2-(4-aminophenoxy)isophthalonitrile

2-(4-aminophenoxy)isophthalonitrile, also known as 2-[(4-aminophenyl)oxy]-1,3-dicyanobenzene, is an organic compound with the molecular formula C14H9N3O. It is a white to yellowish solid that is sparingly soluble in water.

**Structure and Properties:**

* **Structure:** The molecule consists of an isophthalonitrile core (benzene ring with two nitrile groups) attached to a 4-aminophenoxy group.
* **Melting Point:** 172-174 °C
* **Solubility:** Sparingly soluble in water, soluble in organic solvents like ethanol and acetone.

**Importance in Research:**

2-(4-aminophenoxy)isophthalonitrile is an interesting compound for research due to its potential applications in various fields:

* **Organic Electronics:** The presence of both electron-donating (amino group) and electron-withdrawing (nitrile groups) moieties makes it a promising candidate for the development of organic semiconductors and photovoltaics. Its ability to form thin films and exhibit electrical conductivity has been explored.
* **Materials Science:** It can be used as a building block for the synthesis of various functional polymers and supramolecular architectures. Its rigid structure and strong intermolecular interactions could lead to materials with unique optical and mechanical properties.
* **Drug Discovery:** The compound exhibits certain biological activities, such as anti-inflammatory and antioxidant properties. Further research is needed to explore its potential as a drug candidate or lead compound.
* **Analytical Chemistry:** Its fluorescence properties make it potentially useful as a fluorescent probe or sensor for the detection of specific analytes.

**Key Advantages:**

* **Versatile Synthesis:** The molecule can be synthesized using relatively straightforward and well-established organic chemistry techniques.
* **Functional Group Variety:** The presence of different functional groups (amino, nitrile, ether) allows for further modifications and functionalization.
* **Potential for Tunable Properties:** By altering the substituents on the benzene ring or introducing different functionalities, the electronic and optical properties of the compound can be tuned.

**Research Directions:**

* Investigating its use in organic field-effect transistors (OFETs) and organic solar cells.
* Exploring its potential for the development of new materials with improved optical properties or enhanced mechanical strength.
* Evaluating its biological activity and potential as a drug candidate.
* Developing new applications based on its fluorescence properties, such as sensing and imaging.

**In summary, 2-(4-aminophenoxy)isophthalonitrile is a versatile and promising molecule with potential applications in various research areas, including organic electronics, materials science, drug discovery, and analytical chemistry. Its unique structure, functional group diversity, and tunable properties make it a valuable compound for further exploration and development.**