Chemical Name: 3-Bromoaniline
Molecular Formula: C6H6BrN
CAS Number: 591-19-5
Molecular Weight: 172.02 g/mol
Appearance: Light brown to tan crystalline powder
Melting Point: 29-31°C
Boiling Point: 220-222°C
Solubility: Slightly soluble in water; soluble in organic solvents like ethanol and ether
Table of Contents
| Section | Details |
|---|---|
| 1. Introduction | Overview of 3-Bromoaniline, its structure, and common uses |
| 2. Chemical Properties | Detailed description of key chemical properties |
| 3. Applications | Uses of 3-Bromoaniline in various industries, including pharmaceuticals and agrochemicals |
| 4. Synthesis and Derivatives | Methods of synthesis and possible derivatives |
| 5. Safety and Handling | Safety precautions, handling guidelines, and storage tips |
| 6. Safety Data | Hazard classifications, pictograms, and precautionary statements |
| 7. Research and Studies | Summary of recent studies involving 3-Bromoaniline |
1. Introduction
3-Bromoaniline is an important chemical compound widely used in organic chemistry, particularly as an intermediate in the synthesis of various pharmaceutical and agrochemical products. It is a brominated derivative of aniline, where the bromine atom is attached to the meta position relative to the amino group on the benzene ring. This specific positioning of the bromine atom imparts unique reactivity to the compound, making it a valuable reagent in the formation of more complex aromatic compounds.
2. Chemical Properties
- Molecular Formula: C6H6BrN
- Molecular Weight: 172.02 g/mol
- CAS Number: 591-19-5
- Appearance: Light brown to tan crystalline powder
- Melting Point: 29-31°C
- Boiling Point: 220-222°C
- Solubility: Slightly soluble in water; soluble in organic solvents like ethanol and ether
The physical and chemical properties of 3-Bromoaniline, such as its solubility in organic solvents and its moderate melting point, make it suitable for use in a variety of chemical processes, particularly in the synthesis of other aromatic compounds.
3. Applications
3-Bromoaniline is utilized in several key applications:
- Pharmaceutical Industry: It serves as an intermediate in the synthesis of various drugs, including those used to treat infectious diseases, cancer, and other conditions. Its bromine atom can be further substituted or modified to create molecules with specific biological activity.
- Agrochemical Industry: The compound is also used in the production of herbicides, insecticides, and fungicides. Its reactivity makes it a valuable component in the formulation of chemicals designed to protect crops from pests and diseases.
- Dye Synthesis: 3-Bromoaniline is an essential building block in the production of azo dyes, which are widely used in the textile industry for coloring fabrics.
4. Synthesis and Derivatives
The synthesis of 3-Bromoaniline typically involves the bromination of aniline under controlled conditions, where the bromine atom is introduced into the meta position of the benzene ring. This process yields a product with high purity and selectivity. The compound can also be further functionalized to create a range of derivatives with different chemical properties and applications, including halogenated or substituted anilines.
5. Safety and Handling
Handling 3-Bromoaniline requires careful attention to safety protocols. The compound can cause skin and eye irritation, and it should be managed with appropriate personal protective equipment (PPE), including gloves, safety goggles, and protective clothing. It should be stored in a cool, dry place, away from incompatible materials such as strong oxidizing agents.
6. Safety Data
Hazard Classifications
- Irritant: May cause irritation to the skin, eyes, and respiratory system.
- Toxic: Harmful if inhaled or ingested.
Hazard Statements:
- H302: Harmful if swallowed.
- H315: Causes skin irritation.
- H319: Causes serious eye irritation.
- H335: May cause respiratory irritation.
Precautionary Statements:
- P280: Wear protective gloves/protective clothing/eye protection/face protection.
- P305+P351+P338: If in eyes, rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
- P301+P312: If swallowed, call a POISON CENTER or doctor/physician if you feel unwell.
7. Research and Studies
Recent research on 3-Bromoaniline has focused on its role in the development of new pharmaceuticals and agrochemicals. Studies have explored its reactivity and potential for creating new therapeutic agents, particularly in the areas of cancer treatment and antimicrobial drugs. Additionally, research has been conducted on its environmental impact, given its use in agriculture, highlighting the need for responsible handling and disposal practices.
Conclusion
3-Bromoaniline is a versatile and important compound in the chemical industry, with significant applications in pharmaceuticals, agrochemicals, and dye synthesis. Understanding its properties, applications, and safety considerations is essential for its effective use in various chemical processes. By adhering to proper safety protocols and utilizing its unique chemical characteristics, 3-Bromoaniline can be safely and effectively integrated into a wide range of industrial and research applications.
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FAQ
3-Bromoaniline is used in the synthesis of amino substituted quinazoline. Soluble in water (0.97 g/L at 20°C). Keep container tightly sealed. Store in cool, dry conditions in well sealed containers.
4-Bromoaniline is used as a precursor in the production of azo dyes and dihydroquinazolines.
3-BROMOANILINE Structure – C6H6BrN – Over 100 million chemical compounds | CCDDS.
