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2,3,6-Trichloro-4-nitrophenol

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Identification
Molecular formula
C6HCl3NO3
CAS number
88-06-2
IUPAC name
2,3,6-trichloro-4-nitro-phenol
State
State

At room temperature, 2,3,6-Trichloro-4-nitrophenol is in a solid state, typically presenting as a powder. It is not volatile, which means it does not evaporate easily and remains as a solid during handling and processing under normal conditions.

Melting point (Celsius)
114.50
Melting point (Kelvin)
387.65
Boiling point (Celsius)
390.00
Boiling point (Kelvin)
663.15
General information
Molecular weight
244.45g/mol
Molar mass
244.4480g/mol
Density
1.9820g/cm3
Appearence

2,3,6-Trichloro-4-nitrophenol is characterized as a light yellow crystalline solid. It may appear as a powder or as larger crystals depending on its specific form or preparation method. The bright yellow hue is a result of its nitro functional group, which contributes to its color.

Comment on solubility

Solubility of 2,3,6-trichloro-4-nitro-phenol

2,3,6-trichloro-4-nitro-phenol, with its complex structure, exhibits unique solubility characteristics. This compound is known to be sparingly soluble in water, which can be attributed to the presence of its multiple halogen substituents and the nitro group on the aromatic ring. The electronegative chlorine atoms diminish the molecule's overall polarity, thus reducing its interaction with water molecules.

Factors Affecting Solubility:

  • Hydrophobic Interactions: The chlorinated nature of the compound contributes to hydrophobic effects, making it less inclined to dissolve in polar solvents like water.
  • Temperature: Increased temperature can enhance solubility, as higher thermal energy tends to weaken intermolecular forces.
  • pH of Solution: Change in pH can affect the solubility of compounds with acidic or basic functional groups, although the pH impact on this specific phenol is limited.

In organic solvents, such as ethanol or acetone, the solubility of 2,3,6-trichloro-4-nitro-phenol increases significantly due to better compatibility with the solvent's polarity. This characteristic makes it a more viable compound in organic chemistry contexts, particularly in synthesis and extraction processes.

Overall, while 2,3,6-trichloro-4-nitro-phenol shows limited solubility in water, exploring its behavior in various solvents can lead to valuable insights for its applications in different chemical environments.

Interesting facts

Interesting Facts about 2,3,6-Trichloro-4-nitro-phenol

2,3,6-Trichloro-4-nitro-phenol, commonly known as TCP, is a fascinating compound that showcases the intricate relationship between structure and function in organic chemistry. Here are some notable facts about this compound:

  • Origin: TCP is primarily derived from the chlorination and nitration of phenol, making it a great example of how different functional groups can influence chemical behavior.
  • Use in Industry: One of the main applications of TCP is in the production of disinfectants and antiseptics. Its antimicrobial properties make it useful in various medical and sanitary applications.
  • Ecotoxicology: Due to its chlorinated nature, TCP has raised environmental concerns. Its persistence in the environment and potential toxicity to aquatic life highlight the need for responsible usage and disposal.
  • Research Interest: Scientists have been exploring TCP's role as a model compound in studying chlorinated phenols. Through various studies, researchers aim to understand the degradation pathways and their effects on ecosystems.
  • Structural Insight: The presence of multiple chlorine atoms along with a nitro group gives TCP unique chemical properties. These substitutions can drastically affect the electron distribution within the molecule, leading to varied reactivity patterns.

As you study TCP, keep in mind that small changes in chemical structure can lead to significant differences in behavior and applications. The interplay between functional groups not only determines the potential uses of a compound but also raises important questions regarding environmental safety and human health.

Overall, TCP serves as a prime example of how organic compounds can offer both benefits and challenges in various fields of study.

Synonyms
20404-02-8
2,3,6-TRICHLORO-4-NITROPHENOL
Phenol,2,3,6-trichloro-4-nitro-
NSC141443
Phenol, 2,3,6-trichloro-4-nitro-
Lenvatinib Impurity 170
SCHEMBL9226136
DTXSID70878854
NSC 141443
NSC-141443
DS-012172