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Dibucaine

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Identification
Molecular formula
C20H29NO3
CAS number
85-79-0
IUPAC name
2-(diethylamino)ethyl 4-isobutoxybenzoate
State
State

At room temperature, dibucaine is a solid. It is soluble in various organic solvents and slightly soluble in water, particularly when in its hydrochloride salt form.

Melting point (Celsius)
99.50
Melting point (Kelvin)
372.65
Boiling point (Celsius)
539.50
Boiling point (Kelvin)
812.65
General information
Molecular weight
343.46g/mol
Molar mass
343.4820g/mol
Density
1.0450g/cm3
Appearence

Dibucaine appears as a white to off-white crystalline powder. It is generally odorless and possesses a bitter taste. The compound is usually available in its hydrochloride salt form for pharmaceutical applications.

Comment on solubility

Solubility of 2-(diethylamino)ethyl 4-isobutoxybenzoate

The solubility of 2-(diethylamino)ethyl 4-isobutoxybenzoate presents unique characteristics influenced by its molecular structure. Here are some key points to consider:

  • Polarity: The compound contains both hydrophobic (isobutoxy) and hydrophilic (diethylamino) groups, which can lead to a moderate level of solubility in various solvents.
  • Solvent Compatibility: This compound is likely to be more soluble in organic solvents, such as:
    • Ether
    • Alcohol
    • Aromatic hydrocarbons
  • Water Solubility: Due to the presence of the diethylamino group, which can interact with water molecules, some degree of solubility in water is expected; however, it is generally considered low compared to more polar compounds.

Understanding the solubility of this compound is crucial for its applications in pharmaceuticals and chemical synthesis. As a general rule, like dissolves like, meaning that the choice of solvent can significantly affect the compound's solubility profile.

Interesting facts

Interesting Facts about 2-(diethylamino)ethyl 4-isobutoxybenzoate

2-(diethylamino)ethyl 4-isobutoxybenzoate is a fascinating compound that belongs to a larger family of chemical substances known as esters. These compounds are formed by the reaction of an alcohol and an acid, and they are known for their wide range of applications in various fields, including pharmaceuticals, cosmetics, and even food flavorings.

Key Characteristics:

  • Versatility: This compound has shown great potential in medicinal chemistry, often being explored for its pharmacological properties.
  • Solubility Profile: As an ester, it typically exhibits moderate solubility in organic solvents, making it suitable for various reaction conditions.
  • Functional Groups: The presence of both a diethylamino group and an isobutoxy substituent contributes to its unique chemical behavior and potential interactions.

In broader pharmacological contexts, compounds like 2-(diethylamino)ethyl 4-isobutoxybenzoate may function as:
- Local anesthetics due to their ability to block nerve conduction.
- Antihistamines that can mitigate allergic reactions by inhibiting histamine release.

As a chemistry student or researcher, exploring the synthesis and reaction pathways of such compounds can be quite engaging. It's essential to consider the structure-activity relationship (SAR) in such studies to understand how molecular modifications impact therapeutic efficacy and safety.

In summary, 2-(diethylamino)ethyl 4-isobutoxybenzoate exemplifies the compound diversity found in organic chemistry and highlights the importance of esters in developing new pharmaceutical agents and other valuable substances.