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Icaridin

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Identification
Molecular formula
C12H23N3O
CAS number
119515-38-7
IUPAC name
N-[(1,3,3-trimethylnorbornan-2-ylidene)amino]pyridine-4-carboxamide
State
State

At room temperature, Icaridin remains in a liquid state. Its low melting point and relatively high boiling point make it stable in a broad range of environmental conditions. This property, along with its formulation stability, is one of the reasons why it is favored as an insect repellent.

Melting point (Celsius)
-20.00
Melting point (Kelvin)
253.15
Boiling point (Celsius)
295.00
Boiling point (Kelvin)
568.15
General information
Molecular weight
229.33g/mol
Molar mass
229.3110g/mol
Density
1.0585g/cm3
Appearence

Icaridin appears as a clear, colorless to pale yellow liquid. It is generally an oily liquid that is soluble in various organic solvents. It is widely used in insect repellent formulations due to its effectiveness and pleasant odor-free application. Icaridin does not have the characteristic strong smell associated with some other repellents like DEET.

Comment on solubility

Solubility of N-[(1,3,3-trimethylnorbornan-2-ylidene)amino]pyridine-4-carboxamide

The solubility of N-[(1,3,3-trimethylnorbornan-2-ylidene)amino]pyridine-4-carboxamide can be quite complex due to its structural characteristics, which influence its interactions with solvents. Here are some key points to consider:

  • Polarity: The presence of the pyridine ring and carboxamide group suggests that the molecule may possess some polar characteristics, which could enhance solubility in polar solvents like water and alcohols.
  • Hydrogen Bonding: The amide group can engage in hydrogen bonding, potentially increasing solubility in polar solvents due to favorable interactions with the solvent molecules.
  • Nonpolar Regions: The bulkiness of the trimethyl group might impart nonpolar characteristics, resulting in reduced solubility in strictly polar solvents. This could lead to better solubility in organic solvents such as chloroform or dichloromethane.

In summary, the solubility of this compound is likely to be solvent-dependent. If you were to perform solubility tests, you would need to consider both polar and nonpolar solvents, as the compound's unique structure may lead to diverse solubility behaviors. As with many organic compounds, understanding the balance between polar and nonpolar attributes is key to predicting solubility.

Interesting facts

Interesting Facts About N-[(1,3,3-trimethylnorbornan-2-ylidene)amino]pyridine-4-carboxamide

N-[(1,3,3-trimethylnorbornan-2-ylidene)amino]pyridine-4-carboxamide is a fascinating compound with unique structural characteristics and potential applications in various fields. Here are some intriguing points to consider:

  • Structural Complexity: This compound features an intricate framework that combines a pyridine ring with a norbornane structure. The presence of multiple functional groups introduces significant diversity in chemical reactivity, making it an area of interest for synthetic chemists.
  • Potential Biological Activity: Many compounds with structures similar to this may exhibit biological properties, including antimicrobial or antitumor activities. Researchers are continually investigating derivatives to explore their pharmacological potential.
  • Synthetic Routes: The synthesis of such compounds often requires advanced organic chemistry techniques. This might include the use of catalytic systems or specific reaction conditions to ensure selectivity and minimize byproducts.
  • Applications in Material Science: Compounds with complex molecular architectures are often studied for their properties in material science. They can serve as precursors for polymers or other materials with special electronic or mechanical properties.
  • Reaction Mechanisms: Studying the reaction mechanisms involving this compound can provide insights into broader chemical principles, such as steric effects, electronic distribution, and reactivity trends involving nitrogen-containing compounds.

"The beauty of chemistry is in its complexity and the endless possibilities that arise from simple molecules."

In conclusion, N-[(1,3,3-trimethylnorbornan-2-ylidene)amino]pyridine-4-carboxamide exemplifies the rich tapestry of chemical research, demonstrating how intricate structures can lead to a plethora of applications and discoveries. It serves as a reminder of the ever-growing potential within the field of chemistry.

Synonyms
N'-(1,3,3-Trimethylnorbornan-2-ylidene)isonicotinic hydrazide