3-Bromoanisole
Catalog Number: BT-256654
CAS Number: 2398-37-0
Molecular Formula: C7H7BrO
Molecular Weight: 187.03 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction
Description
3-Bromoanisole is an organic compound with the chemical formula C7H7BrO. It is a colorless to pale yellow liquid with a sweet, floral odor. 3-Bromoanisole is used in various fields such as medical research, environmental research, and industrial research.
Properties
CAS Number
2398-37-0
Product Name
3-Bromoanisole
IUPAC Name
1-bromo-3-methoxybenzene
Molecular Formula
C7H7BrO
Molecular Weight
187.03 g/mol
InChI
InChI=1S/C7H7BrO/c1-9-7-4-2-3-6(8)5-7/h2-5H,1H3
InChI Key
PLDWAJLZAAHOGG-UHFFFAOYSA-N
SMILES
COC1=CC(=CC=C1)Br
Solubility
Soluble in DMSO
Synonyms
3-Bromoanisole
Canonical SMILES
COC1=CC(=CC=C1)Br
Method of Synthesis or Extraction
There are several methods for the synthesis of 3-Bromoanisole. One of the commonly used methods is the bromination of anisole. In this method, anisole is treated with bromine in the presence of a Lewis acid catalyst such as iron(III) bromide. The reaction takes place at room temperature and yields 3-Bromoanisole with a moderate yield of around 50-60%. Another method involves the reaction of anisole with N-bromosuccinimide (NBS) in the presence of a radical initiator such as azobisisobutyronitrile (AIBN). This method yields 3-Bromoanisole with a higher yield of around 80-90%.
Both methods have environmental and safety considerations. The bromination of anisole produces hydrogen bromide gas, which is corrosive and can cause respiratory problems. The reaction also generates waste products that need to be disposed of properly. The reaction with NBS and AIBN involves the use of hazardous chemicals and requires careful handling and disposal.
Both methods have environmental and safety considerations. The bromination of anisole produces hydrogen bromide gas, which is corrosive and can cause respiratory problems. The reaction also generates waste products that need to be disposed of properly. The reaction with NBS and AIBN involves the use of hazardous chemicals and requires careful handling and disposal.
Chemical Structure and Biological Activity
The chemical structure of 3-Bromoanisole consists of a benzene ring with a methoxy group (-OCH3) and a bromine atom (-Br) attached to it. The bromine atom makes the molecule more polar and reactive than anisole.
3-Bromoanisole has been found to have biological activity and potency. It acts as an inhibitor of the enzyme acetylcholinesterase, which is involved in the breakdown of the neurotransmitter acetylcholine. This inhibition can lead to an increase in acetylcholine levels, which can have therapeutic effects in the treatment of Alzheimer's disease. 3-Bromoanisole has also been found to have antifungal and antibacterial activity.
3-Bromoanisole has been found to have biological activity and potency. It acts as an inhibitor of the enzyme acetylcholinesterase, which is involved in the breakdown of the neurotransmitter acetylcholine. This inhibition can lead to an increase in acetylcholine levels, which can have therapeutic effects in the treatment of Alzheimer's disease. 3-Bromoanisole has also been found to have antifungal and antibacterial activity.
Biological Effects
The biological effects of 3-Bromoanisole on cell function and signal transduction are not well studied. However, its inhibition of acetylcholinesterase can have potential therapeutic and toxic effects. Inhibition of acetylcholinesterase can lead to an increase in acetylcholine levels, which can improve cognitive function in Alzheimer's disease patients. However, excessive inhibition can lead to toxicity and adverse effects such as nausea, vomiting, and diarrhea.
Applications
In medical research, 3-Bromoanisole has been studied for its potential role in drug development. Its inhibition of acetylcholinesterase makes it a potential candidate for the treatment of Alzheimer's disease. Clinical trials have not yet been conducted, but preclinical studies have shown promising results.
In environmental research, 3-Bromoanisole has been studied for its effects on ecosystems and its role in pollution management. It has been found to have low toxicity to aquatic organisms and can be used as a tracer for pollution studies. However, its persistence in the environment and potential for bioaccumulation require further investigation.
In industrial research, 3-Bromoanisole is used in manufacturing processes to improve product quality and efficiency. It is also used in the production of fragrances and flavors. Health and safety considerations are important in the handling and disposal of 3-Bromoanisole in industrial settings.
In environmental research, 3-Bromoanisole has been studied for its effects on ecosystems and its role in pollution management. It has been found to have low toxicity to aquatic organisms and can be used as a tracer for pollution studies. However, its persistence in the environment and potential for bioaccumulation require further investigation.
In industrial research, 3-Bromoanisole is used in manufacturing processes to improve product quality and efficiency. It is also used in the production of fragrances and flavors. Health and safety considerations are important in the handling and disposal of 3-Bromoanisole in industrial settings.
Future Perspectives and Challenges
The current limitations in the use and study of 3-Bromoanisole include its potential toxicity and environmental impact. Possible solutions and improvements include the development of safer and more efficient methods for synthesis and extraction, as well as the investigation of its potential therapeutic and environmental applications. Future trends and prospects in the application of 3-Bromoanisole in scientific research include the development of new drugs for the treatment of Alzheimer's disease and the use of 3-Bromoanisole as a tracer for pollution studies.
In conclusion, 3-Bromoanisole is an organic compound with potential applications in medical research, environmental research, and industrial research. Its synthesis and extraction methods, chemical structure and biological activity, biological effects, applications, future perspectives, and challenges have been discussed in this paper. Further research is needed to fully understand the potential of 3-Bromoanisole in various fields.
In conclusion, 3-Bromoanisole is an organic compound with potential applications in medical research, environmental research, and industrial research. Its synthesis and extraction methods, chemical structure and biological activity, biological effects, applications, future perspectives, and challenges have been discussed in this paper. Further research is needed to fully understand the potential of 3-Bromoanisole in various fields.
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