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N-(4-nitrophenyl)-3-(trifluoromethyl)aniline

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Identification
Molecular formula
C13H9F3N2O2
CAS number
185255-24-5
IUPAC name
N-(4-nitrophenyl)-3-(trifluoromethyl)aniline
State
State

At room temperature, N-(4-nitrophenyl)-3-(trifluoromethyl)aniline is typically in a solid state, indicating its relatively high melting point compared to ambient conditions.

Melting point (Celsius)
114.00
Melting point (Kelvin)
387.15
Boiling point (Celsius)
277.00
Boiling point (Kelvin)
550.15
General information
Molecular weight
287.22g/mol
Molar mass
287.2300g/mol
Density
1.4460g/cm3
Appearence

N-(4-nitrophenyl)-3-(trifluoromethyl)aniline is a crystalline solid. Its color can vary but is typically a light yellow to off-white, reflecting its aromatic nature due to the nitro and aniline groups. The compound may also have a faint odor that is characteristic of aromatic amines.

Comment on solubility

Solubility of N-(4-nitrophenyl)-3-(trifluoromethyl)aniline

N-(4-nitrophenyl)-3-(trifluoromethyl)aniline, with the chemical formula C13H10F3N2O2, exhibits interesting solubility characteristics that are important for its applications in various fields. Its solubility is influenced by several factors:

  • Polarity: The presence of the trifluoromethyl group and the nitrophenyl moiety affects the overall polarity of the molecule. This leads to a potential increase in solubility in polar solvents such as methanol and acetonitrile.
  • Hydrogen Bonding: The amino group (-NH2) can engage in hydrogen bonding, which may enhance solubility in hydrogen-bonding solvents like water, although the overall hydrophobic nature of the trifluoromethyl group may hinder extensive solubilization.
  • Solvent Selectivity: This compound is more likely to dissolve in solvents that can stabilize its polar and non-polar interactions, such as dichloromethane or chloroform, compared to non-polar solvents.

In general, the solubility of N-(4-nitrophenyl)-3-(trifluoromethyl)aniline can be summarized as:

  1. Relatively soluble in polar organic solvents.
  2. Moderately soluble in water due to the competing effects of hydrophobic and hydrogen bonding interactions.

Understanding these solubility properties is crucial for applications in organic synthesis and medicinal chemistry, where solvent choice may significantly impact reaction outcomes.

Interesting facts

N-(4-nitrophenyl)-3-(trifluoromethyl)aniline

N-(4-nitrophenyl)-3-(trifluoromethyl)aniline is an intriguing compound that brings together elements of organic chemistry and material science. This compound is primarily recognized for its applications in various fields, particularly in the realm of synthesis and dye chemistry. Here are some interesting facts about this fascinating compound:

  • Mid-chain aniline derivative: This compound belongs to a class of substances known as anilines, which are characterized by the presence of an amino group (-NH2) attached to an aromatic ring. Its structure is defined by the presence of a nitro group and a trifluoromethyl group that can influence its chemical reactivity and stability.
  • Dye precursor: One of the notable uses of N-(4-nitrophenyl)-3-(trifluoromethyl)aniline is as a precursor in the synthesis of azo dyes. These dyes are widely used in textiles, plastics, and various other materials due to their vibrant colors and excellent lightfastness.
  • Electronic properties: The trifluoromethyl group is particularly interesting as it enhances the electron-withdrawing capacity of the compound, thereby influencing its electronic structure. This can be crucial for applications in organic semiconductor technologies.
  • Environmental considerations: With the increasing focus on green chemistry, understanding the degradation pathways and environmental impact of compounds like N-(4-nitrophenyl)-3-(trifluoromethyl)aniline is essential, especially as its analogs can play pivotal roles in various industrial processes.
  • Research significance: Researchers are exploring the potential of this compound and its derivatives in medicinal chemistry, particularly related to their activity against certain pathogens and their role in developing new pharmaceutical agents.

As a multifaceted compound, N-(4-nitrophenyl)-3-(trifluoromethyl)aniline not only serves as a building block for further chemical synthesis but also opens avenues for advancement in material science and organic electronics. The discovery and modification of such compounds continue to be a vibrant area of research, showcasing the dynamic nature of organic chemistry.

Synonyms
N-(4-NITROPHENYL)-3-(TRIFLUOROMETHYL)BENZENAMINE
369-90-4
CHEMBL3288970
N-(4-nitrophenyl)-3-(trifluoromethyl)aniline
SCHEMBL7043192
DTXSID80958095
UDHNPQBBLGONPJ-UHFFFAOYSA-N
BDBM50017714
AKOS015997102