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Disperse Orange 3

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Identification
Molecular formula
C16H12ClN3O2
CAS number
495-54-5
IUPAC name
2-(4-chlorophenyl)azo-1-phenyl-butane-1,3-dione
State
State

At room temperature, Disperse Orange 3 is typically in a solid state, specifically an orange to reddish-brown crystalline powder. This makes it suitable for use as a dye in various industrial applications, especially in textile industries.

Melting point (Celsius)
161.00
Melting point (Kelvin)
434.20
Boiling point (Celsius)
380.00
Boiling point (Kelvin)
653.20
General information
Molecular weight
274.70g/mol
Molar mass
274.7000g/mol
Density
1.3800g/cm3
Appearence

Disperse Orange 3 appears as an orange to reddish-brown crystalline powder. This intense color is due to the azo group (-N=N-) conjugated with aromatic rings, which is a common feature in azo dyes. The appearance may slightly vary based on purity and form, but it is generally found in a powdered state for industrial uses.

Comment on solubility

Solubility of 2-(4-chlorophenyl)azo-1-phenyl-butane-1,3-dione

The solubility of 2-(4-chlorophenyl)azo-1-phenyl-butane-1,3-dione can be characterized as follows:

  • Solvent Compatibility: This compound is generally soluble in organic solvents such as ethanol, acetone, and dichloromethane. Its solubility in these solvents is attributed to its non-polar aromatic structure, which enhances its dissolved state in non-polar environments.
  • Limited Aqueous Solubility: The solubility in water is notably low. The presence of hydrophobic aromatic groups tends to resist interactions with polar water molecules.
  • Temperature Dependence: As with many organic compounds, solubility may increase with temperature. Higher temperatures can overcome some of the lattice energy, facilitating better solvation.
  • Influence of pH: The solubility of this azo compound may also be influenced by the pH of the solvent, particularly if there are potential ionizable sites, which can lead to enhanced solubility under certain conditions.

In summary, while the solubility profile of 2-(4-chlorophenyl)azo-1-phenyl-butane-1,3-dione reveals strong behavior in organic solvents, it exhibits poor solubility in aqueous environments, emphasizing the importance of solvent choice in practical applications.

Interesting facts

Interesting Facts about 2-(4-chlorophenyl)azo-1-phenyl-butane-1,3-dione

2-(4-chlorophenyl)azo-1-phenyl-butane-1,3-dione is a fascinating compound that belongs to the class of azo compounds. Here are some intriguing aspects of this compound:

  • Azo Compounds: This compound is part of a larger family characterized by the presence of the azo group (–N=N–), which is known for its vivid colors.
  • Application in Dyes: Due to its structural properties, it has potential applications as a dye, particularly in textiles and inks, which are vital industries.
  • Research Significance: Azo compounds, including this one, have been extensively studied for their applications in *biological sciences*, where they are explored for their anti-cancer properties.
  • Molecular Versatility: The presence of both the aromatic ring and the carbonyl groups suggests that this compound can participate in various chemical reactions, making it a useful intermediate in organic synthesis.
  • Azo Group Stability: The stability of the azo linkage makes such compounds interesting subjects for thermodynamic studies, as changes in conditions can lead to unique behavior under certain circumstances.
  • Color Change Phenomenon: Azo compounds often exhibit color change properties when undergoing chemical transformations, which can serve as indicators in pH or oxidation-reduction reactions.

In summary, 2-(4-chlorophenyl)azo-1-phenyl-butane-1,3-dione not only serves as an example of the intriguing world of azo compounds but also highlights the diverse applications and research opportunities surrounding this unique chemical structure.

Synonyms
2-((p-Chlorophenyl)azo)-1-phenyl-1,3-butanedione
3701-24-4
F 2312
BRN 0665973
4-Chlor-phenyl-azo-benzoyl-aceton [German]
4-Chlor-phenyl-azo-benzoyl-aceton
1,3-Butanedione, 2-((4-chlorophenyl)azo)-1-phenyl-
1,3-BUTANEDIONE, 2-((p-CHLOROPHENYL)AZO)-1-PHENYL-