2,5-Difluoropyrazine
[CAS# 1207861-11-7]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrazines
• Name: 2,5-Difluoropyrazine
• Molecular Formula: C₄H₂F₂N₂
• Molecular Weight: 116.07
• CAS Registry Number: 1207861-11-7
• EC Number: 859-516-7
• SMILES: C1=C(N=CC(=N1)F)F

Safety Data

• Hazard Symbols: GHS02;GHS07 Warning
• Risk Statements: H226-H302-H315-H319-H335
• Safety Statements: P210-P233-P240-P241-P242-P243-P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P303+P361+P353-P304+P340-P305+P351+P338-P319-P321-P330-P332+P317-P337+P317-P362+P364-P370+P378-P403+P233-P403+P235-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Flammable liquids	Flam. Liq.	3	H226
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Eye irritation	Eye Irrit.	2A	H319

• Transport Information: UN 1993

Discovery and Applications

2,5-Difluoropyrazine is a compound with diverse applications in medicine, materials science, and agrochemicals. 2,5-Difluoropyrazine is synthesized through a series of reactions involving fluorination of pyrazine derivatives under controlled conditions. The synthesis marks a major advance in fluorine chemistry, providing a route to obtain fluorinated pyrazine compounds with specific chemical properties.

The molecular structure of 2,5-difluoropyrazine consists of a pyrazine ring with fluorine atoms located at the 2- and 5-positions. This arrangement confers unique chemical properties, including higher electronegativity of the roots, altered electronic structure, and enhanced stability compared to non-fluorinated pyrazines. These properties make it suitable for a variety of chemical transformations and applications.

In the pharmaceutical field, 2,5-difluoropyrazine is a valuable scaffold for the development of bioactive compounds. Its fluorinated structure enhances the interaction with biological targets and improves pharmacokinetic properties such as bioavailability and metabolic stability. Researchers are exploring derivatives of this compound for use in drug development programs targeting diseases such as cancer, infectious diseases, and neurological disorders.

In the field of materials science, 2,5-difluoropyrazine is used as a building block for the synthesis of functional materials and polymers. Its fluorinated nature enables the creation of materials with enhanced thermal stability, electrical conductivity, and optical properties. Applications include the development of organic semiconductors, OLEDs (organic light-emitting diodes), and specialty coatings for the electronics and optoelectronics industries.

Derivatives of 2,5-difluoropyrazine are also being explored in agrochemicals and specialty chemicals. They have the potential to act as herbicides, fungicides, and insecticides due to their selective toxicity to pests and weeds. These compounds contribute to sustainable agricultural practices by providing effective crop protection solutions and reducing environmental impact.

Future research on 2,5-difluoropyrazine aims to explore its applications in nanotechnology, catalysis, and biomedical engineering. The focus is on optimizing synthetic methods, expanding its utility in targeted drug delivery systems, and studying its interactions with biological systems at the molecular level.

References

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