Skip to main content

4-Phenoxyaniline

ADVERTISEMENT
Identification
Molecular formula
C12H11NO
CAS number
139-59-3
IUPAC name
4-phenoxyaniline
State
State

At room temperature, 4-Phenoxyaniline is a solid. It is often found in a crystalline form and is stable under standard conditions.

Melting point (Celsius)
57.00
Melting point (Kelvin)
330.15
Boiling point (Celsius)
305.00
Boiling point (Kelvin)
578.15
General information
Molecular weight
185.23g/mol
Molar mass
185.2160g/mol
Density
1.1740g/cm3
Appearence

4-Phenoxyaniline typically appears as a solid with an off-white to pale yellow coloration. It may be available in the form of a crystalline powder. The compound is known for its aromatic odor, which is characteristic of many aniline derivatives.

Comment on solubility

Solubility of 4-phenoxyaniline

4-phenoxyaniline, also known by its IUPAC name as 4-aminophenyl phenyl ether, displays intriguing solubility characteristics that can impact its utility in various applications. Its solubility can be assessed in different environments:

  • Water: 4-phenoxyaniline has limited solubility in water due to its hydrophobic phenyl groups. This leads to the formation of aggregates rather than individual molecules dissolving.
  • Organic Solvents: It is significantly more soluble in organic solvents such as ethanol, chloroform, and ether. This solubility in non-polar solvents illustrates its tendency to favor interactions away from water.
  • pH Influence: The solubility can also vary with pH levels. In acidic environments, protonation of the amine group can enhance the solubility, making it more soluble in aqueous solutions.

In summary, while 4-phenoxyaniline is sparingly soluble in water, it exhibits a greater affinity for organic solvents. This behavior underscores the importance of considering both chemical structure and environmental factors when evaluating the solubility of this compound.

Interesting facts

Interesting Facts about 4-phenoxyaniline

4-phenoxyaniline, also known as p-phenoxyaniline, is a fascinating compound with numerous applications across various fields. Here are some noteworthy facts about this compound:

  • Structural Significance: 4-phenoxyaniline consists of an aniline group connected to a phenoxy group. The presence of both aromatic rings contributes to its unique chemical properties, making it a valuable intermediate in organic synthesis.
  • Reactivity: The amine group in 4-phenoxyaniline allows it to participate in various chemical reactions, including diazotization and coupling reactions. This reactivity enables the synthesis of dyes, pharmaceuticals, and other functional materials.
  • Applications: It is commonly used in the production of azo dyes, which are widely employed in the textile industry. Additionally, its derivatives find use in pharmaceuticals, agrochemicals, and as chemical intermediates.
  • Toxicological Considerations: Like many organic compounds, safety precautions are necessary when handling 4-phenoxyaniline. It’s important to note its potential health effects, such as skin irritation and toxicity, which necessitate careful handling in laboratory settings.
  • Research & Development: Ongoing research on 4-phenoxyaniline focuses on improving its applications and understanding its environmental impact. Scientists are exploring greener synthesis routes and evaluating its performance in photovoltaic devices.

In summary, 4-phenoxyaniline is not just a simple compound; its role as a building block in organic chemistry and its diverse applications make it a significant subject of study for both industrial and academic chemists. As the demand for innovative materials continues to grow, the relevance of compounds like 4-phenoxyaniline will undoubtedly expand.

Synonyms
4-PHENOXYANILINE
139-59-3
4-Aminodiphenyl ether
p-Phenoxyaniline
4-Phenoxybenzenamine
Benzenamine, 4-phenoxy-
4-Aminophenyl phenyl ether
Aniline, p-phenoxy-
4-Aminodifenylether
4-Amino-1-phenoxybenzene
4-Aminobiphenyl ether
4-Aminodiphenylether
p-Aminophenyl phenyl ether
Ether, 4-aminophenyl phenyl
NSC 4629
4-Aminodifenylether [Czech]
CCRIS 3561
EINECS 205-367-2
MFCD00007862
BRN 0777708
44P7PAW368
NSC-4629
ANILINE, 4-PHENOXY-
CHEMBL249550
BENZENAMINE, P-PHENOXY-
DTXSID8059687
WLN: ZR DOR
4-Phenoxyaniline(Chunks or pellets or Flake)
4-phenoxyphenylamine
4-Phenoxaniline
p-phenoxy aniline
4-phenyloxyaniline
4-phenoxy aniline
4-phenoxy-aniline
para-phenoxyaniline
4-(phenoxy)aniline
4-(phenyloxy)aniline
4-Phenoxy-phenylamine
(4-phenoxyphenyl)amine
4-phenoxy-phenyl amine
4-Phenoxyaniline, 97%
ChemDiv3_000338
Oprea1_328270
BIDD:GT0348
SCHEMBL159084
UNII-44P7PAW368
DTXCID6034506
NSC4629
HMS1473P08
NSC57084
NSC61131
4-Phenoxyaniline(Chunks or pellets)
BDBM50334276
CL8445
NSC-57084
NSC-61131
STK041542
AKOS000103555
CCG-103474
CS-W020611
IDI1_019656
NCGC00175907-01
AC-14414
AS-15655
DB-032327
NS00024511
P0981
EN300-17937
A807567
SR-01000393015
SR-01000393015-1
BRD-K85539327-001-01-4
Z57124586
F0020-1798
205-367-2