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Dibucaine

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Identification
Molecular formula
C20H29ClN2O2
CAS number
85-79-0
IUPAC name
2-[ethyl(sec-butyl)amino]ethyl 2-ethoxy-2,2-diphenyl-acetate
State
State

At room temperature, dibucaine is a solid.

Melting point (Celsius)
97.00
Melting point (Kelvin)
370.15
Boiling point (Celsius)
540.40
Boiling point (Kelvin)
813.50
General information
Molecular weight
343.46g/mol
Molar mass
343.4620g/mol
Density
1.0524g/cm3
Appearence

Dibucaine is typically a white crystalline powder. It may exhibit a faint odor that is characteristic of amine compounds.

Comment on solubility

Solubility of 2-[ethyl(sec-butyl)amino]ethyl 2-ethoxy-2,2-diphenyl-acetate

The solubility of 2-[ethyl(sec-butyl)amino]ethyl 2-ethoxy-2,2-diphenyl-acetate can be influenced by several factors, primarily its structural characteristics and the nature of the solvent used. This compound is characterized by its complex molecular architecture, which typically leads to several key observations regarding solubility:

  • Polar vs. Nonpolar Solvents: Given its ethyl and sec-butyl amine groups, one might expect this compound to display enhanced solubility in polar solvents, albeit somewhat limited, due to its large nonpolar phenyl groups.
  • Hydrogen Bonding: The presence of amine functionality enables potential hydrogen bonding interactions, thus improving solubility in protic solvents like alcohols.
  • Temperature Effects: Solubility can significantly increase with temperature, as higher temperatures typically facilitate the dissolution process due to increased molecular motion.

As a general principle, compounds with bulky and aromatic side chains often exhibit lower solubility in water but may dissolve more readily in organic solvents because of their hydrophobic characteristics. To summarize:

  1. **Higher solubility in organic solvents** (e.g., ethanol, acetone)
  2. **Lower solubility in water** due to hydrophobic sections
  3. **Increased solubility with temperature** elevation

Ultimately, the solubility of 2-[ethyl(sec-butyl)amino]ethyl 2-ethoxy-2,2-diphenyl-acetate is a fascinating interplay of chemical forces that determines its behavior in various environments.

Interesting facts

Interesting Facts about 2-[ethyl(sec-butyl)amino]ethyl 2-ethoxy-2,2-diphenyl-acetate

The compound 2-[ethyl(sec-butyl)amino]ethyl 2-ethoxy-2,2-diphenyl-acetate is a fascinating member of the family of organic compounds known for their complex structure and specific functional properties. Here are some notable insights:

  • Structural Composition: This compound features a unique combination of an ethoxy group and a diphenylacetate moiety, which contributes to its intricate behavior in various chemical reactions.
  • Synthetic Relevance: The synthesis of this compound is a vital procedure in organic chemistry, demonstrating techniques such as alkylation and esterification. These reactions are fundamental for students aiming to build a strong foundation in organic synthesis.
  • Biological Activity: Compounds with similar structures have been extensively studied for their potential biological activities, including anti-inflammatory and analgesic properties. This makes them of great interest in pharmaceutical research.
  • Applications: Beyond their potential health benefits, compounds like this are often utilized in the design of novel drug delivery systems and biomaterials, showcasing the interdisciplinary nature of modern chemistry.

As a chemistry student, understanding the significance of each functional group in such complex molecules is key to unlocking their potential applications. The interaction between the ethyl and sec-butyl groups can provide insights into steric effects, while the diphenylacetate component might lead to interesting studies on electronic properties and reactivity. Overall, exploring the depths of 2-[ethyl(sec-butyl)amino]ethyl 2-ethoxy-2,2-diphenyl-acetate opens a gateway to innovative research and practical applications in diverse fields.