Production Method 1

1207999-28-7

948549-53-9

Reaction Conditions

1.1 Reagents: Tetrabutylammonium tribromide Solvents: Tetrahydrofuran ,  Water ;  2 h, 60 °C

Reference

Chemoselective Bromodeboronation of Organotrifluoroborates Using Tetrabutylammonium Tribromide: Application in (Z)-Dibromoalkene Syntheses

Yao, Min-Liang; Reddy, Marepally Srinivasa; Yong, Li; Walfish, Ingrid; Blevins, David W.; et al, Organic Letters, 2010, 12(4), 700-703

Production Method 2

623-03-0

948549-53-9

Reaction Conditions

1.1 Reagents: Sulfuric acid ,  Potassium bromate Solvents: Water ;  3 h, 25 °C; 4 h, 25 °C

Reference

Synthesis of 3-bromo-4-chlorobenzonitrile with KBrO3-H2SO4 system

Zhang, Yuanyuan; Wang, Lieping; Qian, Yishi; Sun, Qiaonan; Liu, Kangyun, Yingyong Huagong, 2010, 39(8), 1266-1267

Production Method 3

1207999-28-7

948549-53-9

Reaction Conditions

1.1 Reagents: Tetrabutylammonium tribromide Solvents: Tetrahydrofuran ,  Water ;  120 min, 60 °C

Reference

Halodeboronation of organotrifluoroborates using tetrabutylammonium tribromide or cesium triiodide

Yao, Min-Liang; Kabalka, George W.; Blevins, David W.; Reddy, Marepally Srinivasa; Yong, Li, Tetrahedron, 2012, 68(19), 3738-3743

Production Method 4

623-03-0

948549-53-9

Reaction Conditions

1.1 Reagents: Sulfuric acid ,  Potassium bromate Solvents: Water ;  3 h, rt; 4 h, rt

Reference

Preparation of selenazole formic acids useful for treating and/or preventing hyperuricemia

, China, , ,

Production Method 5

623-03-0

948549-53-9

57381-49-4

Reaction Conditions

1.1 Reagents: Zinc chloride ,  Bromine ,  Piperidine, 2,2,6,6-tetramethyl-, lithium salt (1:1) ;  -70 °C

Reference

Synthesis of C-linked immobilized analogs of aloisine A by 'click' chemistry

Haddoub, Rose; Gueyrard, David; Goekjian, Peter G., Tetrahedron Letters, 2009, 50(7), 741-744

3-Bromo-4-chlorobenzonitrile Raw materials

• potassium (2-chloro-5-cyanophenyl)trifluoroboranuide
• 4-Chlorobenzonitrile

3-Bromo-4-chlorobenzonitrile Preparation Products

• 3-Bromo-4-chlorobenzonitrile (948549-53-9)
• 2-Bromo-4-chlorobenzonitrile (57381-49-4)

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• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Benzonitriles
• Solvents and Organic Chemicals Organic Compounds cyanides/Cyanides

3-Bromo-4-chlorobenzonitrile: A Comprehensive Overview

The compound with CAS No 948549-53-9, commonly referred to as 3-Bromo-4-chlorobenzonitrile, is a significant molecule in the field of organic chemistry. This compound is characterized by its unique structure, which includes a benzene ring substituted with bromine at the 3-position and chlorine at the 4-position, along with a nitrile group. The combination of these substituents imparts distinctive chemical properties, making it a valuable compound in various applications.

3-Bromo-4-chlorobenzonitrile has been extensively studied for its role in organic synthesis. Recent research has highlighted its potential as an intermediate in the synthesis of complex molecules, particularly in the pharmaceutical and agrochemical industries. The presence of multiple functional groups allows for versatile reactivity, enabling chemists to explore diverse reaction pathways. For instance, the nitrile group can undergo hydrolysis to form carboxylic acids, while the halogen substituents can participate in substitution reactions under appropriate conditions.

One of the most promising areas of application for 3-Bromo-4-chlorobenzonitrile is in drug discovery. Researchers have investigated its ability to serve as a building block for bioactive compounds. For example, studies have shown that derivatives of this compound exhibit potential anti-inflammatory and antioxidant properties. These findings underscore its importance in the development of novel therapeutic agents.

In addition to its role in drug discovery, 3-Bromo-4-chlorobenzonitrile has also found applications in materials science. Its unique electronic properties make it a candidate for use in organic electronics, such as in the development of new semiconducting materials. Recent advancements in this field have demonstrated that derivatives of this compound can exhibit desirable charge transport properties, paving the way for their integration into next-generation electronic devices.

The synthesis of 3-Bromo-4-chlorobenzonitrile involves a series of well-established organic reactions. Typically, it is prepared through a multi-step process that includes halogenation and nitrilation reactions. The choice of reagents and reaction conditions plays a critical role in ensuring high yields and purity. For instance, bromination can be achieved using bromine in the presence of a catalyst, while nitrilation often involves the use of cyanide sources under specific conditions.

From an environmental perspective, understanding the behavior and fate of 3-Bromo-4-chlorobenzonitrile is crucial. Studies have shown that this compound exhibits moderate biodegradability under aerobic conditions, although its persistence in certain environmental matrices remains a topic of interest. Efforts are ongoing to develop sustainable synthesis routes and disposal methods to minimize its environmental impact.

In conclusion, 3-Bromo-4-chlorobenzonitrile (CAS No 948549-53-9) is a versatile compound with wide-ranging applications across multiple disciplines. Its unique chemical structure and reactivity make it an invaluable tool in organic synthesis, drug discovery, and materials science. As research continues to uncover new potential uses and optimize its synthesis, this compound is poised to play an even greater role in advancing scientific and technological frontiers.

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