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Ipratropium bromide

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Identification
Molecular formula
C20H30BrNO3
CAS number
60205-81-4
IUPAC name
[(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 2-propylpentanoate;bromide
State
State

At room temperature, Ipratropium bromide is typically found as a solid powder. For medicinal applications, it is often dissolved in solution form for inhalation purposes.

Melting point (Celsius)
230.00
Melting point (Kelvin)
503.15
Boiling point (Celsius)
252.00
Boiling point (Kelvin)
525.15
General information
Molecular weight
430.38g/mol
Molar mass
430.3750g/mol
Density
1.2000g/cm3
Appearence

Ipratropium bromide is generally found as a white or off-white crystalline powder. It is hygroscopic, meaning it can absorb moisture from the environment, and is usually prepared in the form of an aqueous solution for medical use.

Comment on solubility

Solubility of [(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 2-propylpentanoate; bromide

The solubility characteristics of the compound [(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 2-propylpentanoate; bromide are significantly influenced by its ionic and steric nature. This compound, being a quaternary ammonium salt, tends to exhibit a high level of solubility in polar solvents, particularly:

  • Water: Generally more soluble due to its ionic nature.
  • Alcohols: Such as methanol and ethanol, which can stabilize the ionic interaction.
  • Acetone: As a polar aprotic solvent, it can also dissolve the compound effectively.

However, the steric hindrance from the bulky groups may limit solubility in some non-polar solvents. It is essential to consider:

  1. The degree of ionization, as quaternary ammonium salts tend to dissociate in solution.
  2. The size and shape of the substituent groups, which can affect the overall steric profile.
  3. The temperature, because solubility generally increases with temperature for most salts.

In summary, while this compound may show good solubility in polar solvents due to its ionic characteristics, the influence of sterics cannot be overlooked. Understanding these factors can assist in predicting its behavior in various applications.

Interesting facts

Interesting Facts about [(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 2-propylpentanoate; bromide

This compound, often referred to in shorthand as quaternary ammonium compound, presents a fascinating case in the realm of organic chemistry due to its unique structure and properties. Here are some engaging insights:

  • Quaternary Ammonium Status: This compound features a positively charged nitrogen atom, classifying it as a quaternary ammonium salt. Quaternary ammonium compounds are known for their ability to act as surfactants.
  • Biological Activity: Compounds with similar structural frameworks have been studied for their pharmacological properties, including antibacterial and antifungal activities. This suggests that the compound may have potential applications in medicine.
  • Stability and Reactivity: The bicyclic structure provides stability to the compound while allowing it to participate in various chemical reactions, making it interesting for synthetic applications.
  • Stereochemistry: The specific stereochemistry of the compound, noted by its (1R,5R) configuration, can greatly influence its biological activity. Chirality in compounds often leads to varied effects in biological systems, which is a key consideration in drug development.
  • Use in Industry: Compounds like this are used in the formulation of various products, including hair conditioners and fabric softeners, due to their anti-static properties.

As a student or scientist delving into the world of organic chemistry, exploring the implications of such quaternary ammonium compounds not only enriches your understanding of molecular structure and behavior but also opens doors to innovations in pharmaceuticals, industrial applications, and materials science.

In conclusion, the exploration of [(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 2-propylpentanoate; bromide is a vivid reminder of the intricate connections between molecular design and functionality.

Synonyms
80-50-2
SCHEMBL614848