4-Fluorobenzoic acid 2-(diethylamino)ethyl ester

Identification

Molecular formula

C₁₃H₁₈FNO₂

CAS number

56703-10-1

IUPAC name

2-(diethylamino)ethyl 4-fluorobenzoate

State

At room temperature, 4-fluorobenzoic acid 2-(diethylamino)ethyl ester is typically a liquid. It can be easily dispersed and displays good solubility properties in organic solvents.

Melting point (Celsius)

-18.00

Melting point (Kelvin)

255.20

Boiling point (Celsius)

242.50

Boiling point (Kelvin)

515.70

General information

Molecular weight

225.28g/mol

Molar mass

225.2830g/mol

Density

1.0800g/cm³

Appearence

The compound typically appears as a clear liquid. It may exhibit a slight coloration depending on the degree of purity and specific storage conditions. The liquid reflects light well and spreads smoothly across surfaces when poured.

Comment on solubility

Solubility of 2-(diethylamino)ethyl 4-fluorobenzoate

The solubility of 2-(diethylamino)ethyl 4-fluorobenzoate can be influenced by various factors including the polarity of the compound and the solvent used. This compound contains both hydrophilic and hydrophobic elements, making its solubility characteristics quite interesting.

Factors Affecting Solubility

Polarity: The presence of the diethylamino group contributes to the compound's polarity, potentially enhancing solubility in polar solvents like water.
Hydrophobic Character: The 4-fluorobenzoate moiety adds a hydrophobic component, which may limit solubility in highly polar solvents.
Temperature: Like many organic compounds, increased temperature can enhance solubility, allowing for greater dissolution in solvent.

In summary, while 2-(diethylamino)ethyl 4-fluorobenzoate may have moderate solubility in polar solvents due to its amino group, the hydrophobic nature of the benzoate moiety could restrict its solubility in completely aqueous solutions. Thus, it may be more soluble in organic solvents or those with a mixed polarity characteristic.

Understanding these solubility parameters is crucial for applications in drug formulation and chemical synthesis.

Interesting facts

Interesting Facts about 2-(Diethylamino)ethyl 4-fluorobenzoate

2-(Diethylamino)ethyl 4-fluorobenzoate is a fascinating compound with several noteworthy applications and characteristics:

Pharmaceutical Use: This compound is often explored in medicinal chemistry for its potential role as an intermediate in the synthesis of various pharmaceuticals, especially those that target the central nervous system.
Diverse Applications: Beyond pharmaceuticals, similar chemical structures are utilized in the development of agrochemicals, providing a pathway for enhancing crop resistance and health.
Fluorine's Contribution: The presence of a fluorine atom in the aromatic ring significantly affects the compound's reactivity and biological activity. Fluorine can enhance the lipophilicity of the molecule, impacting how it interacts with biological membranes.
Structural Features: The diethylamino group contributes to the overall basicity of the compound, allowing it to act as a nucleophile in various chemical reactions.
Research Significance: This compound can serve as a model in studies focused on structure-activity relationships (SAR) in drug design, giving insights into how modifications can affect biological outcomes.

In summary, 2-(diethylamino)ethyl 4-fluorobenzoate is not just a simple molecule; it embodies the complexity and potential of chemical research, making it an intriguing study for chemists and pharmacologists alike. As quoted in chemical literature, "Understanding structure leads to innovation in function." This principle is vividly illustrated by compounds like this one.

Synonyms

2-(diethylamino)ethyl 4-fluorobenzoate

582-99-0

benzoic acid, 4-fluoro-, 2-(diethylamino)ethyl ester

DTXSID40274763

STK009310

AKOS003658695