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2-Chloro-5-nitroaniline

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Identification
Molecular formula
C6H5ClN2O2
CAS number
1635-61-6
IUPAC name
2-chloro-5-nitro-aniline
State
State

At room temperature, 2-Chloro-5-nitroaniline is in a solid state, typically presented as a crystalline powder.

Melting point (Celsius)
148.00
Melting point (Kelvin)
421.15
Boiling point (Celsius)
299.00
Boiling point (Kelvin)
572.15
General information
Molecular weight
172.56g/mol
Molar mass
172.5580g/mol
Density
1.6067g/cm3
Appearence

2-Chloro-5-nitroaniline appears as a yellow to orange crystalline solid. The compound is typically handled as a powder.

Comment on solubility

Solubility of 2-chloro-5-nitro-aniline

2-chloro-5-nitro-aniline is an organic compound with intriguing solubility characteristics. It often exhibits limited solubility in water due to its hydrophobic aromatic ring structure, which does not favorably interact with polar solvents like water.

Key points regarding the solubility of 2-chloro-5-nitro-aniline include:

  • Polarity: The presence of both the –Cl (chloro) and –NO2 (nitro) groups enhances the molecule's overall polar character compared to non-polar compounds. However, the aromatic structure still predominates, making water solubility low.
  • Solvent Compatibility: While it is poorly soluble in water, this compound tends to dissolve better in organic solvents such as ethanol, acetone, and dichloromethane. This property can be attributed to the similarity in non-polar characteristics of these solvents to the compound's structure.
  • Temperature Influence: Solubility can increase with higher temperatures, which is common for many organic compounds. Thus, heating the solvent may aid in dissolving the compound more effectively.

In summary, the solubility of 2-chloro-5-nitro-aniline is heavily influenced by its molecular structure and the nature of the solvent. As a result, it is more apt to be utilized in non-polar or lightly polar solvent systems rather than in water.

Interesting facts

Interesting Facts about 2-Chloro-5-Nitro-Aniline

2-Chloro-5-nitro-aniline is a fascinating compound that belongs to the class of organic amines, specifically aromatic amines. Here are some intriguing aspects regarding this compound:

  • Significance in Synthesis: This compound is a valuable intermediate in organic synthesis, particularly in the manufacturing of dyes and pigments. The presence of both chlorine and nitro groups makes it a versatile building block.
  • Biological Studies: It has been studied for its potential biological activities, including antibacterial properties. Researchers have investigated its effects on various bacterial strains, opening doors for potential pharmaceutical applications.
  • Regulatory Aspects: Due to its chemical structure and toxicity, 2-chloro-5-nitro-aniline is subject to regulation in many countries. It is essential for scientists and industrial chemists to handle this compound with care, following safety guidelines.
  • Analytical Chemistry: This compound is often used in analytical chemistry as a standard for calibration and in the testing of methodologies for detecting amines in complex mixtures.

As a part of the larger family of chlorinated and nitro-substituted compounds, 2-chloro-5-nitro-aniline presents unique characteristics that are significant not only in academia but also in industrial applications. Emphasizing the dual nature of its utility and potential harm, it reminds us of the complex relationship we have with chemical substances:

"The right compound in the wrong hands can spell disaster, but the same compound in the right context can lead to innovation."

In conclusion, 2-chloro-5-nitro-aniline serves as an excellent example of how organic compounds can be both essential tools in scientific advancement and potential hazards that require careful management.

Synonyms
2-CHLORO-5-NITROANILINE
6283-25-6
Benzenamine, 2-chloro-5-nitro-
6-Chloro-3-nitroaniline
Aniline, 2-chloro-5-nitro-
2-Chloro-5-nitrobenzenamine
2-chloro-5-nitrophenylamine
Aniline, 6-chloro-3-nitro-
HSDB 6086
NSC 7791
NSC-7791
EINECS 228-498-7
BRN 2208878
DTXSID6038827
PO198891S5
DTXCID4018827
3-12-00-01661 (Beilstein Handbook Reference)
2-CHLORO-5-NITROANILINE [HSDB]
1-AMINO-2-CHLORO-5-NITROBENZENE
6Chloro3nitroaniline
Aniline, 2chloro5nitro
Aniline, 6chloro3nitro
2Chloro5nitrobenzenamine
Benzenamine, 2chloro5nitro
228-498-7
2-chloro-5-nitro aniline
MFCD00007668
2-chloro-5-nitro-benzamine
UNII-PO198891S5
NSC7791
2-Chloro-5-nitrobenzenamine; 2-Chloro-5-nitrophenylamine; 5-Nitro-2-chloroaniline; 6-Chloro-3-nitroaniline; NSC 7791; 1-Amino-2-chloro-5-nitrobenzene
3-Nitro-6-chloroaniline
WLN: ZR BG ENW
2- chloro-5-nitroaniline
2-chloranyl-5-nitro-aniline
2-Chloro-5-nitro-phenylamine
SCHEMBL113099
CHEMBL325115
2-Chloro-5-nitroaniline, 98%
2-Amino-1-chloro-4-nitrobenzene
Tox21_303861
STL164344
AKOS000119518
AC-5962
CS-W020076
FC70430
NCGC00357126-01
AS-11831
BP-13317
CAS-6283-25-6
DB-027979
NS00035188
EN300-18106
D70609
A834030
AG-205/01772033
Q27286657
Z57163404
F1294-0086
InChI=1/C6H5ClN2O2/c7-5-2-1-4(9(10)11)3-6(5)8/h1-3H,8H