2-Fluoro-5-[(3-oxo-1(3H)-isobenzofuranylidene)methyl]benzonitrile
[CAS# 763114-25-6]

Identification

• Classification: Organic raw materials >> Organic fluorine compound >> Fluorobenzonitrile series
• Name: 2-Fluoro-5-[(3-oxo-1(3H)-isobenzofuranylidene)methyl]benzonitrile
• Molecular Formula: C₁₆H₈FNO₂
• Molecular Weight: 265.24
• CAS Registry Number: 763114-25-6
• EC Number: 881-415-1
• SMILES: C1=CC=C2C(=C1)/C(=C/C3=CC(=C(C=C3)F)C#N)/OC2=O

Properties

• Density: 1.38

Safety Data

• Hazard Symbols: HGS06;HGS08 Danger
• Risk Statements: H301-H317-H341-H373
• Safety Statements: P203-P260-P261-P264-P270-P272-P280-P301+P316-P302+P352-P318-P319-P321-P330-P333+P317-P362+P364-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	3	H301
Germ cell mutagenicity	Muta.	2	H341
Skin sensitization	Skin Sens.	1	H317
Specific target organ toxicity - repeated exposure	STOT RE	2	H373

Discovery and Applications

2-Fluoro-5-[(3-oxo-1(3H)-isobenzofuranyl)methyl]benzonitrile is a structurally complex compound involving fluorine and isobenzofuran units that was discovered during the search for new materials for organic electronics and medicinal chemistry. The unique chemical structure of this compound stems from the study of heterocyclic compounds in the late 20th century. The integration of fluorine and nitrile groups into the isobenzofuranyl skeleton enhances the electronic properties and biological activity.

An important application of 2-fluoro-5-[(3-oxo-1(3H)-isobenzofuranyl)methyl]benzonitrile is organic electronics. Its structure combines electron-withdrawing fluorine and nitrile groups with an isobenzofuran core, which can be used to create materials with specific electronic properties. The compound can be used to develop organic semiconductors for organic light-emitting diodes (OLEDs) and organic field-effect transistors (OFETs), helping to promote the development of flexible and lightweight electronic devices.

In drug research, the compound is expected to be a potential pharmacophore due to its unique structural features. Its fluorine-substituted aromatic ring and nitrile groups can interact with biological targets in specific ways, making it a candidate compound for designing drugs with anti-inflammatory, anticancer or antimicrobial properties. Research focuses on its ability to modulate biological activity, laying the foundation for the development of new therapeutic agents.

In addition to electronics, 2-fluoro-5-[(3-oxo-1(3H)-isobenzofuranylmethyl)methyl]benzonitrile is also used in materials science to create advanced polymers. Its ability to polymerize or copolymerize offers the potential to design materials with enhanced mechanical and thermal properties. These polymers can be used in high-performance coatings, adhesives, and other applications that require durability and stability.

The compound is a versatile building block in synthetic organic chemistry. Its reactive functional groups, such as nitrile and fluorine substituents, allow for further functionalization, allowing chemists to design and synthesize a wide range of derivatives. This versatility is valuable for creating new compounds for a variety of applications, including catalysis and materials development.

In the field of photovoltaics, this compound is being studied for its potential in developing organic photovoltaic materials. Its electronic properties may help improve the efficiency of organic solar cells, providing an alternative to traditional silicon-based photovoltaic cells. Research is currently underway to optimize its performance in capturing and converting solar energy.

References

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