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2-Chloro-4-nitroaniline

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Identification
Molecular formula
C6H6ClN2O2
CAS number
121-87-9
IUPAC name
2-chloro-4-nitro-aniline
State
State

At room temperature, 2-Chloro-4-nitroaniline is in a solid state.

Melting point (Celsius)
68.00
Melting point (Kelvin)
341.15
Boiling point (Celsius)
311.20
Boiling point (Kelvin)
584.35
General information
Molecular weight
172.57g/mol
Molar mass
172.5700g/mol
Density
1.5450g/cm3
Appearence

2-Chloro-4-nitroaniline appears as a yellow crystalline solid, which may appear slightly orange depending on the purity and specific conditions of observation.

Comment on solubility

Solubility of 2-chloro-4-nitro-aniline

2-chloro-4-nitro-aniline, with the chemical formula C6H5ClN2O2, presents unique solubility characteristics that are important for its applications in various chemical processes.

This compound demonstrates a moderate solubility in organic solvents while exhibiting limited solubility in water. Key factors influencing its solubility include:

  • The presence of functional groups: The nitro (-NO2) and amino (-NH2) groups contribute polar characteristics, enhancing interaction with polar solvents.
  • Hydrophobic regions: The chloro group (-Cl) and aromatic ring contribute to its hydrophobic nature, which can limit solubility in aqueous solutions.
  • pH considerations: The solubility can also be affected by pH levels; for instance, in acidic conditions, the amino group can become protonated, thereby increasing solubility.

As a general observation, it's often stated that:

"Like dissolves like."

This means that 2-chloro-4-nitro-aniline is more likely to dissolve in non-polar or slightly polar organic solvents compared to highly polar solvents like water.

In summary, understanding the solubility of 2-chloro-4-nitro-aniline is crucial for its effective use in synthesis and various industrial applications.

Interesting facts

Interesting Facts about 2-Chloro-4-nitro-aniline

2-Chloro-4-nitro-aniline is a fascinating compound that showcases the complex interplay between functional groups and their impact on chemical behavior. Here are some noteworthy points about this intriguing chemical:

  • Structural Significance: The presence of both a chloro group and a nitro group on the aniline ring greatly influences the compound's reactivity and properties. The electron-withdrawing nitro group can significantly affect the electron density on the aromatic ring.
  • Applications in Dye Chemistry: Due to its unique structure, 2-chloro-4-nitro-aniline is often used as an intermediate in the synthesis of azo dyes and other colorants. Its reactivity can be manipulated to create vibrant colors for textiles and other materials.
  • Historical Context: The use of nitroanilines in dye production dates back to the industrial revolution, significantly impacting the textile industry. Understanding the chemistry of such compounds has been vital in the development of synthetic dyes.
  • Research Applications: Beyond dyes, this compound has also garnered interest in research for its potential use in pharmaceuticals and agrochemicals. Scientists are exploring its biochemical properties and interactions with biological systems.
  • Health and Safety Considerations: As with many organic compounds containing halogens and nitro groups, 2-chloro-4-nitro-aniline must be handled with caution. It is essential to be aware of its potential toxicity and environmental impacts.

In summary, 2-chloro-4-nitro-aniline serves as an important compound in the realms of both industrial applications and chemical research. Its diverse uses and the rich chemistry behind it make it a valuable subject of study for students and scientists alike.

Synonyms
2-Chloro-4-nitroaniline
121-87-9
Ocpna
2-Chloro-4-nitrobenzenamine
o-Chloro-p-nitroaniline
4-Nitro-2-chloroaniline
1-AMINO-2-CHLORO-4-NITROBENZENE
Benzenamine, 2-chloro-4-nitro-
Aniline, 2-chloro-4-nitro-
2-chloro-4-nitrophenylamine
2-Chloro-4-nitro-phenylamine
ortho-Chloro-para-nitroaniline
CCRIS 2648
HSDB 5405
NSC 3548
EINECS 204-502-2
XSA3ZX337B
BRN 0638657
DTXSID4021973
AI3-09084
NSC-3548
DTXCID201973
4-12-00-01675 (Beilstein Handbook Reference)
CHLORO-4-NITROANILINE, 2-
EN300-17939
1-AMINO-2-CHLORO-4-NITROBENZENE [HSDB]
2-chloro-4-nitro-aniline
UNII-XSA3ZX337B
oChloropnitroaniline
2Chloro4nitroaniline
4-AMINO-3-CHLORONITROBENZENE
4Nitro2chloroaniline
MFCD00007665
2-chlor-4-nitroanilin
Aniline, 2chloro4nitro
2Chloro4nitrobenzenamine
orthoChloroparanitroaniline
WLN: ZR BG DNW
Benzenamine, 2chloro4nitro
2-chloranyl-4-nitro-aniline
SCHEMBL532698
(2-chloro-4-nitrophenyl)amine
CHEMBL1893710
SCHEMBL15630259
2-Chloro-4-nitroaniline, 99%
NSC3548
(2-chloro-4-nitro-phenyl)-amine
BDBM626062
Tox21_303921
STK358782
AKOS000120340
AC-7419
BS-3940
CS-W020588
NCGC00164027-01
NCGC00357167-01
CAS-121-87-9
NS00010131
C33071
D88095
A804801
AE-562/40244765
Q2597946
Z57126995
F0001-0350
InChI=1/C6H5ClN2O2/c7-5-3-4(9(10)11)1-2-6(5)8/h1-3H,8H
204-502-2