Skip to main content

2,6-Di-tert-butyl-4-nitroaniline

ADVERTISEMENT
Identification
Molecular formula
C14H22N2O2
CAS number
4130-42-1
IUPAC name
2,6-ditert-butyl-4-nitro-aniline
State
State

At room temperature, 2,6-Di-tert-butyl-4-nitroaniline is typically in a solid state. The compound's substantial size and bulky groups contribute to its preference for a solid-state form over liquid or gas at ambient conditions.

Melting point (Celsius)
183.00
Melting point (Kelvin)
456.15
Boiling point (Celsius)
363.00
Boiling point (Kelvin)
636.15
General information
Molecular weight
264.36g/mol
Molar mass
264.3590g/mol
Density
1.0730g/cm3
Appearence

2,6-Di-tert-butyl-4-nitroaniline typically appears as a yellow crystalline solid. This compound, noted for its stability due to steric hindrance around the aniline nitrogen, is not highly water-soluble and often handled in its solid form.

Comment on solubility

Solubility of 2,6-Ditert-butyl-4-nitro-aniline

2,6-Ditert-butyl-4-nitro-aniline is known for its unique solubility characteristics that can significantly influence its behavior in various applications. The solubility of this compound can be summarized as follows:

  • Solvent Dependence: The solubility of 2,6-ditert-butyl-4-nitro-aniline varies greatly depending on the solvent. It is more soluble in organic solvents such as ethanol, acetone, and chloroform compared to water.
  • Polarity Considerations: Due to the presence of both non-polar tert-butyl groups and a polar nitro group, the compound exhibits a balance between hydrophobic and hydrophilic interactions, which leads to limited solubility in polar solvents like water.
  • Temperature Influence: Like many organic compounds, its solubility can increase with a rise in temperature, making it feasible for dissolution when heated.

In conclusion, the solubility of 2,6-ditert-butyl-4-nitro-aniline is a complex interplay of its structural features and environmental conditions. As it is not highly soluble in water, this characteristic is pivotal when considering its applications in chemical reactions, formulations, and material sciences.

Interesting facts

Interesting Facts about 2,6-Ditert-butyl-4-nitro-aniline

2,6-Ditert-butyl-4-nitro-aniline, often referred to in scientific circles for its unique structural characteristics and industrial applications, is a vibrant compound with remarkable significance. Here are some intriguing aspects that highlight its value:

  • Versatile Applications: This compound is widely used as an antioxidant, particularly in the plastics and rubber industries. It helps to enhance the stability and longevity of materials when exposed to heat and light.
  • Biochemical Importance: Due to the nitro group, the compound exhibits interesting biological activity. Researchers are investigating its potential impacts in pharmacological studies, particularly in areas related to enzyme inhibition.
  • Synthesis Methodology: The synthesis of 2,6-ditert-butyl-4-nitro-aniline often involves the nitration of aniline derivatives, showcasing important reactions in organic chemistry, including electrophilic aromatic substitution.
  • Safety Precautions: As with many chemical compounds, it is critical to handle this compound with care. It is essential to observe appropriate laboratory safety protocols to prevent exposure to harmful effects.
  • Structure-Activity Relationships: The unique structural features of this compound, such as its tert-butyl and nitro groups, play a key role in its chemical reactivity and stability. Chemists often study these relationships to develop new materials or drugs.

In conclusion, 2,6-ditert-butyl-4-nitro-aniline continues to attract the curiosity of scientists and students alike, making it an exciting subject of research in the realms of both organic chemistry and material science. As you delve into the intricacies of this compound, remember the words of noted chemist Linus Pauling, "Science is not static. Science must progress."

Synonyms
5180-59-6
2,6-BIS(1,1-DIMETHYLETHYL)-4-NITROBENZENAMINE
DTXSID20199743
DTXCID80122234
2,6-ditert-butyl-4-nitroaniline
Benzenamine, 2,6-bis(1,1-dimethylethyl)-4-nitro-
Oprea1_120261
SCHEMBL5162979
FHEAFSAWXGUQGP-UHFFFAOYSA-N
2,6-di-tert-butyl-4-nitroaniline
AE-562/12222748