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3 bromo aniline

3 bromo aniline

Introduction

3-Bromo aniline, also known as m-Bromo aniline, is an important organic compound widely utiliz in various fields of chemistry and industry. This blog post will explore the chemical properties, synthesis methods, applications, and safety considerations of 3-Bromo aniline, highlighting its significance in both research and commercial applications.

Chemical Properties

Chemical Name: 3-Bromoaniline
CAS Number: 591-19-5
Kemystery ID: C2166B396
Molecular Formula: C6H6BrN
Molecular Weight: 172.02 g/mol
Appearance: Off-white to light brown crystalline solid
Melting Point: 31-33°C
Boiling Point: 236-238°C
Solubility: Slightly soluble in water; soluble in organic solvents such as ethanol, ether, and chloroform

The structure of 3-Bromoaniline consists of a benzene ring substitut with a bromine atom at the meta position and an amino group at the para position. This arrangement endows 3-Bromoaniline with unique chemical reactivity, making it valuable in various chemical transformations.

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Synthesis

The synthesis of 3-Bromoaniline typically involves the bromination of aniline, follow by purification steps to isolate the desir product. Here is a common synthetic route:

Nitration and Reduction:

Aniline is first nitrat to produce 3-nitroaniline. This involves treating aniline with a mixture of concentrat nitric acid and sulfuric acid. The resulting 3-nitroaniline is then reduc using a suitable reducing agent, such as iron powder and hydrochloric acid, to yield 3-bromoaniline.

Direct Bromination:

An alternative method involves the direct bromination of aniline using bromine or a brominating agent like N-bromosuccinimide (NBS). The reaction is carefully controll to obtain 3-bromoaniline as the major product.

Applications

3-Bromoaniline is a versatile compound with numerous applications in organic synthesis, pharmaceuticals, and materials science. Some of its primary uses include:

Intermediate in Organic Synthesis:

3-Bromoaniline serves as a key intermediate in the synthesis of various organic compounds, including dyes, pigments, and agrochemicals. Its bromine and amino functional groups allow for further chemical modifications.

Pharmaceuticals:

It is used in the pharmaceutical industry as a building block for the synthesis of active pharmaceutical ingredients (APIs). Several drugs, including anti-inflammatory and anticancer agents, are synthesized using 3-bromoaniline as a precursor.

Material Science:

3-Bromoaniline is employ in the preparation of specialty polymers and materials. Its reactivity enables the introduction of functional groups necessary for desired material properties.

Research Reagent:

In academic and industrial research, 3-bromoaniline is used as a reagent in studying reaction mechanisms, developing new synthetic methodologies, and exploring chemical reactivity.

Safety and Handling

While 3-Bromoaniline is a valuable chemical, it is important to handle it with care due to its potential hazards:

  • Toxicity: 3-Bromoaniline is harmful if ingested, inhaled, or absorbed through the skin. It can cause irritation to the eyes, skin, and respiratory system.
  • Carcinogenicity: Prolonged exposure may have carcinogenic effects. It is advisable to handle this compound with appropriate precautions.
  • Protective Measures: Use personal protective equipment (PPE) such as gloves, goggles, and lab coats when working with 3-Bromoaniline. Conduct experiments in a well-ventilated area or under a fume hood to minimize exposure to vapors and dust.
  • Storage: Store 3-Bromoaniline in a cool, dry place away from light and moisture. Ensure that containers are tightly closed to prevent contamination and degradation.

Conclusion

3-Bromoaniline is an essential compound in the realm of organic chemistry, offering versatility and reactivity that make it a staple in many laboratories and industries. Despite its numerous applications, it is crucial to adhere to stringent safety protocols to mitigate its hazardous effects. Whether used in pharmaceutical synthesis, material science, or as a research reagent, 3-Bromoaniline continues to be a compound of significant interest and utility.

References

For further reading and detailed studies on 3-Bromoaniline, consult the following resources:

  1. “Advance Organic Chemistry” by Jerry March – A comprehensive guide to organic synthesis and reaction mechanisms.
  2. “Organic Synthesis” by Michael B. Smith and Jerry March – Detail methodologies and protocols for organic synthesis.
  3. PubChem Database – A reliable source for chemical information and properties.
  4. Chemical Safety Data Sheets (SDS) – Manufacturer-provid safety information for handling and storage of 3-Bromoaniline.

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