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4-Phenylazobenzoic acid

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Identification
Molecular formula
C13H10N2O2
CAS number
136-50-9
IUPAC name
4-phenylazobenzoic acid
State
State
4-Phenylazobenzoic acid is typically a solid at room temperature.
Melting point (Celsius)
210.00
Melting point (Kelvin)
483.15
Boiling point (Celsius)
443.00
Boiling point (Kelvin)
716.15
General information
Molecular weight
242.24g/mol
Molar mass
242.2370g/mol
Density
1.4390g/cm3
Appearence

4-Phenylazobenzoic acid is typically an orange to red crystalline powder. Its vibrant color is due to the azo group, which is characteristic of azo compounds.

Comment on solubility

Solubility of 4-phenylazobenzoic acid

4-phenylazobenzoic acid, with its complex aromatic structure, exhibits intriguing solubility characteristics that can be influenced by various factors. The solubility of this compound can be assessed in the following contexts:

  • Polar solvents: Generally, 4-phenylazobenzoic acid has limited solubility in water due to its large hydrophobic aromatic moieties. Its polar carboxylic acid group may interact weakly with water molecules, but this is not enough to promote high solubility.
  • Non-polar solvents: Conversely, the compound is likely to dissolve well in organic solvents such as hexane or benzene, which can stabilize the non-polar portions of its molecular structure.
  • Temperature effects: It's observed that solubility may increase at elevated temperatures; thus, heating the solvent can help dissolve more of the compound, enhancing the interaction between solvent and solute.

In conclusion, while 4-phenylazobenzoic acid shows poor solubility in polar solvents, it thrives in non-polar environments. As stated, "The solubility of compounds is often a delicate balance between their structural polarity and the nature of the solvent used." Understanding these principles allows for better manipulation of this compound in various chemical applications.

Interesting facts

Interesting Facts about 4-Phenylazobenzoic Acid

4-Phenylazobenzoic acid is a fascinating compound that belongs to the class of azo compounds, known for their vibrant colors and wide range of applications in various fields. Here are some intriguing aspects of this compound:

  • Structure and Functionality: The compound features an azo group (–N=N–) connecting two aromatic rings, which is significant for its reactivity and aesthetic properties. This structure allows it to participate in various chemical reactions, including coupling reactions that are essential in dye chemistry.
  • Applications: 4-Phenylazobenzoic acid is widely used in the production of dyes and pigments. Its ability to absorb ultraviolet light makes it valuable in UV-absorbing materials and filters.
  • Thermal Properties: Interestingly, studies have shown that this compound can undergo thermal isomerization, which can be utilized in the development of thermochromic materials—those that change color with changes in temperature.
  • Biological Relevance: Research indicates potential biological activities associated with azo compounds, including antibacterial and antifungal properties. This raises interesting questions about the safety and efficacy of such compounds in various applications.

As a chemistry student or scientist, it’s important to recognize not only the practical uses of compounds like 4-phenylazobenzoic acid but also their implications for environmental and health standards. The unique characteristics of azo dyes can lead to both innovations and challenges in synthetic chemistry, making this compound a subject of great interest.

To summarize, 4-phenylazobenzoic acid is not just a compound to study; it represents a bridge between fundamental chemistry and real-world applications. As noted by one researcher, “the colorful world of azo compounds holds untold potential for future advancements.”

Synonyms
p-Phenylazobenzoic acid
4-Carboxyazobenzene
Azobenzene-4-carboxylic acid
Benzoic acid, 4-(2-phenyldiazenyl)-
Benzoic acid, p-(phenylazo)-
4-Phenylazobenzoic acid
NSC 2522
EINECS 216-347-8
4-(2-Phenyldiazenyl)benzoic acid
4Carboxyazobenzene
pPhenylazobenzoic acid
4(Phenylazo)benzoic acid
Azobenzene4carboxylic acid
Benzoic acid, p(phenylazo)
Benzoic acid, 4(phenylazo)
Benzoic acid, 4(2phenyldiazenyl)
Benzoic acid, p(phenylazo) (8CI)
Benzoic acid, p-(phenylazo)-(8CI)
216-347-8
1562-93-2
4-(PHENYLAZO)BENZOIC ACID
Benzoic acid, 4-(phenylazo)-
4-phenyldiazenylbenzoic acid
Azoic acid
4-(PHENYLAZO)BENZOICACID
37790-20-8
4-(phenyldiazenyl)benzoic acid
(E)-4-(Phenyldiazenyl)benzoic acid
4-Phenylazo-benzoic acid
MFCD00020348
U7WT6MJ3SW
4-(2-phenyldiazen-1-yl)benzoic acid
CHEMBL273753
NSC-2522
Trans-4-(Phenyldiazenyl)Benzoic Acid
4-phenyldiazenyl-benzoic acid
4-[(E)-phenylazo]benzoic acid
Benzoic acid,4-(2-phenyldiazenyl)-
Benzoic acid, 4-(phenylazo)-, (E)-
UNII-U7WT6MJ3SW
SCHEMBL168297
SCHEMBL3361521
DTXSID1061784
NSC2522
CSPTZWQFHBVOLO-CCEZHUSRSA-N
4-(Phenylazo)benzoic acid, 98%
4-[(E)-Phenyldiazenyl]benzoic acid
BDBM50587272
Benzoic acid, 4-(phenylazo)-(E)-
[4-(phenylazo)phenyl]-methanoic acid
AKOS015889583
AKOS024386633
4-[(E)-Phenyldiazenyl]benzoic acid #
HY-W106234
AS-62175
PD197264
SY051949
DB-064125
CS-0163758
NS00025072
P0143
D91911
AE-562/40861594