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Hexachlorocyclopentadiene

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Identification
Molecular formula
C5Cl6
CAS number
77-47-4
IUPAC name
1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene
State
State

Hexachlorocyclopentadiene is a liquid at room temperature.

Melting point (Celsius)
-10.00
Melting point (Kelvin)
263.15
Boiling point (Celsius)
239.00
Boiling point (Kelvin)
512.15
General information
Molecular weight
272.77g/mol
Molar mass
272.7740g/mol
Density
1.6980g/cm3
Appearence

Hexachlorocyclopentadiene appears as a colorless to light amber liquid with a pungent odor. It is relatively stable and does not decompose easily under normal conditions of use.

Comment on solubility

Solubility of 1,2,3,4,5,5-Hexachlorocyclopenta-1,3-diene

The solubility characteristics of 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene are influenced by its unique chemical structure and the presence of multiple chlorine atoms. Here are some key points regarding its solubility:

  • Polar vs. Nonpolar: This compound is primarily nonpolar due to the clustering of Cl atoms, which reduces its ability to interact favorably with polar solvents such as water.
  • Solvent Compatibility: It tends to exhibit better solubility in organic solvents, such as hexane and toluene, where nonpolar interactions prevail.
  • Environmental Relevance: Its low solubility in water can lead to bioaccumulation in organisms when it enters aquatic systems, making it a compound of concern in environmental chemistry.
  • Applications: Due to its solubility profile, it may be used in specific industrial applications where organic solvents are preferred.

In conclusion, while 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene is notably insoluble in water, its solubility in organic solvents highlights the importance of solvent selection in chemical applications. "Like dissolves like" effectively summarizes its behavior within varying solvent systems.

Interesting facts

Interesting Facts About 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene

1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene, often referred to as HCCPD, is a fascinating compound that has garnered attention in various fields of chemistry and environmental science. Here are some intriguing aspects of this chlorinated hydrocarbon:

  • Structure and Stability: The compound's ring structure, with its multiple chlorine substitutions, contributes to its chemical stability and unique reactivity. This stability often leads to long environmental persistence, making it a topic of interest in discussions regarding environmental pollutants.
  • Applications: Historically, HCCPD has been employed in the synthesis of various organic compounds. Its chlorinated nature makes it a valuable intermediate in manufacturing pesticides and other agrochemicals.
  • Environmental Impact: Due to its persistence, HCCPD is categorized as a potential environmental contaminant. This raises concerns about its toxicity and the need for assessment in ecological risk studies, particularly regarding its impact on wildlife populations.
  • Safety Concerns: As a chlorinated compound, HCCPD has implications for health and safety protocols. Chemists handling this substance are advised to implement stringent safety measures to mitigate risks associated with exposure, particularly considering its potential environmental hazards.
  • Research Interest: Ongoing research continues to explore alternative methods for reducing hazardous waste associated with chlorinated compounds like HCCPD. Scientists are investigating ways to break down or safely dispose of such substances through innovative chemical processes.

In summary, the study of 1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene serves not only as an interesting chemical puzzle but also as a reminder of the significant responsibilities chemists hold in ensuring safety and environmental protection. As one scientist remarked, "chemistry is a double-edged sword; it can create or destroy, and understanding the implications of our compounds is paramount."

Synonyms
HEXACHLOROCYCLOPENTADIENE
77-47-4
Graphlox
Perchlorocyclopentadiene
Hccpd
1,2,3,4,5,5-hexachlorocyclopenta-1,3-diene
Hexachlorcyklopentadien
Cyclopentadiene, hexachloro-
Perchloro-1,3-cyclopentadiene
Hexachloro-1,3-cyclopentadiene
RCRA waste number U130
Caswell No. 478
NCI-C55607
HRS 1655
1,3-Cyclopentadiene, 1,2,3,4,5,5-hexachloro-
1,3-Cyclopentadiene, hexachloro-
C 56
NSC 9235
CCRIS 5919
Hexachlorcyklopentadien [Czech]
1,2,3,4,5,5-Hexachloro-1,3-cyclopentadiene
HSDB 4011
EINECS 201-029-3
IP6ATU242I
UN2646
EPA Pesticide Chemical Code 027502
BRN 0976722
hexachlorocyclopenta-1,3-diene
DTXSID2020688
AI3-15558
NSC-9235
DTXCID60688
CYCLOPENTADIENE,HEXACHLORO-
1,3-Cyclopentadiene,1,2,3,4,5,5-hexachloro-
4-05-00-00381 (Beilstein Handbook Reference)
C56
1,2,3,4,5,5-Hexachloro-cyclopenta-1,3-diene
HEXACHLORCYKLOPENTADIEN (CZECH)
CAS-77-47-4
RCRA waste no. U130
UNII-IP6ATU242I
C-56
MFCD00001352
1,2,3,4,5,5-Hexachlorocyclopentadiene
hexachloro-cyclopentadiene
Cyclopentadiene, hexachloro
Cyclopentadiene Hexachloride
Perchloro1,3cyclopentadiene
Hexachloro1,3cyclopentadiene
perchlorocyclopenta-1,3-diene
SCHEMBL165983
1,3Cyclopentadiene, hexachloro
Hexachlorocyclopentadiene, 98%
CHEMBL1526721
NSC9235
Hexachlorocyclopentadiene (ACGIH)
Tox21_202279
Tox21_302780
1, 1,2,3,4,5,5-hexachloro-
AKOS009156868
UN 2646
USEPA/OPP Pesticide Code: 027502
NCGC00091545-01
NCGC00091545-02
NCGC00091545-03
NCGC00091545-04
NCGC00091545-05
NCGC00256512-01
NCGC00259828-01
WLN: L5 AHJ AG AG BG CG DG EG
FH171859
1,2,3,4,5,5Hexachloro1,3cyclopentadiene
DB-056221
1,3,4,5,5-Hexachloro-1,3-cyclopentadiene
H0057
NS00009501
EN300-61293
1,3Cyclopentadiene, 1,2,3,4,5,5hexachloro
Hexachlorocyclopentadiene [UN2646] [Poison]
Q408998
Hexachlorocyclopentadiene 10 microg/mL in Isooctane
Hexachlorocyclopentadiene 100 microg/mL in Isooctane
Hexachlorocyclopentadiene 1000 microg/mL in Acetone
InChI=1/C5Cl6/c6-1-2(7)4(9)5(10,11)3(1)
201-029-3
Cyclopentadienehexachloride; Perchlorocyclopentadiene; 1,2,3,4,5,5'-Hexachloro-1,3-cyclopentadiene