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Dinitroaniline

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Identification
Molecular formula
C12H6N6O8
CAS number
509-34-2
IUPAC name
N-(2,4-dinitrophenyl)-2,4-dinitro-aniline
State
State

At room temperature, dinitroaniline is a solid. It is generally stable but may emit toxic nitrogen oxides when heated to decomposition.

Melting point (Celsius)
198.00
Melting point (Kelvin)
471.15
Boiling point (Celsius)
376.00
Boiling point (Kelvin)
649.20
General information
Molecular weight
352.21g/mol
Molar mass
352.1310g/mol
Density
1.6730g/cm3
Appearence

Dinitroaniline is a yellow crystalline solid. Its bright yellow color is characteristic of many dinitro compounds. The compound forms fine crystals that may take on an orange hue depending on the method of crystallization.

Comment on solubility

Solubility of N-(2,4-dinitrophenyl)-2,4-dinitro-aniline

N-(2,4-dinitrophenyl)-2,4-dinitro-aniline, often recognized for its vivid yellow coloration, is a compound exhibiting intriguing solubility characteristics. The solubility of this compound can be summarized as follows:

  • Solvent Compatibility: This compound is specifically soluble in organic solvents such as dimethyl sulfoxide (DMSO) and ethanol, but it is significantly less soluble in water. The presence of dinitro groups influences its interactions with solvents.
  • Functionality and Structure: The dinitrophenyl and dinitroaniline groups confer certain polar characteristics to the molecule, making it more compatible with polar organic solvents.
  • Solubility Behavior: When contemplating its solubility, it may exhibit limited solubility in nonpolar solvents, which reflects the impact of its polar substituents. This can be particularly relevant in applications where solvent choice is crucial.

Overall, the solubility of N-(2,4-dinitrophenyl)-2,4-dinitro-aniline demonstrates a clear preference towards organic solvents rather than aqueous solutions. This characteristic is essential to consider during chemical reactions or when incorporating the compound into various formulations.

Interesting facts

Interesting Facts About N-(2,4-Dinitrophenyl)-2,4-Dinitro-aniline

N-(2,4-Dinitrophenyl)-2,4-dinitro-aniline, commonly referred to as DNP, is a fascinating compound in the realm of organic chemistry. This compound belongs to the class of dyes and is particularly notable for its vibrant color and utility in various applications.

Key Insights:

  • Historical Significance: DNP has been utilized since the early 20th century, initially as a pesticide before its dramatic use in the textile industry as a dye.
  • Chemical Structure: The compound features a complex structure characterized by multiple nitro groups attached to an aniline backbone, imparting unique chemical properties and reactivity.
  • Biological Implications: DNP gained notoriety for its controversial use in weight loss, as it acts by increasing metabolic rate. However, its use is highly discouraged due to severe health risks.
  • Toxicity and Safety: This compound is noted for its hazardous nature; it is classified as a potentially harmful substance and requires careful handling. Always employ proper safety protocols when working with DNP.

In research, this compound serves as a model for studying the effects of electron-withdrawing groups on the reactivity and stability of organic molecules. Its ability to donate electrons makes it a relevant subject of study in various fields including:

  • Organic synthesis
  • Colorimetric analysis
  • Environmental chemistry

As one prominent chemist once stated, "The unique properties of compounds like DNP unveil the astonishing complexity of organic chemistry and the profound effects of molecular structure on functionality." Thus, while N-(2,4-dinitrophenyl)-2,4-dinitro-aniline is a substance fraught with concerns, it also offers invaluable insights into the broader world of chemistry.

Synonyms
N-(2,4-Dinitrophenyl)-2,4-dinitroaniline
2908-76-1
2,2',4,4'-Tetranitrodiphenylamine
Benzenamine, N-(2,4-dinitrophenyl)-2,4-dinitro-
Bis-(2:4-dinitrophenyl)amine
2,2',4,4'-Tetanitrodiphenylamine
EINECS 220-820-4
NSC 37571
BRN 2229239
Bis(2,4-dinitrophenyl)amine
DIPHENYLAMINE, 2,2',4,4'-TETRANITRO-
NSC37571
Benzenamine,N-(2,4-dinitrophenyl)-2,4-dinitro-
2,4,4'-Tetanitrodiphenylamine
2,4,4'-Tetranitrodiphenylamine
DTXSID50951679
UHWJMXASZSKFEO-UHFFFAOYSA-N
BBL023230
Diphenylamine,2',4,4'-tetranitro-
MFCD00374794
NSC-37571
STL289887
AKOS000583666
2,2',4,4'-Tetranitro-diphenyl-amin
VS-07359
Benzenamine,4-dinitrophenyl)-2,4-dinitro-
DS-006617
N-(2,4-dinitrophenyl)-2,4-dinitro-aniline
NS00048883