groups in its structure positions 2,6-dibromo-4-nitro-aniline as a valuable compound in biological research. It is studied for its potential effects on biological systems, particularly regarding its interaction with enzymes and cellular processes.
  • Environmental Concerns: As a brominated compound, there are discussions regarding the environmental impact of its use. Brominated compounds are often scrutinized due to their potential to bioaccumulate and persist in the environment.
  • Synthetic Pathways: The synthesis of 2,6-dibromo-4-nitro-aniline can involve various chemical reactions, including electrophilic substitution reactions and nitrosation processes. This highlights the importance of understanding reaction mechanisms in organic chemistry.
  • Inhibitory Properties: Research has indicated that compounds of this type can exhibit inhibitory effects on certain biological pathways, making them candidates for further exploration in pharmacological applications.

Overall, 2,6-dibromo-4-nitro-aniline exemplifies the intersection of synthetic chemistry, environmental science, and biological research, proving to be a compound with multifaceted significance.

Synonyms
2,6-DIBROMO-4-NITROANILINE
Benzenamine, 2,6-dibromo-4-nitro-
Aniline, 2,6-dibromo-4-nitro-
HSDB 6072
UNII-GWI915PON9
EINECS 212-577-8
GWI915PON9
NSC 38765
DTXSID7052573
2,6-DIBROMO-P-NITROANILINE
NSC-38765
DTXCID4031146
YMZIFDLWYUSZCC-UHFFFAOYSA-
2,6-DIBROMO-4-NITROANILINE [HSDB]
Aniline, 2,6dibromo4nitro
Benzenamine, 2,6dibromo4nitro
212-577-8
inchi=1/c6h4br2n2o2/c7-4-1-3(10(11)12)2-5(8)6(4)9/h1-2h,9h2
ymzifdlwyuszcc-uhfffaoysa-n
827-94-1
2,6-dibromo-4-nitro-anilin
27-94-1
MFCD00007639
2,6-dibromo-4-nitro-aniline
2,6-dibromo-4-nitrophenylamine
(2,6-dibromo-4-nitrophenyl)amine
NSC38765
Aniline,6-dibromo-4-nitro-
SCHEMBL219209
Benzenamine,6-dibromo-4-nitro-
CHEMBL3560559
ALBB-026585
STR06005
Tox21_303713
AC1503
BBL016008
STK301825
AKOS000118877
2,6-Dibromo-4-nitroaniline, >=97%
NCGC00340450-01
NCGC00357028-01
AC-11445
CAS-827-94-1
SY016896
DB-056658
D2414
NS00004246
EN300-19547
AB01333345-02
AF-407/03087010
Q27279324
Z104474184