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Naphthol AS-BR

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Identification
Molecular formula
C22H20N4O
CAS number
6407-78-9
IUPAC name
N,N-dimethyl-4-(2-oxidoisoquinolin-2-ium-5-yl)azo-aniline
State
State

At room temperature, Naphthol AS-BR is typically in the solid state, suggesting it has a relatively high melting point compared to many other organic compounds. It is often handled as a powder in industrial or laboratory settings.

Melting point (Celsius)
185.00
Melting point (Kelvin)
458.15
Boiling point (Celsius)
610.00
Boiling point (Kelvin)
883.15
General information
Molecular weight
351.37g/mol
Molar mass
351.3650g/mol
Density
1.3170g/cm3
Appearence

The compound typically appears as a red to dark red crystalline powder. It is used as an azo dye intermediate and has strong coloring properties, typically used in the production of pigments and dyes.

Comment on solubility

Solubility of N,N-dimethyl-4-(2-oxidoisoquinolin-2-ium-5-yl)azo-aniline

N,N-dimethyl-4-(2-oxidoisoquinolin-2-ium-5-yl)azo-aniline, a complex organic compound, presents unique solubility characteristics primarily influenced by its functional groups and overall molecular structure. Understanding its solubility is crucial for applications in various fields, including pharmaceuticals and dye chemistry.

Key Points on Solubility:

  • Solvent Compatibility: This compound is likely to be soluble in polar organic solvents such as dimethyl sulfoxide (DMSO) and methanol, owing to the presence of the oxidoisoquinolinium moiety which can interact favorably with polar solvents.
  • Hydrophilicity vs. Hydrophobicity: The balance between the hydrophilic nature of the oxidoisoquinolin-2-ium group and the hydrophobic properties offered by the azo and aniline portions of the molecule plays a significant role in determining its solubility.
  • Impact of pH: Due to the presence of nitrogen-containing functional groups, the solubility may be pH-dependent. In more acidic conditions, protonation can enhance solubility, while in neutral or alkaline conditions, the compound may precipitate.
  • Concentration Influence: At higher concentrations, the solubility limits may be reached, leading to potential challenges in solutions where crystallization could occur.

In summary, while definitive experimental data is essential for precise solubility characterization, N,N-dimethyl-4-(2-oxidoisoquinolin-2-ium-5-yl)azo-aniline is expected to exhibit variable solubility influenced by its chemical structure, the solvent employed, and environmental conditions. Each factor must be considered when predicting its behavior in solution.

Interesting facts

Interesting Facts about N,N-dimethyl-4-(2-oxidoisoquinolin-2-ium-5-yl)azo-aniline

N,N-dimethyl-4-(2-oxidoisoquinolin-2-ium-5-yl)azo-aniline, often referred to in scientific circles for its intriguing structure and properties, holds a unique position in the realm of organic compounds. This azo compound is notable for its complex molecular architecture, which features an azo linkage that contributes to its vibrant color and relevance in various applications.

Key Features:

  • Azo Linkage: The presence of the azo functional group (–N=N–) is crucial, as it is responsible for the intense colors characteristic of azo compounds, making them valuable dyes in textiles and various industries.
  • Quinoline Structure: The incorporation of the isoquinoline moiety introduces interesting pharmacological properties, often associated with biological activity. Compounds like this have been explored for their potential as pharmaceuticals.
  • Electron-Density Distribution: The dimethyl substitution enhances the electron density within the compound, which can affect its reactivity and interaction with other chemical species.

Researchers are intrigued by the potential biological activity of such compounds. The oxidoisoquinoline derivative is often studied for its role in:

  • Antimicrobial properties
  • Anticancer effects
  • Neuroactive compounds in medicinal chemistry

This compound serves as an exemplary model for students and chemists interested in exploring the vast world of azo compounds and their derivatives. The study of N,N-dimethyl-4-(2-oxidoisoquinolin-2-ium-5-yl)azo-aniline provides a gateway into the intricate connections between molecular structure and function, emphasizing the importance of structural diversity in organic chemistry.


As stated by one renowned chemist, "The beauty of organic chemistry lies in the endless combinations and innovations that arise from simple building blocks." This idea perfectly encapsulates the essence of exploring complex compounds like N,N-dimethyl-4-(2-oxidoisoquinolin-2-ium-5-yl)azo-aniline.

Synonyms
10318-23-7
5-((p-(Dimethylamino)phenyl)azo)isoquinoline 2-oxide
N,N-dimethyl-4-[(2-oxidoisoquinolin-2-ium-5-yl)diazenyl]aniline
5-[[p-(Dimethylamino)phenyl]azo]isoquinoline 2-oxide
N,N-Dimethyl-4-(5'-isoquinolyl-2'-oxide)azoaniline
ISOQUINOLINE, 5-((p-(DIMETHYLAMINO)PHENYL)AZO)-, 2-OXIDE
N,N-dimethyl-4-(2-oxidoisoquinolin-2-ium-5-yl)diazenylaniline