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Pentachloroaniline

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Identification
Molecular formula
C6H2Cl5NH2
CAS number
527-20-8
IUPAC name
2,3,4,5,6-pentachloroaniline
State
State

Pentachloroaniline is typically found as a solid at room temperature.

Melting point (Celsius)
172.00
Melting point (Kelvin)
445.15
Boiling point (Celsius)
331.00
Boiling point (Kelvin)
604.15
General information
Molecular weight
264.35g/mol
Molar mass
264.3650g/mol
Density
1.8931g/cm3
Appearence

Pentachloroaniline presents as a yellowish crystalline solid. It has a distinct appearance associated with chlorinated anilines, typically adopting a solid form at room temperature. Due to its aromatic nature, it also emits a characteristic odor akin to other chlorinated aromatic compounds.

Comment on solubility

Solubility of 2,3,4,5,6-Pentachloroaniline

The solubility of 2,3,4,5,6-pentachloroaniline (C6H3Cl5N) is notably low in water and varies significantly in organic solvents. The characteristics contributing to its solubility behavior include:

  • Hydrophobicity: The presence of multiple chlorine atoms enhances the hydrophobic character of the molecule, which hinders its ability to interact with polar solvents like water.
  • Solvent Interaction: 2,3,4,5,6-pentachloroaniline dissolves more readily in organic solvents such as hexane or dichloromethane, where it can better accommodate its nonpolar characteristics.
  • Temperature Influence: As with many organic compounds, increasing the temperature can increase solubility in organic solvents, making them more effective for dissolution.

In terms of practical applications, the low water solubility can be both a challenge and an advantage, particularly when considering environmental impacts or chemical processing. As such, this compound exemplifies how functional groups and molecular structure intricately influence solubility, making it a fascinating study in the realm of chemistry.

Interesting facts

Interesting Facts About 2,3,4,5,6-Pentachloroaniline

2,3,4,5,6-pentachloroaniline is a fascinating chemical compound that belongs to the class of chlorinated anilines. This compound features a unique combination of chlorine atoms attached to an aniline base, which impart significant properties and applications:

  • Pesticide Intermediate: One of the primary uses of 2,3,4,5,6-pentachloroaniline is as an intermediate in the synthesis of herbicides and pesticides, showcasing its importance in the agricultural sector for pest management.
  • Environmental Concerns: The presence of multiple chlorine atoms raises concerns regarding its environmental impact. Chlorinated compounds often exhibit persistent characteristics, making them a subject of study regarding their degradation and potential accumulation in ecosystems.
  • Structure-Activity Relationship: Due to its chlorinated structure, scientists are interested in studying how variations in the number and position of chlorine atoms can influence the biological activity of similar compounds.
  • Potential Applications: Beyond agriculture, there is ongoing research into its applications in the synthesis of dyes and pigments, emphasizing the versatility of this compound in various chemical industries.

As with many chlorinated compounds, understanding the toxicity and safety measures associated with 2,3,4,5,6-pentachloroaniline is crucial. “Chlorinated compounds can be a double-edged sword; while they are invaluable in certain applications, they often demand careful handling and consideration of environmental ramifications.” This quote encapsulates the critical balance between utility and responsibility in the field of chemistry.

In summary, 2,3,4,5,6-pentachloroaniline stands out as a significant compound within the chlorinated aniline family, prompting both intrigue and caution in its study and application.

Synonyms
PENTACHLOROANILINE
527-20-8
2,3,4,5,6-Pentachloroaniline
Benzenamine, 2,3,4,5,6-pentachloro-
Pentachloroaminobenzene
2,3,4,5,6-Pentachlorobenzenamine
Aniline, 2,3,4,5,6-pentachloro-
HSDB 2693
UNII-UW5QVL647I
EINECS 208-410-3
NSC 49579
BRN 2806732
DTXSID4037584
NSC-49579
DTXCID2017584
PENTACHLOROANILINE [HSDB]
4-12-00-01287 (Beilstein Handbook Reference)
2,3,4,5,6Pentachloroaniline
2,3,4,5,6Pentachlorobenzenamine
Aniline, 2,3,4,5,6pentachloro
Benzenamine, 2,3,4,5,6pentachloro
Benzenamine, 2,3,4,5,6-pentachloro-(9CI)
208-410-3
khczsjxtddhlgj-uhfffaoysa-n
2,3,4,5,6-Pentachlorobenzeneamine
MFCD00014769
UW5QVL647I
Pentachloroaniline 100 microg/mL in Cyclohexane
NCGC00163906-02
Pentachloroaniline 10 microg/mL in Cyclohexane
PCA (VAN)
pentachlorobenzenamine
2,4,5,6-Pentachloroaniline
SCHEMBL1807810
CHEMBL1904605
2,4,5,6-Pentachlorobenzenamine
Aniline,3,4,5,6-pentachloro-
BCP33627
NSC49579
Benzenamine,3,4,5,6-pentachloro-
Tox21_400021
AKOS015890361
NCGC00163906-01
NCGC00163906-03
BS-16957
CAS-527-20-8
SY049563
CS-0187741
NS00002067
P0917
EN300-315436
2,3,4,5,6-Pentachloroaniline;Pentachloroaminobenzene
Pentachloroaniline, PESTANAL(R), analytical standard
Q27291304