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Introduction:
9-(4-Bromophenyl)-9H-carbazole, also known as 4-bromo-meta-xylenol, is a synthetic chemical compound that is commonly used in various industrial applications.
In this article, we will discuss the synthetic routes of 9-(4-bromophenyl)-9H-carbazole and their significance in the chemical industry.
Synthesis of 9-(4-Bromophenyl)-9H-Carbazole:
There are several synthetic routes to produce 9-(4-bromophenyl)-9H-carbazole, each with its own advantages and disadvantages.
Some of the most commonly used synthetic routes are outlined below:
- Electrophilic substitution: In this route, the bromine atom is introduced into the ortho position of phenylamine through electrophilic substitution.
This reaction is carried out in the presence of a Lewis acid catalyst, such as AlCl3, and results in the formation of 4-bromo-meta-xylenol. - Halogenation: In this route, 9H-carbazole is treated with a halogen source, such as bromine, in the presence of a Lewis acid catalyst, such as AlCl3.
The reaction results in the formation of 9-(4-bromophenyl)-9H-carbazole. - Nucleophilic substitution: In this route, 4-chloro-meta-xylenol is treated with sodium hydroxide in the presence of a solvent, such as water or methanol.
The reaction results in the formation of 9-(4-bromophenyl)-9H-carbazole.
Advantages of Synthetic Routes:
The synthetic routes of 9-(4-bromophenyl)-9H-carbazole offer several advantages in the chemical industry.
The compound is highly soluble in water and a variety of organic solvents, which makes it easy to handle and transport.
It also has a high boiling point, which makes it suitable for use in a wide range of applications.
Applications of 9-(4-Bromophenyl)-9H-Carbazole:
9-(4-bromophenyl)-9H-carbazole has a wide range of applications in the chemical industry.
Some of the most common applications include:
- Intermediate for dyes: 9-(4-bromophenyl)-9H-carbazole is used as an intermediate for the production of a variety of dyes, including direct and acid dyes.
- Pharmaceuticals: 9-(4-bromophenyl)-9H-carbazole is used in the production of a variety of pharmaceuticals, including anti-inflammatory and anti-bacterial drugs.
- Polymers: 9-(4-bromophenyl)-9H-carbazole is used in the production of a variety of polymers, including polycarbonates and polyamides.
- Inks: 9-(4-bromophenyl)-9H-carbazole is used in the production of a variety of inks, including printing ink and ballpoint pen ink.
Conclusion:
9-(4-bromophenyl)-9H-carbazole is a versatile synthetic chemical compound with a wide range of applications in the chemical industry.
The synthetic routes of the compound offer several advantages, including ease of handling and transport, high solubility, and a high boiling point.
These properties make 9-(4-bromophenyl)-9H-carbazole an important intermediate in the production of a variety of chemicals, pharmaceuticals, polymers, and inks.