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Disperse Orange 3

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Identification
Molecular formula
C14H14ClN3
CAS number
730-40-5
IUPAC name
4-(4-chlorophenyl)azo-N,N-dimethyl-aniline
State
State

At room temperature, Disperse Orange 3 is typically a solid. It is stable under standard conditions and retains its color properties well. This stability is part of why it is widely used as a dye in various industries.

Melting point (Celsius)
151.00
Melting point (Kelvin)
424.15
Boiling point (Celsius)
330.00
Boiling point (Kelvin)
603.15
General information
Molecular weight
268.73g/mol
Molar mass
268.7330g/mol
Density
1.3400g/cm3
Appearence

Disperse Orange 3 typically appears as a reddish-orange crystalline powder. The compound is known for its vibrant color, which is why it finds use as a dye. The crystals are often small and may clump together, forming a more granulated appearance in bulk.

Comment on solubility

Solubility Characteristics of 4-(4-chlorophenyl)azo-N,N-dimethyl-aniline

The solubility of the compound 4-(4-chlorophenyl)azo-N,N-dimethyl-aniline can be intriguing due to its complex molecular structure. It is important to consider a few key factors that influence its solubility:

  • Polarity: This compound features both hydrophobic (the aromatic rings) and hydrophilic (the amine group) characteristics, leading to moderate solubility in organic solvents and lower solubility in water.
  • Solvent Interaction: Typical solvents for this compound include polar aprotic solvents like dimethyl sulfoxide (DMSO) and acetonitrile, where it may dissolve more readily due to favorable interactions.
  • pH Sensitivity: The solubility may vary with pH levels, especially in aqueous solutions, which can affect the ionization state of the amine group.
  • Temperature Influence: Like many chemical compounds, an increase in temperature may enhance solubility, making it more viable for dissolution in various solvents.

As noted, "the solubility of azo compounds can be quite variable," and 4-(4-chlorophenyl)azo-N,N-dimethyl-aniline is no exception. Understanding the solubility profile of this compound is crucial for its applications in various fields, including dye chemistry and material sciences.

Interesting facts

Interesting Facts about 4-(4-chlorophenyl)azo-N,N-dimethyl-aniline

The compound 4-(4-chlorophenyl)azo-N,N-dimethyl-aniline, commonly known as a dye intermediate, is fascinating not only due to its chemical structure but also because of its applications and history in the world of chemistry.

Applications

  • Dye Manufacturing: This compound serves as a key intermediate in the production of various azo dyes, which are renowned for their vibrant colors and wide use in textiles.
  • Sensors and Indicators: Azo compounds are increasingly being explored for use in chemical sensors due to their ability to undergo color changes upon various environmental triggers.
  • Biological Research: Research has shown that certain azo compounds can exhibit interesting interactions in biological systems, making them a point of study for potential therapeutic applications.

Chemical Properties

4-(4-chlorophenyl)azo-N,N-dimethyl-aniline belongs to the azo compound family, characterized by the presence of the functional group N=N. Some additional noteworthy points include:

  • Stability: Azo compounds generally exhibit good thermal stability, which is important for their use in various industrial processes.
  • Coloration: The presence of the aromatic rings and azo group contributes to significant color properties, making these compounds ideal for dye applications.
  • Environmental Concerns: As with many synthetic dyes, investigations into their environmental impact and potential toxicity are ongoing, leading to innovations in safer alternatives.

Historical Context

The development of azo dyes traced back to the mid-19th century has revolutionized the textile industry. These compounds played a pivotal role in:

  • Introducing synthetic colorants that are stable and vibrant compared to their natural counterparts.
  • Facilitating advances in chemical research and the understanding of colorimetry.

In summary, 4-(4-chlorophenyl)azo-N,N-dimethyl-aniline is a compound that showcases the intersection of synthetic chemistry, industrial application, and environmental considerations, making it a significant subject of study in the field.

Synonyms
4-(PARA-CHLOROPHENYLAZO)-N,N-DIMETHYLANILINE
652-059-2
4'-Chloro-4-dimethylaminoazobenzene
2491-76-1
4-[(4-chlorophenyl)diazenyl]-N,N-dimethylaniline
p-Chlorodimethylaminoazobenzene
Benzenamine, 4-[2-(4-chlorophenyl)diazenyl]-N,N-dimethyl-
N,N-Dimethyl-p-((p-chlorophenyl)azo)aniline
4-[2-(4-chlorophenyl)diazen-1-yl]-N,N-dimethylaniline
ANILINE, N,N-DIMETHYL-p-((p-CHLOROPHENYL)AZO)-
CHEMBL2311897
1081768-03-7
(E)-4-((4-chlorophenyl)diazenyl)-N,N-dimethylaniline
BRN 4685542
p-Chloro-p'-dimethylaminoazobenzene
MFCD00059481
Aniline, p-[(p-chlorophenyl)azo]-N,N-dimethyl-
Benzenamine, 4-[(4-chlorophenyl)azo]-N,N-dimethyl-
SCHEMBL11745893
WQWHNMIYCHFRJK-WUKNDPDISA-N
DTXSID401037484
4-Dimethylamino-4'-chloroazobenzene
BDBM50489378
AKOS024333681
4-(Dimethylamino)-4'-chloroazobenzene
azobenzene, 4-chloro-4'-dimethylamino-
AS-70363
PD145079
UPCMLD0ENAT0400-1262:001
DB-046579
4-chloro-4'-(N,N-dimethylamino)-azobenzene
4-[(4-Chlorophenyl)azo]-N,N-dimethylaniline
D89209
EN300-7410831
EN300-7515770
4-[(E)-(4-chlorophenyl)azo]-N,N-dimethyl-aniline
4-[(E)-2-(4-CHLOROPHENYL)DIAZEN-1-YL]-N,N-DIMETHYLANILINE