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3-Chloro-4-nitrophenol

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Identification
Molecular formula
C6H4ClNO3
CAS number
618-74-8
IUPAC name
3-chloro-4-nitro-phenol
State
State

At room temperature, 3-Chloro-4-nitrophenol is typically in a solid state.

Melting point (Celsius)
114.00
Melting point (Kelvin)
387.15
Boiling point (Celsius)
245.00
Boiling point (Kelvin)
518.15
General information
Molecular weight
173.56g/mol
Molar mass
173.5550g/mol
Density
1.6932g/cm3
Appearence

3-Chloro-4-nitrophenol appears as a pale yellow crystalline solid. It is known for its distinctive yellow coloration which is typical of nitro-substituted aromatic compounds, likely due to the presence of conjugated systems within the molecule.

Comment on solubility

Solubility of 3-chloro-4-nitro-phenol

The solubility of 3-chloro-4-nitro-phenol in various solvents is an important consideration for its applications and uses in research and industry. Here are some key points regarding its solubility:

  • Water solubility: 3-chloro-4-nitro-phenol has limited solubility in water, influenced by its polar nitro group and chlorine substituent, which can form hydrogen bonds but also create steric hindrance.
  • Solubility in organic solvents: The compound demonstrates better solubility in organic solvents such as ethanol, acetone, and ether. This is due to the hydrophobic character of the aromatic ring and the weak interactions with polar solvents.
  • pH dependence: The solubility may vary with pH; it is more soluble in alkaline conditions due to deprotonation of the phenolic hydroxyl group, enhancing its ionic character.

In practical terms, understanding the solubility characteristics of 3-chloro-4-nitro-phenol is crucial when considering its behavior in various environments, especially in analytical applications and environmental assessments.

Interesting facts

Interesting Facts about 3-Chloro-4-Nitro-Phenol

3-Chloro-4-nitro-phenol, often abbreviated as CNPP, is a fascinating organic compound that showcases the intriguing interplay of functional groups and chemical properties. Here are some standout aspects of this compound:

  • Functional Groups: The presence of both a nitro group and a chloro group on the aromatic ring significantly influences the compound's chemical reactivity and properties. This makes it a valuable intermediate in organic synthesis.
  • Applications: 3-Chloro-4-nitro-phenol is used in:
    • the manufacturing of pesticides and herbicides, where it serves as a key building block.
    • the production of dye and pigments due to its ability to produce bright and vivid colors.
  • Environmental Impact: As with many chlorinated compounds, there are concerns regarding the environmental persistence and potential toxicity of 3-chloro-4-nitro-phenol. Its bioaccumulation and effects on aquatic life are subjects of ongoing research.
  • Research Applications: In the realm of pharmaceuticals, this compound is investigated for its properties that might contribute to developing new drugs, highlighting the importance of chlorinated derivatives in medicinal chemistry.

In conclusion, 3-chloro-4-nitro-phenol exemplifies the complexity and utility of aromatic compounds in both industrial and research settings. As noted by many chemists, "the unique features of phenolic compounds often lead to unexpected and innovative applications."

Synonyms
3-CHLORO-4-NITROPHENOL
Phenol, 3-chloro-4-nitro-
BRN 1950821
EINECS 207-730-0
DTXSID3075416
DTXCID1040665
207-730-0
4-06-00-01357 (beilstein handbook reference)
dktrzbwxgopyix-uhfffaoysa-n
491-11-2
2-Chloro-4-hydroxynitrobenzene
4-nitro-3-chlorophenol
MFCD00466090
3-Chlor-4-nitrophenol
3-Chloro 4-nitrophenol
VFG7H7L4GQ
SCHEMBL1551981
BCP30239
BBL104262
STL388963
AKOS000299823
CS-W008663
MB01255
AC-27959
AS-19811
FC140090
SY109271
DB-023319
NS00031855
EN300-56891
AF-936/31260047
Z859818112