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2,3,5,6-Tetramethyl-4-nitroaniline

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Identification
Molecular formula
C10H14N2O2
CAS number
18908-63-3
IUPAC name
2,3,5,6-tetramethyl-4-nitro-aniline
State
State

At room temperature, 2,3,5,6-Tetramethyl-4-nitroaniline is typically found in a solid state. It is stable under standard temperature and pressure conditions and is usually stored as a crystalline solid.

Melting point (Celsius)
112.00
Melting point (Kelvin)
385.15
Boiling point (Celsius)
321.00
Boiling point (Kelvin)
594.15
General information
Molecular weight
192.24g/mol
Molar mass
192.2360g/mol
Density
1.2000g/cm3
Appearence

2,3,5,6-Tetramethyl-4-nitroaniline typically appears as a crystalline solid. The compound is often observed to be yellow or pale yellow in color, due to the presence of the nitro functional group which can impart color to aromatic compounds.

Comment on solubility

Solubility of 2,3,5,6-tetramethyl-4-nitro-aniline

2,3,5,6-tetramethyl-4-nitro-aniline, known for its complex molecular structure, exhibits intriguing solubility characteristics. Understanding its solubility is essential for applications in synthesis and formulation. Here are some key points to consider:

  • Polar and Non-Polar Interactions: The presence of both aniline and nitro groups in the structure contributes to its unique solubility profile. The nitro group tends to increase polarity, leading to improved solubility in polar solvents.
  • Solvents: This compound is generally soluble in organic solvents such as ethanol, acetone, and dimethyl sulfoxide (DMSO). However, it shows limited solubility in water due to its hydrophobic alkyl groups.
  • Influence of Temperature: As with many organic compounds, an increase in temperature often enhances solubility. It is advisable to test solubility at various temperatures to achieve optimal results.
  • Crystallization Behavior: When dissolved, 2,3,5,6-tetramethyl-4-nitro-aniline can potentially crystallize upon cooling, which is an important factor to consider in preparative chemistry.

In summary, the solubility of 2,3,5,6-tetramethyl-4-nitro-aniline is a balance of its molecular interactions. While it favors organic solvents, understanding its behavior in different environments allows researchers to utilize this compound effectively in various chemical processes. Thus, examining solubility characteristics not only provides insights into the compound's practical usage but also enhances its applications in organic chemistry.

Interesting facts

Interesting Facts about 2,3,5,6-Tetramethyl-4-nitro-aniline

2,3,5,6-tetramethyl-4-nitro-aniline, often referred to as TDMA, is a fascinating aromatic amine with versatile applications in modern chemistry. Here are some noteworthy aspects of this compound:

  • Dye and Pigment Production: TDMA is primarily used as an intermediate in the synthesis of various azo dyes, contributing vibrant colors to textiles and printing inks.
  • Pharmaceutical Importance: Its derivatives play crucial roles in the development of pharmaceutical compounds, demonstrating potential biological activity.
  • Electron Donor: The tetramethyl groups attached to the aniline structure enhance its electron-donating properties, making it a useful component in organic electronics.
  • Environmental Concerns: As with many nitro compounds, TDMA is subject to scrutiny due to potential adverse environmental effects and toxicity, necessitating careful handling and regulation.
  • Research Applications: Being a part of ongoing research studies, TDMA is utilized to understand the reactivity and stability of aromatic nitro compounds.

In summary, while TDMA may not be a household name, its utility in industries such as dye manufacturing and pharmaceuticals underscores its significance in chemical innovation. As a chemist, diving into the properties and functionalities of such compounds can lead to exciting discoveries and advancements in material sciences!

Synonyms
2,3,5,6-TETRAMETHYL-4-NITROANILINE
13171-61-4
MLS002703374
2,3,5,6-TETRAMETHYL-4-NITROBENZENAMINE
NSC97134
NCIOpen2_001733
CHEMBL1708574
DTXSID40157188
NSC 97134
NSC-97134
SBB091757
AKOS006346528
2,3,5,6-tetramethyl-4-nitrophenylamine
SMR001570094
aniline, 2,3,5,6-tetramethyl-4-nitro-
AE-562/43286993