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Dimenhydrinate

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Identification
Molecular formula
C20H24N2O2
CAS number
5633-65-8
IUPAC name
quinuclidin-3-yl N-(2,6-dimethylphenyl)carbamate
State
State

The compound is a solid at room temperature.

Melting point (Celsius)
108.00
Melting point (Kelvin)
381.00
Boiling point (Celsius)
240.00
Boiling point (Kelvin)
513.00
General information
Molecular weight
318.41g/mol
Molar mass
318.4070g/mol
Density
1.0600g/cm3
Appearence

Dimenhydrinate appears as a white to off-white crystalline powder. It is odorless and has a slightly bitter taste. It is hygroscopic, meaning it can absorb moisture from the air, and it is freely soluble in water and alcohol.

Comment on solubility

Solubility of Quinuclidin-3-yl N-(2,6-dimethylphenyl)carbamate

The solubility of quinuclidin-3-yl N-(2,6-dimethylphenyl)carbamate in various solvents is influenced by its chemical structure and the presence of hydrophobic and hydrophilic groups. Understanding its solubility is essential for applications in pharmaceuticals and chemical research.

Key Points on Solubility:

  • Polar vs. Nonpolar Solvents: This compound may dissolve better in polar aprotic solvents due to its potential to interact through dipole-dipole attractions.
  • Hydrophobic Characteristics: The presence of the 2,6-dimethylphenyl group suggests that it has significant hydrophobic characteristics, which can affect its solubility in aqueous solutions.
  • pH Dependency: The solubility might vary with pH, as ionizable functional groups can alter its solubility profile in acidic or basic environments.

In summary, the solubility of quinuclidin-3-yl N-(2,6-dimethylphenyl)carbamate is complex and may depend on several factors including solvent polarity, temperature, and pH. Ultimately, to determine the precise solubility characteristics, experimental measurements are required, which can provide valuable insights into its chemical behavior. As with most compounds, "like dissolves like" serves as a foundational principle to guide expectations in solubility studies.

Interesting facts

Interesting Facts about Quinuclidin-3-yl N-(2,6-dimethylphenyl)carbamate

The compound quinuclidin-3-yl N-(2,6-dimethylphenyl)carbamate is an intriguing member of the carbamate family, known for its various applications in pharmacology and organic synthesis. As a scientist or chemistry student, understanding this compound can provide insight into the structure-activity relationships of similar substances.

Key Features

  • Mechanism of Action: This compound serves as a potent inhibitor of acetylcholinesterase, an enzyme critical for neurotransmission in both the peripheral and central nervous systems.
  • Theoretical Applications: The pharmacological properties of this compound suggest potential use in treating neurodegenerative diseases, offering avenues for research in Alzheimer's disease and related conditions.
  • Synthetic Pathways: Researchers often explore various synthetic routes to create carbamates, utilizing reactions such as nucleophilic substitutions, which could lead to significant discoveries in medicinal chemistry.

Interesting Fact

Quinuclidin-3-yl N-(2,6-dimethylphenyl)carbamate showcases how subtle variations in chemical structure can lead to profound changes in biological activity. The presence of the 2,6-dimethylphenyl group alters the properties of the carbamate, thereby impacting its potency and selectivity.

As you delve deeper into the world of chemical compounds, you will discover that compounds like this often possess nested levels of complexity and potential, reminding us that every molecule tells a story in the vast narrative of chemistry.

Synonyms
2,6-Dimethylcarbanilic acid 3-quinuclidinyl ester
3-Quinuclidinyl 2,6-dimethylcarbanilate
BRN 1484055
29440-72-0
CARBANILIC ACID, 2,6-DIMETHYL-, 3-QUINUCLIDINYL ESTER
RefChem:332931
DTXSID40951961
1-Azabicyclo[2.2.2]octan-3-yl hydrogen (2,6-dimethylphenyl)carbonimidate