2-Bromo-3-fluorophenol
[CAS# 443-81-2]

Identification

• Classification: Organic raw materials >> Organic fluorine compound >> Fluorophenol series
• Name: 2-Bromo-3-fluorophenol
• Molecular Formula: C₆H₄BrFO
• Molecular Weight: 191.00
• CAS Registry Number: 443-81-2
• EC Number: 675-092-4
• SMILES: C1=CC(=C(C(=C1)F)Br)O

Properties

• Density: 1.8±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.576, Calc.^*
• Boiling Point: 196.1±20.0 ºC (760 mmHg), Calc.^*, 123 ºC (50 mmHg)
• Flash Point: 72.4±21.8 ºC, Calc.^*

Safety Data

• Hazard Symbols: GHS05;GHS07 Danger
• Hazard Statements: H302-H314-H315-H319-H335
• Precautionary Statements: P260-P261-P264-P264+P265-P270-P271-P280-P301+P317-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P351+P338-P305+P354+P338-P316-P319-P321-P330-P332+P317-P337+P317-P362+P364-P363-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin corrosion	Skin Corr.	1B	H314
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Acute toxicity	Acute Tox.	4	H302
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovory and Applicatios

2-Bromo-3-fluorophenol is an organic compound that has garnered significant attention in the fields of medicinal chemistry and materials science due to its unique structural features and versatile reactivity. The discovery of this compound can be traced back to advancements in halogenated phenolic compounds, which are known for their broad range of applications.

The synthesis of 2-bromo-3-fluorophenol typically involves the halogenation of phenol or its derivatives, utilizing reagents such as bromine and fluorine sources under controlled conditions. This method allows for the selective introduction of bromine and fluorine at the ortho and para positions of the phenolic ring, resulting in a compound that possesses both bromine and fluorine functionalities. The presence of these halogens in the compound significantly influences its chemical behavior, making it an attractive target for further modifications.

One of the primary applications of 2-bromo-3-fluorophenol lies in its role as a building block in organic synthesis. The compound serves as a precursor for the synthesis of various pharmaceuticals and agrochemicals. Its unique reactivity allows for further transformations, such as nucleophilic substitutions, coupling reactions, and cross-coupling methodologies. These transformations are essential for constructing complex molecular architectures that can lead to the development of new therapeutic agents.

In the pharmaceutical industry, 2-bromo-3-fluorophenol has been utilized in the development of compounds with biological activity. Its fluorinated structure can enhance the lipophilicity and metabolic stability of potential drug candidates. Fluorine is often introduced into drug molecules to improve their pharmacokinetic properties, and compounds like 2-bromo-3-fluorophenol serve as important intermediates in these synthetic pathways.

In addition to its applications in medicinal chemistry, 2-bromo-3-fluorophenol has also found use in materials science. The compound can be employed in the synthesis of functionalized polymers and materials that exhibit unique electronic or optical properties. The incorporation of halogenated phenolic units into polymer matrices can enhance their thermal stability, chemical resistance, and mechanical properties, making them suitable for various applications in coatings, adhesives, and electronic devices.

Furthermore, the presence of bromine and fluorine in the structure of 2-bromo-3-fluorophenol allows for the exploration of its reactivity in different chemical environments, providing opportunities for researchers to design new derivatives with tailored properties. As a result, this compound continues to be of interest in the pursuit of innovative materials and therapeutics.

In conclusion, 2-bromo-3-fluorophenol is a valuable compound in organic synthesis and materials science, characterized by its unique halogenated structure. Its role as a versatile building block in the development of pharmaceuticals and functional materials highlights its importance in contemporary chemical research. The ongoing exploration of its properties and applications will likely contribute to the discovery of novel compounds with enhanced performance in various fields.