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Permethrin

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Identification
Molecular formula
C21H20Cl2O3
CAS number
52645-53-1
IUPAC name
[(1R)-3-but-2-enyl-2-methyl-4-oxo-cyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate
State
State

At room temperature, permethrin is usually encountered as a liquid, especially in commercial formulations used for insecticidal applications. However, in its pure form, it can also be a waxy solid with a melting point of 34°C.

Melting point (Celsius)
34.00
Melting point (Kelvin)
307.15
Boiling point (Celsius)
220.00
Boiling point (Kelvin)
493.15
General information
Molecular weight
391.29g/mol
Molar mass
391.2920g/mol
Density
1.5680g/cm3
Appearence

Permethrin is a colorless to pale yellow liquid. It may also be presented as a waxy solid depending on the formulation and temperature.

Comment on solubility

Solubility of [(1R)-3-but-2-enyl-2-methyl-4-oxo-cyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate

The solubility of the compound [(1R)-3-but-2-enyl-2-methyl-4-oxo-cyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate can be influenced by various factors. Understanding the solubility properties of this compound is crucial for its potential applications. Here are some key points to consider:

  • Polar vs. Nonpolar: The compound contains both polar and nonpolar functional groups, which may lead to variable solubility in different solvents.
  • Solvent Compatibility: Given its complex structure, this compound is likely to be more soluble in organic solvents such as ethanol or acetone compared to water, which is a polar solvent.
  • Temperature Effects: Generally, an increase in temperature can enhance the solubility of organic compounds due to higher kinetic energy, which may disrupt intermolecular interactions.
  • Concentration Effects: In saturated solutions, further addition of the compound may not dissolve, indicating a limit to its solubility.

In summary, while specific solubility data for this compound may be limited, considering its structure and solvent types can provide insights into its solubility behavior. This understanding is essential for practical applications in formulation and chemical synthesis.

Interesting facts

Interesting Facts about [(1R)-3-but-2-enyl-2-methyl-4-oxo-cyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate

This compound is a fascinating example of the complexity found in organic chemistry and demonstrates the rich diversity of molecular structures. Here are some interesting aspects:

  • Stereochemistry: The compound contains multiple stereocenters, which adds layers of complexity and specificity to its chemical behavior. Stereoisomers can have vastly different properties, making stereochemistry a crucial field of study in pharmaceuticals.
  • Biological Significance: Many compounds with similar structures are found in nature and are often related to biological activities. Understanding this compound could illuminate new pathways in drug discovery and the development of new therapeutic agents.
  • Applications in Synthesis: This compound could serve as a valuable intermediate in organic synthesis, particularly in the production of more complex molecules. Chemists often rely on such intermediates for constructing larger, multifunctional compounds.
  • Reactivity: The combination of the cyclopentene and cyclopropane moieties provides unique reactivity. The strain in the cyclopropane ring can enhance reactivity, presenting opportunities for interesting chemical reactions that might not be available to less strained compounds.
  • Related Compounds: The study of this molecule encourages exploration into related derivatives and analogs, which can lead to significant insights into structure-activity relationships in various chemical systems.

In summary, the study of [(1R)-3-but-2-enyl-2-methyl-4-oxo-cyclopent-2-en-1-yl] (1R,3R)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate not only illuminates the intricacies of organic molecules but also emphasizes the relevance of stereochemistry and molecular complexity in modern chemical research.