Skip to main content

Aldrin

ADVERTISEMENT
Identification
Molecular formula
C12H8Cl6
CAS number
309-00-2
IUPAC name
1,2,3,4,7,7-hexachloro-5,6-bis(chloromethyl)bicyclo[2.2.1]hept-2-ene
State
State

Aldrin is in a solid state at room temperature. It's typically found as a powder and was used primarily as an insecticide before being banned in many countries due to its environmental impact and toxicity.

Melting point (Celsius)
104.00
Melting point (Kelvin)
377.15
Boiling point (Celsius)
380.00
Boiling point (Kelvin)
653.15
General information
Molecular weight
364.92g/mol
Molar mass
364.9180g/mol
Density
1.6000g/cm3
Appearence

Aldrin is a white, powdery crystalline solid. The pure form is colorless, but technical grade appears light tan to brown due to impurities. It's relatively stable and insoluble in water.

Comment on solubility

Solubility of 1,2,3,4,7,7-Hexachloro-5,6-bis(chloromethyl)bicyclo[2.2.1]hept-2-ene

The solubility characteristics of 1,2,3,4,7,7-hexachloro-5,6-bis(chloromethyl)bicyclo[2.2.1]hept-2-ene are quite intriguing, primarily due to the compound's complex structure and the presence of multiple chlorine substituents. With its halogenated nature, several important points regarding solubility can be highlighted:

  • Polarity: The presence of numerous chlorine atoms leads to a highly polar molecular structure, which typically influences solubility in polar solvents.
  • Solvent Interaction: It is likely to be soluble in organic solvents such as chloroform or dichloromethane, but might exhibit poor solubility in water due to its hydrophobic bicyclic framework.
  • Environmental Considerations: Compounds with similar chlorinated structures often demonstrate resilience to degradation in the environment, leading to concerns regarding solubility in ecological systems.

Therefore, while this compound may exhibit some degree of solubility in specific organic solvents, its overall solubility profile is dominated by its halogenated nature and intricate bicyclic configuration. As such, any practical applications or environmental assessments should carefully consider these solubility traits.

Interesting facts

Exploring 1,2,3,4,7,7-Hexachloro-5,6-bis(chloromethyl)bicyclo[2.2.1]hept-2-ene

1,2,3,4,7,7-Hexachloro-5,6-bis(chloromethyl)bicyclo[2.2.1]hept-2-ene is a fascinating compound that showcases the complexity of organochlorine chemistry. Known for its historical significance and unique structure, this compound offers a myriad of intriguing aspects that warrant discussion.

Key Characteristics

  • Structural Complexity: This compound features a bicyclic structure, which makes it structurally intriguing. The bicyclo[2.2.1]heptane framework consists of two fused rings, leading to distinct stereochemistry.
  • Chlorination: With six chlorine atoms attached to it, the degree of chlorination is quite high. This property not only affects its reactivity but also its environmental impact.
  • Historical Context: Compounds of this nature were frequently utilized in pesticide formulations, highlighting their role in agriculture and the accompanying discussions regarding environmental impact and toxicity.
  • Reactivity: The presence of multiple halogen atoms, particularly chlorine, introduces unique reactivity patterns, making it a subject of interest in both synthetic and mechanistic chemistry studies.

Environmental and Safety Considerations

The introduction of chlorinated compounds into ecosystems can be a double-edged sword. While they might serve useful purposes, such as pest control, the ecological ramifications, including bioaccumulation and potential adverse health effects, lead to critical discussions regarding their use. It is paramount that chemical scientists balance the benefits and the risks involved in the application of chlorinated compounds.

Conclusion

In summary, 1,2,3,4,7,7-hexachloro-5,6-bis(chloromethyl)bicyclo[2.2.1]hept-2-ene is not just a compound with a curious name; it is a prime example of how chemical structures influence properties and applications. As we delve deeper into the world of organic and organochlorine chemistry, understanding such compounds enhances our knowledge of environmental science and the development of safer alternatives.

Synonyms
1,2,3,4,7,7-Hexachloro-5,6-bis(chloromethyl)bicyclo[2.2.1]hept-2-ene
1,2,3,4,7,7-hexachloro-5,6-bis(chloromethyl)bicyclo(2.2.1)hept-2-ene
634-787-2
Chlorbicyclen
2550-75-6
Cyclodan
Alodane
AC 12402
2-NORBORNENE, 1,2,3,4,7,7-HEXACHLORO-5,6-BIS(CHLOROMETHYL)-
CHEBI:82098
5,6-Bis-(chloromethyl)-1,2,3,4,7,7-hexachlorobicyclo-(2,2,1)-2-heptene
Allodan
SCHEMBL117828
CHEMBL1332823
FUZORIOHZSVKAW-UHFFFAOYSA-N
HY-B2142
NSC41891
AKOS024319061
NCGC00166173-01
DA-60937
TS-07941
Alodane, PESTANAL(R), analytical standard
CS-0020297
NS00073905
C18959
Q27155748
1,3,7,7-Hexachloro-5,6-bis(chloromethyl)-2-norbornene
2-Norbornene,2,3,4,7,7-hexachloro-5,6-bis(chloromethyl)-
1,2,3,4,7,7-Hexachloro-5,6-bis(chloromethyl)bicyclo[2.2.1]hept-2-ene #
Bicyclo[2.2.1]hept-2-ene,2,3,4,7,7-hexachloro-5,6-bis(chloromethyl)-