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2,3,5,6-Tetrachloroaniline

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Identification
Molecular formula
C6H3Cl4N
CAS number
2008-81-7
IUPAC name
2,3,5,6-tetrachloroaniline
State
State

At room temperature, 2,3,5,6-tetrachloroaniline is a solid. It is stable under normal conditions and remains as a solid until it reaches its melting point.

Melting point (Celsius)
211.00
Melting point (Kelvin)
484.15
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.15
General information
Molecular weight
230.91g/mol
Molar mass
230.9050g/mol
Density
1.7700g/cm3
Appearence

2,3,5,6-Tetrachloroaniline typically appears as a colorless to pale yellow solid. It may be presented in the form of crystalline powder or flakes. The compound can gradually darken when exposed to air or light due to slight degradation. Its appearance can be influenced by the purity and form it is isolated in after synthesis.

Comment on solubility

Solubility of 2,3,5,6-tetrachloroaniline

2,3,5,6-tetrachloroaniline, often referred to in shorthand as TCA, exhibits unique solubility characteristics that are worth noting. This compound is generally classified as having limited solubility in water, a trait attributed to its structure and the presence of multiple chlorine substituents. Here are some important points regarding its solubility:

  • Water Solubility: TCA's solubility in water is quite low, making it more hydrophobic. This limits its bioavailability and environmental mobility.
  • Organic Solvents: Conversely, 2,3,5,6-tetrachloroaniline is more soluble in organic solvents such as ethanol and acetone. This property can be useful in various chemical applications.
  • The Role of Chlorine Atoms: The presence of four chlorine atoms contributes to the compound's lipophilicity, affecting solubility across different mediums.

In summary, while 2,3,5,6-tetrachloroaniline struggles to dissolve in water, it forms more favorable interactions with organic solvents. This dual behavior makes it an intriguing compound in both chemical synthesis and environmental discussions.

Interesting facts

Interesting Facts about 2,3,5,6-Tetrachloroaniline

2,3,5,6-tetrachloroaniline is a fascinating compound that has garnered attention in various fields, particularly in environmental science and materials chemistry. Here are some intriguing aspects of this compound:

  • Structure & Composition: The compound contains four chlorine atoms attached to the aniline ring, resulting in a highly chlorinated structure that significantly influences its reactivity and properties.
  • Environmental Impact: Due to its chlorinated nature, 2,3,5,6-tetrachloroaniline is considered a potential environmental pollutant. It may arise as a byproduct in the synthesis of other chemicals and contribute to soil and water contamination.
  • Industrial Applications: This compound is sometimes used in the production of dyes and agrochemicals, showcasing its versatility in various industrial processes.
  • Health Considerations: Like many chlorinated compounds, 2,3,5,6-tetrachloroaniline could pose health risks. Research has indicated the potential for toxicity, emphasizing the need for careful handling and regulation.
  • Research Tool: In the realm of scientific research, its unique structure makes it a valuable compound for studying reactions in organic synthesis and the effects of chlorination on organic compounds.

As an example in the study of halogenated amines, 2,3,5,6-tetrachloroaniline serves as a pivotal compound for understanding both its practical applications and environmental implications. Scientists continue to explore both its chemical behavior and the potential ecological risks it presents.

Synonyms
2,3,5,6-TETRACHLOROANILINE
3481-20-7
Benzenamine, 2,3,5,6-tetrachloro-
Aniline, 2,3,5,6-tetrachloro-
EINECS 222-461-9
UNII-48A7XFF90T
NSC 29028
48A7XFF90T
NSC-29028
DTXSID2022208
YTDHEFNWWHSXSU-UHFFFAOYSA-
DTXCID802208
Aniline, 2,3,5,6-tetrachloro-(8CI)
Benzenamine, 2,3,5,6-tetrachloro-(9CI)
222-461-9
inchi=1/c6h3cl4n/c7-2-1-3(8)5(10)6(11)4(2)9/h1h,11h2
ytdhefnwwhsxsu-uhfffaoysa-n
NSC29028
MFCD00007659
2,5,6-Tetrachloroaniline
Aniline,3,5,6-tetrachloro-
SCHEMBL1639902
2,3,5,6-Tetrachloroaniline 10 microg/mL in Cyclohexane
Benzenamine,3,5,6-tetrachloro-
DAA48120
AKOS000119827
AS-76463
DB-015791
CS-0197174
NS00007995
T1127
EN300-20148
T72342
Q27259128