Skip to main content

1-chloro-4-nitrosobenzene

ADVERTISEMENT
Identification
Molecular formula
C6H4ClNO
CAS number
586-96-9
IUPAC name
1-chloro-4-nitroso-benzene
State
State

At room temperature, 1-chloro-4-nitrosobenzene is typically in a solid state. It is relatively stable under standard conditions but should be handled with care due to its potential reactivity and aromatic nature.

Melting point (Celsius)
83.00
Melting point (Kelvin)
356.15
Boiling point (Celsius)
262.00
Boiling point (Kelvin)
535.15
General information
Molecular weight
157.56g/mol
Molar mass
157.5550g/mol
Density
1.3900g/cm3
Appearence

1-Chloro-4-nitrosobenzene appears as a crystalline solid with a greenish color. It exhibits a characteristic aromatic odor, which is typical of many nitroso compounds. The solid may show variations in intensity of color due to the presence of the nitroso group.

Comment on solubility

Solubility of 1-chloro-4-nitroso-benzene

1-chloro-4-nitroso-benzene, known for its interesting chemical structure, presents unique solubility properties that can vary significantly based on environmental conditions. Here are some key points regarding its solubility:

  • Polar and Non-Polar Character: The presence of both chloro (-Cl) and nitroso (-NO) functional groups contributes to the molecule's polar characteristics, which typically affect its interactions with solvents.
  • Solubility in Organic Solvents: It is generally soluble in non-polar organic solvents due to its aromatic nature. Solvents such as benzene and toluene can effectively dissolve 1-chloro-4-nitroso-benzene.
  • Limited Water Solubility: Its solubility in water is very limited, often described as low, as the molecule does not interact favorably with the polar water molecules.
  • Temperature Influence: The solubility may increase with temperature, as is typical for many organic compounds.
  • Thermodynamic Considerations: Natural entropy changes and enthalpy make dissolution more favorable in compatible solvents, where molecular interactions can be optimized.

In summary, while 1-chloro-4-nitroso-benzene is notably soluble in organic solvents, its solubility in water remains minimal. Therefore, applications for this compound often leverage its solubility in non-polar environments.

Interesting facts

Interesting Facts about 1-Chloro-4-nitroso-benzene

1-Chloro-4-nitroso-benzene is a fascinating organic compound with various applications in chemical synthesis and research. Here are some intriguing aspects of this compound:

  • Structure and Reactivity: The presence of both a −NO (nitroso) group and a −Cl (chloro) group in the molecule contributes to its interesting reactivity. This can lead to diverse reactions, particularly in the formation of azo compounds through diazotization processes.
  • Applications: This compound is often used as an intermediate in the synthesis of various dyes and pharmaceuticals, illustrating its importance in both industrial applications and laboratory research.
  • Analytical Use: Due to its unique properties, 1-chloro-4-nitroso-benzene can serve as a chemical probe in studies pertaining to the reactivity of nitroso compounds in different environments.
  • Toxicity: As with many nitroso compounds, 1-chloro-4-nitroso-benzene poses certain health risks, and precautions should be taken when handling it in the laboratory setting. It is essential to be aware of its potential carcinogenic effects.
  • Preparation Methods: Several methods exist for synthesizing this compound, including the chlorination of 4-nitrosophenol, demonstrating the versatility of organic synthesis techniques.

In summary, 1-chloro-4-nitroso-benzene is not just a simple compound; it serves various functions in the field of chemistry, showcasing the complexity and utility of organic compounds in both academic research and practical applications.

Synonyms
4-CHLORONITROSOBENZENE
1-Chloro-4-nitrosobenzene
p-Chloronitrosobenzene
Benzene, 1-chloro-4-nitroso-
4-Chloro-1-nitrosobenzene
EINECS 213-263-3
NSC 202930
DTXSID40239332
DTXCID60161823
Benzene, 1-chloro-4-nitroso-(8CI)
Benzene, 1-chloro-4-nitroso-(8CI)(9CI)
213-263-3
ieysgpzuulpjpq-uhfffaoysa-n
inchi=1/c6h4clno/c7-5-1-3-6(8-9)4-2-5/h1-4
932-98-9
p-Nitrosochlorobenzene
p-nitrosophenyl chloride
NSC202930
NSC-202930
Chloro-4-nitroso-benzene
1-chloro-4-nitroso-benzene
MD7P76W8KW
SCHEMBL85600
ghl.PD_Mitscher_leg0.1058
AKOS006274059
DB-195692
NS00039545