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Pentachlorobiphenyl

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Identification
Molecular formula
C12H5Cl5
CAS number
56558-16-8
IUPAC name
1,2,3,4,5-pentachloro-6-phenyl-benzene
State
State

At room temperature, pentachlorobiphenyl is usually in a solid state. It is less volatile than lighter biphenyl analogs due to its increased chlorine content, which contributes to its higher molecular weight and melting point.

Melting point (Celsius)
104.00
Melting point (Kelvin)
377.15
Boiling point (Celsius)
373.00
Boiling point (Kelvin)
646.15
General information
Molecular weight
326.43g/mol
Molar mass
326.4280g/mol
Density
1.4950g/cm3
Appearence

Pentachlorobiphenyl typically appears as a colorless to pale yellow crystal. Its appearance can vary depending on its purity and specific isomer form, as biphenyl derivatives can often present in various isomeric forms.

Comment on solubility

Solubility of 1,2,3,4,5-Pentachloro-6-phenyl-benzene

1,2,3,4,5-Pentachloro-6-phenyl-benzene is a chlorinated aromatic compound which impacts its solubility properties significantly. Understanding its solubility is crucial for applications in various fields, including environmental science and industrial chemistry.

The solubility characteristics of this compound can be summarized as follows:

  • Polar vs. Non-Polar: Due to the presence of multiple chlorine substituents, this compound is primarily non-polar. Chlorine atoms are electronegative, but they create a bulky, symmetrical structure that does not favor solvation in polar solvents.
  • Solvent Compatibility: 1,2,3,4,5-Pentachloro-6-phenyl-benzene shows improved solubility in non-polar solvents such as hexane or toluene. In contrast, it is practically insoluble in polar solvents like water.
  • Implication for Use: The limited solubility in polar solvents suggests that this compound might behave differently in aqueous environments, raising concerns in terms of environmental persistence and bioaccumulation.

In summary, the solubility of 1,2,3,4,5-pentachloro-6-phenyl-benzene is dictated by its chlorinated aromatic nature, making it significantly less soluble in polar solvents and more compatible with non-polar solvents. Understanding these solubility traits is essential for predicting its behavior in both industrial applications and environmental contexts.

Interesting facts

Interesting Facts about 1,2,3,4,5-Pentachloro-6-phenyl-benzene

1,2,3,4,5-Pentachloro-6-phenyl-benzene is a fascinating compound that showcases the intersection of aromatic chemistry and halogen substitution. Here are some intriguing points to consider:

  • Highly Chlorinated: This compound contains five chlorine atoms attached to a benzene ring, making it a highly chlorinated aromatic compound. The presence of multiple halogen substituents can significantly influence the compound's reactivity, stability, and potential applications.
  • Environmental Concerns: Compounds like 1,2,3,4,5-pentachloro-6-phenyl-benzene are often studied for their environmental impact. Chlorinated aromatic compounds can be persistent in the environment, leading to potential bioaccumulation and toxicity in ecosystems.
  • Industrial Applications: The chlorinated derivatives of aromatic compounds have been explored for various applications, including in the production of pesticides, dyes, and pharmaceuticals. Their unique properties can make them useful intermediates in organic synthesis.
  • Reactivity: The presence of the highly electronegative chlorine atoms alters the electron density of the aromatic ring, affecting its potential reactivity in electrophilic substitution reactions—a fundamental transformation in organic chemistry.

Moreover, as a chemistry student, one might find it remarkable how the modifications of a single aromatic structure can lead to vastly different chemical properties and applications. “Understanding the effects of substituents on aromatic compounds is critical for developing new materials and chemicals,” one could say, emphasizing the importance of such studies in advancing chemical science.

In summary, 1,2,3,4,5-pentachloro-6-phenyl-benzene serves as an excellent example of how structural modifications can lead to profound differences in chemical behavior, contributing to both scientific exploration and environmental discussions.

Synonyms
2,3,4,5,6-Pentachlorobiphenyl
18259-05-7
1,1'-Biphenyl, 2,3,4,5,6-pentachloro-
PCB 116
Biphenyl, 2,3,4,5,6-pentachloro-
2,3,4,5,6-PENTACHLORO-1,1'-BIPHENYL
UNII-112AB9M1UF
112AB9M1UF
CHEBI:34219
DTXSID40864820
DTXCID20813295
PENTACHLOROBIPHENYL
1,2,3,4,5-pentachloro-6-phenylbenzene
25429-29-2
PCB No. 116
Diphenyl pentachloride
Pyralene 1476
Pyroclor 5
Pentachlorodiphenyl
Kanekrol 500
Apirolio 1476 C
Biphenyl, pentachloro-
Pentachloro-1,1'-biphenyl
1,1'-Biphenyl, pentachloro-
pentachloro-biphenyl
EINECS 246-974-2
2,3,4,5,6-Pentacb
SCHEMBL142795
UNII-E20W17P8M3
CHEMBL275246
E20W17P8M3
2,3,4,5,6-Pentachloro-Biphenyl
DB-191871
DB-244717
Q27115914
InChI=1/C12H5Cl5/c13-8-7(6-4-2-1-3-5-6)9(14)11(16)12(17)10(8)15/h1-5