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Azobenzene

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Identification
Molecular formula
C12H10N2
CAS number
103-33-3
IUPAC name
N-phenyl-4-phenylazo-aniline
State
State

At room temperature, azobenzene is a solid. It is stable under normal conditions and does not sublimate or liquefy without external heat being applied.

Melting point (Celsius)
68.00
Melting point (Kelvin)
341.00
Boiling point (Celsius)
293.00
Boiling point (Kelvin)
566.00
General information
Molecular weight
182.22g/mol
Molar mass
182.2210g/mol
Density
1.2740g/cm3
Appearence

Azobenzene appears as a red-orange crystalline solid, often with a distinctive sheen. The vibrancy of its color makes it notable, particularly in dyes and pigments. Its crystalline nature can be observed under a microscope, revealing well-formed structures.

Comment on solubility

Solubility of N-phenyl-4-phenylazo-aniline

N-phenyl-4-phenylazo-aniline, a compound with a complex azo structure, exhibits unique solubility characteristics that are influenced by its chemical structure. The solubility of this compound is generally limited in water due to its large, hydrophobic phenyl groups.

However, it may be soluble in various organic solvents, which can be summarized as follows:

  • Soluble in:
    • Ethyl alcohol
    • Acetone
    • Dimethyl sulfoxide (DMSO)
  • Poorly soluble in:
    • Water
    • Hexane

According to solubility rules, compounds with extensive aromatic character tend to resist solvation by polar solvents, further reinforcing the observation of its relatively low solubility in aqueous environments. Therefore, its applications and reactivity in chemical reactions are often tailored within non-aqueous media. This characteristic can be a critical factor in determining its behavior in various chemical processes and formulations.

Understanding solubility is essential for chemists when considering applications, reactions, or analytical methods involving N-phenyl-4-phenylazo-aniline.

Interesting facts

Interesting Facts About N-phenyl-4-phenylazo-aniline

N-phenyl-4-phenylazo-aniline is a fascinating azo compound that has garnered attention in both industrial and academic settings. Here are some noteworthy aspects of this compound:

  • Azo Compounds: As an azo compound, N-phenyl-4-phenylazo-aniline contains the characteristic -N=N- functional group. This functionality is crucial in dye chemistry and plays a significant role in the coloration properties of numerous textiles and materials.
  • Applications in Dyes: Its vivid colors and stability make it an essential ingredient in the production of dyes and pigments. These properties have led to its widespread use in the textile industry, particularly in materials requiring strong, long-lasting colors.
  • Impact on Color Theory: Azo dyes have long been a subject of study in color theory. Researchers examine how the molecular structure influences color perception, further contributing to advancements in color science.
  • Biological Studies: N-phenyl-4-phenylazo-aniline also invites interest in the biological domain. Studies have been conducted to investigate its potential mutagenic properties, which raises important discussions about safety regulations in manufacturing processes.
  • Historical Significance: The development and industrial use of azo dyes, including N-phenyl-4-phenylazo-aniline, marked a major innovation in the 19th century. This period saw a surge in synthetic dyes, shifting the focus away from natural dyes, significantly shaping the fashion and textile industries we know today.

Overall, N-phenyl-4-phenylazo-aniline serves as an exemplary compound that bridges chemistry with practical applications, highlighting the intersection of science, industry, and art.

Synonyms
4-(Phenylazo)diphenylamine
101-75-7
4-Anilinoazobenzene
4-Phenylazodiphenylamine
4-Benzeneazodiphenylamine
Azobenzene, 4-anilino-
N-Phenyl-4-(phenylazo)aniline
N-phenyl-4-phenyldiazenylaniline
N-Phenyl-4-aminoazobenzene
Benzenamine, N-phenyl-4-(phenylazo)-
Benzenamine, N-phenyl-4-(2-phenyldiazenyl)-
4-(Phenylamino)azobenzene
MFCD00003023
DIPHENYLAMINE, 4-(PHENYLAZO)-
NSC 74774
4(phenylazo)diphenylamine
DTXSID1059238
(E)-N-phenyl-4-(phenyldiazenyl)aniline
83374-91-8
N-Phenyl-4-(phenyldiazenyl)aniline
N-Phenyl-4-[phenyldiazenyl]aniline
EINECS 202-972-3
BRN 0749359
AI3-15296
4Anilinoazobenzene
NSC74774
Azobenzene, 4anilino
benzeneazodiphenylamine
p-Phenazodiphenylamine
NPhenyl4aminoazobenzene
N-phenyl-4-(2-phenyldiazen-1-yl)aniline
4(Phenylamino)azobenzene
WLN: RNUNR DMR
NPhenyl4(phenylazo)aniline
N-Phenyl-4-phenylazoaniline
Diphenylamine, 4(phenylazo)
NCIOpen2_004096
SCHEMBL61806
DTXCID4032588
Benzenamine, Nphenyl4(phenylazo)
VXLFYNFOITWQPM-QZQOTICOSA-N
4-(Phenylazo)diphenylamine, 97%
BTB 10542
NSC-74774
AKOS024302282
Benzenamine, Nphenyl4(2phenyldiazenyl)
FP52637
FS-4365
HY-W142631
N-Phenyl-4-(2-phenyldiazenyl)benzenamine
SY011164
Benzenamine,N-phenyl-4-(2-phenyldiazenyl)-
CS-0204670
NS00015804
P0146
4-Anilinoazobenzene;N-Phenyl-4-phenylazoaniline
D91913
Q15726126
202-972-3