125914-22-9

Basic information

• Product Name: 2-(5-bromo-2-nitrophenyl)acetonitrile
• Synonyms: 2-(5-bromo-2-nitrophenyl)acetonitrile
• CAS NO: 125914-22-9
• Molecular Formula: C₈H₅BrN₂O₂
• Molecular Weight: 241.0415
• Mol File: 125914-22-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(5-bromo-2-nitrophenyl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(5-bromo-2-nitrophenyl)acetonitrile(125914-22-9)
• EPA Substance Registry System: 2-(5-bromo-2-nitrophenyl)acetonitrile(125914-22-9)

Safety Data

• Hazardous Substances Data: 125914-22-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(5-bromo-2-nitrophenyl)acetonitrile is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic properties. Its unique structure allows for the creation of compounds that can target specific biological pathways, leading to the discovery of novel treatments for various diseases.
Used in Agrochemical Industry:
In the agrochemical industry, 2-(5-bromo-2-nitrophenyl)acetonitrile is utilized as a starting material for the synthesis of agrochemicals, such as pesticides and herbicides. Its incorporation into these compounds can enhance their effectiveness in controlling pests and weeds, thereby improving crop yields and ensuring food security.
Used in Research and Development:
2-(5-bromo-2-nitrophenyl)acetonitrile plays a crucial role in research and development, where it is employed as a building block for the synthesis of new compounds with potential applications in various fields. Its versatility allows researchers to explore its reactivity and properties, leading to the discovery of innovative materials and compounds with unique characteristics.
Used in Specialty Chemicals Manufacturing:
2-(5-bromo-2-nitrophenyl)acetonitrile is used as a starting material in the manufacturing of specialty chemicals, which are high-value products with specific applications in various industries. Its unique structure and reactivity enable the production of compounds with tailored properties, such as high thermal stability, chemical resistance, or specific optical properties, making them suitable for use in high-performance materials, coatings, or advanced technologies.

Upstream product

• 31938-07-5 (3-bromophenyl)acetonitrile 
• 3598-13-8 (4-chlorophenoxy)acetonitrile 
• 586-78-7 para-nitrophenyl bromide 

Downstream Products

• 124840-61-5 2-(5-bromo-2-nitrophenyl)aceticacid 
• 153887-97-9 2-(5-Bromo-2-nitro-phenyl)-pent-4-enenitrile 
• 147689-02-9 (Z)-2-(5-Bromo-2-nitro-phenyl)-but-2-enenitrile 
• 1259405-82-7 (5-bromo-2-nitrophenyl)(1-methylpyrrolidin-2-ylidene)acetonitrile 
• 10075-50-0 5-bromo-1H-indole 
• 120-72-9 indole 
• 882855-95-0 2-(2-amino-5-bromophenyl)acetonitrile 
• 10075-48-6 5-bromo-3-methyl-1H-indole 

Relevant articles and documents

Modular Synthesis of Polysubstituted Quinolin-3-amines by Oxidative Cyclization of 2-(2-Isocyanophenyl)acetonitriles with Organoboron Reagents

Polysubstituted quinolin-3-amines are vital structural motifs because of their broad biological activities as well as versatile transformational abilities. However, they are not easily accessible. We disclose a protocol with Mn(III) acetate as a mild one-

Active and Recyclable Catalytic Synthesis of Indoles by Reductive Cyclization of 2-(2-Nitroaryl)acetonitriles in the Presence of Co-Rh Heterobimetallic Nanoparticles with Atmospheric Hydrogen under Mild Conditions

A cobalt-rhodium heterobimetallic nanoparticle-catalyzed reductive cyclization of 2-(2-nitroaryl)acetonitriles to indoles has been achieved. The tandem reaction proceeds without any additives under the mild conditions (1 atm H2 and 25 °C). This procedure could be scaled up to the gram scale. The catalytic system is significantly stable under these reaction conditions and could be reused more than ten times without loss of catalytic activity.

Novel synthesis of benzofuran- and indol-2-yl-methanamine derivatives

We report on a novel synthesis towards benzofuran-2-yl-methanamine and indol-2-yl-methanamine derivatives by using ortho-methoxy and ortho-nitro substituted phenylacetic acids as starting material, respectively. For each compound series, a key intermediate bearing the oxazole-4-carboxylic acid methylester moiety was produced. Refluxing the ortho-methoxy series in HBr/HAc produced the desired benzofuran-2-yl-methanamines. Accordingly, for the synthesis of indoles the nitro-group was first reduced and refluxing these intermediates in HCl gave the corresponding indol-2-yl-methanamines. The method worked well with electron donating substituents. Limitations regarding electron withdrawing substituents are discussed. This straightforward synthetic procedure can be a useful approach to generate a variety of substituted benzofuran-2-yl-methanamine and indol-2-yl-methanamine compounds by starting from readily available phenylacetic acid derivatives.

Short and simple method of synthesis of some pyrrolo[3,2-b]quinoline derivatives from easily available nitrobenzene derivatives

The Vilsmeier-Hack condensation of ortho-cyanomethylated nitroarenes with N-methylpyrrolidone, followed by cyclization promoted by O,N- bistrimethylsilylacetamide and DBU in DMF led directly to pyrrolo[3,2-b] quinoline derivatives. Georg Thieme Verlag Stuttgart · New York.

On the Synthesis of Tiliacora Alkaloids, II: Synthesis of the Asymmetrical Biphenyl Derivative

The biphenyl derivatives S-1 and S-3 were obtained by mixed Ullmann reaction of the phenylacetic esters 3, 4 and 5.Because they contain selectively removable protective groups for the carboxyl functions, S-1 and S-3 are proper intermediates for the constitution selective reaction with the former described asymmetrical dibenzo-1,4-dioxin derivative K.