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Disperse Orange 11

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Identification
Molecular formula
C14H10N2O4
CAS number
1393-72-0
IUPAC name
4-(4-carboxyphenyl)azobenzoic acid
State
State

At room temperature, 4-(4-carboxyphenyl)azobenzoic acid exists as a solid. It is not volatile and typically found in a powder or crystalline form.

Melting point (Celsius)
320.00
Melting point (Kelvin)
593.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
272.25g/mol
Molar mass
272.2450g/mol
Density
1.4814g/cm3
Appearence

4-(4-carboxyphenyl)azobenzoic acid appears as a crystalline solid or powder. Its color ranges from orange to red, which is common in azo compounds due to the extended conjugation provided by the azo group.

Comment on solubility

Solubility of 4-(4-carboxyphenyl)azobenzoic acid

4-(4-carboxyphenyl)azobenzoic acid, with the formula C15H11O4N, exhibits distinctive solubility characteristics due to its chemical structure. The presence of the carboxylic acid group (-COOH) contributes significantly to its interaction with water. Here are some important points to consider:

  • Polar Nature: The -COOH group is polar, which increases the compound's affinity for polar solvents like water, enhancing its solubility.
  • pH Dependence: The solubility can vary with pH; at lower pH levels, the carboxylic acid can remain protonated, possibly reducing solubility, whereas higher pH may facilitate its ionization, increasing solubility.
  • Hydrogen Bonding: The ability to form hydrogen bonds with water molecules significantly aids in dissolving the compound.

However, the presence of the azobenzene moiety may introduce some hydrophobic characteristics, potentially limiting solubility in non-polar solvents. Therefore, 4-(4-carboxyphenyl)azobenzoic acid is likely more soluble in polar solvents such as water or ethanol rather than non-polar solvents.

In summary, the solubility of this compound is a complex interplay of its functional groups and the solvent characteristics. Understanding these factors is key to predicting its behavior in various chemical environments.

Interesting facts

Interesting Facts about 4-(4-carboxyphenyl)azobenzoic Acid

4-(4-carboxyphenyl)azobenzoic acid, commonly referred to as an azo compound, is a fascinating and versatile chemical entity known for its vibrant color and unique structural properties. Here are some engaging facts about this compound:

  • Azo Compounds: This compound belongs to the larger class of azo compounds, characterized by the presence of a nitrogen-nitrogen double bond (–N=N–). Azo compounds are widely acknowledged for their brilliant colors, which are used in dyes and pigments.
  • Applications: 4-(4-carboxyphenyl)azobenzoic acid finds applications in various fields, including:
    • Dyes and pigments in textile and manufacturing industries
    • Bioremediation processes to aid in the breakdown of pollutants
    • As a pH indicator due to its ability to exhibit color changes
  • Structural Significance: The presence of the carboxylic acid (–COOH) group in its structure enhances the compound’s water solubility and reactivity. This functional group can also participate in hydrogen bonding, further influencing its chemical behavior.
  • Thermal Stability: Azo compounds, including 4-(4-carboxyphenyl)azobenzoic acid, can decompose upon heating, leading to various products. This thermal sensitivity is crucial in certain applications where controlled decomposition is desirable.
  • Research Potential: The unique properties of this compound make it a subject of ongoing research, particularly in material science and organic chemistry. Researchers are exploring its potential for novel applications in drug delivery and nanotechnology.

In summary, 4-(4-carboxyphenyl)azobenzoic acid embodies the intersection of chemistry and practical application, showcasing the beauty and utility of azo compounds in both scientific research and industrial practice. As one delves deeper into its properties, numerous avenues for innovation continue to emerge.

Synonyms
4,4'-Azobisbenzoic acid
209-589-0
586-91-4
Azobenzene-4,4'-dicarboxylic Acid
4,4'-(E)-diazene-1,2-diyldibenzoic acid
71987-42-3
4,4'-(Diazene-1,2-diyl)dibenzoic acid
4-[(4-carboxyphenyl)diazenyl]benzoic acid
(E)-Azobenzene-4,4'-dicarboxylic acid
Benzoic acid, 4,4'-azobis-
AZOBENZENE-4,4-DICARBOXYLIC ACID
4,4'-Azodibenzoic Acid
(E)-4,4'-(Diazene-1,2-diyl)dibenzoic acid
4-Azobenzoate
EINECS 209-589-0
MFCD00496621
4,4'-azinodibenzoic acid
SCHEMBL70162
YSWG113
SCHEMBL3364649
NWHZQELJCLSKNV-FOCLMDBBSA-N
NWHZQELJCLSKNV-UHFFFAOYSA-N
DTXSID101277651
AKOS000592998
AKOS028108378
CS-W018444
AS-10390
LS-14268
SY272432
4,4'-(E)-diazene-1,2-diyldibenzoicacid
A1596
NS00042612
4,4a(2)-(1,2-Diazenediyl)bis[benzoic acid]
D70172
AG-690/12764367
SR-01000320865
SR-01000320865-1
4-[(1E)-2-(4-carboxyphenyl)diazen-1-yl]benzoic acid
(E)-4,4 inverted exclamation mark -(Diazene-1,2-diyl)dibenzoic Acid