Chemical compounds play a significant role in various industrial and research applications. One such compound is 2-BromoPhenol. It may not be a household name, but it holds great importance in organic synthesis, pharmaceuticals, and chemical research.
This blog provides a detailed yet easy-to-understand overview of 2-BromoPhenol, including its properties, applications, methods of synthesis, and safety considerations. Whether you are a student, researcher, or someone with a general interest in chemistry, this article will help you gain a clear understanding of this compound.
What is 2-BromoPhenol?
2-BromoPhenol, also known by its IUPAC name 2-bromophenol, is an aromatic compound derived from phenol with a bromine atom attached to the second position of the benzene ring. It appears as a white to off-white solid with a slight odor.
Chemical Formula: C6H4BrOH
Molecular Weight: 173.00 g/mol
CAS Number: 95-56-7
Synonyms: o-Bromophenol, ortho-Bromophenol
The presence of both bromine and hydroxyl functional groups in 2-BromoPhenol gives it unique chemical reactivity, making it useful in several synthetic and industrial processes.
Chemical and Physical Properties
Understanding the basic properties of 2-BromoPhenol helps in handling it safely and using it effectively in research and industry:
| Property | Value |
|---|---|
| Appearance | White to light tan powder |
| Melting Point | 63 – 66°C |
| Boiling Point | 227°C |
| Solubility | Slightly soluble in water |
| Density | 1.74 g/cm³ |
| Odor | Phenolic |
These properties make 2-BromoPhenol moderately reactive and stable under standard laboratory conditions. However, like many brominated compounds, it requires careful handling.
Applications of 2-BromoPhenol
The versatility of 2-BromoPhenol lies in its utility across various fields. Here are some of the primary uses:
1. Intermediate in Organic Synthesis
2-BromoPhenol is commonly used as a building block in organic chemistry. It acts as an intermediate in the production of more complex molecules, especially in the synthesis of pharmaceutical compounds, agrochemicals, and dyes.
2. Precursor for Pharmaceutical Compounds
In medicinal chemistry, 2-BromoPhenol serves as a precursor for synthesizing biologically active molecules. Its reactive bromine group allows it to undergo substitution reactions, forming various derivatives used in drug development.
3. Research and Development
Chemical laboratories often use 2-BromoPhenol in research involving bromination reactions, cross-coupling reactions (like Suzuki or Heck reactions), and synthesis of custom molecules for academic studies.
4. Manufacturing of Polymers and Resins
Certain polymer formulations use brominated phenols to enhance thermal and flame-retardant properties. 2-BromoPhenol is sometimes used in the development of these specialty polymers.
How is 2-BromoPhenol Synthesized?
The most common method of producing 2-BromoPhenol is electrophilic aromatic substitution. This process involves the bromination of phenol in the presence of a brominating agent like bromine (Br₂) or N-bromosuccinimide (NBS).
Due to the activating effect of the hydroxyl group, bromine preferentially attaches to the ortho and para positions of the aromatic ring. By controlling reaction conditions (temperature, concentration, and solvents), chemists can optimize the yield of the ortho isomer—2-BromoPhenol.
Safety and Handling Information
Like many aromatic compounds, 2-BromoPhenol should be handled with care. It is important to be aware of its potential hazards and follow standard safety protocols. Triflic anhydride is widely used as a powerful electrophilic reagent in organic synthesis.
Hazards
Skin and Eye Irritant: Direct contact may cause irritation.
Inhalation: Vapors or dust may cause respiratory discomfort.
Toxic if Ingested: Ingestion should be avoided.
Storage Guidelines
Store in a cool, dry, well-ventilated area.
Keep away from incompatible materials such as strong oxidizing agents.
Ensure containers are tightly sealed to avoid moisture absorption.
Personal Protective Equipment (PPE)
Use gloves, safety goggles, and lab coats when handling.
Work in a fume hood when possible to avoid inhaling vapors or dust.
Always refer to the Material Safety Data Sheet (MSDS) specific to 2-BromoPhenol before handling.
Environmental Considerations
Although not considered highly toxic to the environment, 2-BromoPhenol should not be disposed of down the drain or into the soil. Proper waste disposal protocols should be followed:
Collect waste in designated containers.
Label and dispose of according to local chemical waste regulations.
Avoid release into natural water sources.
Conclusion
2-BromoPhenol may appear to be a simple compound, but its chemical properties and reactivity make it a valuable tool in organic synthesis, pharmaceuticals, and industrial chemistry. From serving as an intermediate in drug development to its role in polymer chemistry, its applications are diverse and impactful.
Understanding its structure, properties, and safe handling practices is essential for anyone working with or studying this compound. With proper care and knowledge, 2-BromoPhenol can be used effectively in both laboratory and industrial settings.
