34662-32-3

Basic information

• Product Name: 4-Chloro-2-nitrobenzonitrile
• Synonyms: 4-CHLORO-2-NITROBENZONITRILE;2-NITRO-4-CHLOROBENZONITRILE;5-Chloro-2-cyanonitrobenzene
• CAS NO: 34662-32-3
• Molecular Formula: C₇H₃ClN₂O₂
• Molecular Weight: 182.56
• EINECS: 252-133-0
• Product Categories: FINE Chemical & INTERMEDIATES;Aromatic Nitriles
• Mol File: 34662-32-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 99-101
• Boiling Point: 313.5 °C at 760 mmHg
• Flash Point: 143.4 °C
• Appearance: /
• Density: 1.47 g/cm³
• Vapor Pressure: 0.000496mmHg at 25°C
• Refractive Index: 1.599
• CAS DataBase Reference: 4-Chloro-2-nitrobenzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-2-nitrobenzonitrile(34662-32-3)
• EPA Substance Registry System: 4-Chloro-2-nitrobenzonitrile(34662-32-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-24/25
• WGK Germany: 3
• Hazardous Substances Data: 34662-32-3(Hazardous Substances Data)

Usage

Description

4-Chloro-2-nitrobenzonitrile is a chemical compound characterized by the molecular formula C7H3ClN2O2. It is a pale yellow to yellow solid with a faint odor, featuring a carbon-nitrogen triple bond as a nitrile, along with a nitro group and a chlorine atom. 4-Chloro-2-nitrobenzonitrile is recognized for its role as an intermediate in the synthesis of various products, including pharmaceuticals, dyes, and agrochemicals. Due to its potential hazards, including harmful effects if swallowed, inhaled, or absorbed through the skin, and its ability to cause respiratory and skin irritation, it is crucial to handle 4-Chloro-2-nitrobenzonitrile with appropriate safety measures.

Uses

Used in Pharmaceutical Industry:
4-Chloro-2-nitrobenzonitrile is utilized as a key intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs and medicinal compounds. Its unique chemical structure allows it to participate in various chemical reactions that are essential for creating effective pharmaceutical agents.
Used in Dye Industry:
In the dye industry, 4-Chloro-2-nitrobenzonitrile serves as an intermediate for the production of dyes. Its chemical properties enable it to be a part of the synthesis process, leading to the creation of dyes with specific color characteristics and properties.
Used in Agrochemical Industry:
4-Chloro-2-nitrobenzonitrile is also employed as an intermediate in the agrochemical sector, where it plays a role in the synthesis of various agrochemicals. Its contribution is vital for developing products that can enhance crop protection and improve agricultural yields.

InChI:InChI=1/C7H3ClN2O2/c8-6-2-1-5(4-9)7(3-6)10(11)12/h1-3H

Upstream product

• 41994-91-6 4-chloro-2-nitrobenzoic amide 
• 6280-88-2 4-chloro-2-nitro-benzoic acid 
• 89-61-2 2,5-dichloronitrobenzene 
• 5551-11-1 4-Chloro-2-nitrobenzaldehyde 
• 13472-08-7 azobis(2-cyanobutane) 
• 109-77-3 malononitrile 
• 41995-04-4 4-chloro-2-nitro-benzoyl chloride 
• 89-63-4 4-Chloro-2-nitroaniline 
• 64-19-7 acetic acid 

Downstream Products

• 97112-62-4 2-nitro-4-piperidino-benzonitrile 
• 873414-67-6 4-chloro-2-p-tolylsulfanyl-benzonitrile 
• 89692-53-5 3-amino-6-chloro-1,2-benzisoxazole 
• 80517-21-1 4-fluoro-2-nitrobenzonitrile 
• 19407-66-0 7-chloro-2-(4-methoxyphenyl)quinazolin-4(3H)-one 
• 23082-51-1 4'-chloro-2'-nitroacetophenone 
• 41995-04-4 4-chloro-2-nitro-benzoyl chloride 
• 861603-76-1 4,4'-dichloro-2,2'-hydrazo-di-benzoic acid 
• 67567-43-5 4-chloro-2-nitro-benzenemethanamine 
• 82212-14-4 5-(2-amino-4-chloro-5-sulphamoylphenyl)tetrazole 
• 54013-18-2 5-chloro-2-(1H-1,2,3,4-tetrazol-5-yl)aniline 
• 92567-02-7 C₇H₄ClN₅O₂ 

Relevant articles and documents

Copper-Catalyzed One-Pot Synthesis of Quinazolinones from 2-Nitrobenzaldehydes with Aldehydes: Application toward the Synthesis of Natural Products

A novel, efficient, and atom-economical approach for the construction of quinazolinones from 2-nitrobenzaldehydes has been unveiled via copper-catalyzed nitrile formation, hydrolysis, and reduction in one pot for the first time. In this reaction, urea is used as a source of nitrogen for nitrile formation, hydrazine hydrate is used for both the reduction of the nitro group and the hydrolysis of nitrile, and atmospheric oxygen is used as the sole oxidant. The method portrays a wide substrate scope with good functional group tolerances. Moreover, this method was applied for the synthesis of schizocommunin, tryptanthrin, phaitanthrin-A, phaitanthrin-B, and 8H-quinazolino[4,3-b]quinazolin-8-one.

Method for synthesizing aryl cyanide by taking aryl carboxylic acid as raw material

The invention discloses a method for synthesizing aryl cyanide by taking aryl carboxylic acid as a raw material, which is characterized in that aryl cyanide is synthesized by taking aryl carboxylic acid as a raw material, taking a combination of NH4X and N, N-dimethylformamide as a cyanide source and taking silver sulfate and copper acetate as catalysts under the action of acid and oxygen. Compared with a conventional aryl cyanide synthesis method, the method disclosed by the invention has the advantages that reaction raw materials (aryl carboxylic acid, NH4X and N, N-dimethylformamide) are cheap and easy to obtain, and the dosage of a metal catalyst is small; meanwhile, oxygen is used as an oxidizing agent, so that the method has the obvious advantages of small environmental pollution, good tolerance to various functional groups on an aromatic ring, high yield and the like; the method disclosed by the invention can be widely applied to synthesis of medicines, functional materials, natural products and other fields in the industry and academic circles.

Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions

Simple strategies for decarboxylative functionalizations of electron-deficient benzoic acids via using Cu(I) as promoter and electron-rich ones by employing Pd(II) as catalyst under aerobic conditions have been established, which lead to smooth synthesis of aryl halides (-I, Br, and Cl) through the decarboxylative functionalization of benzoic acids with readily available halogen sources CuX (X = I, Br, Cl), and easy preparation of benzonitriles from decarboxylative cyanation of aryl carboxylic acids with nontoxic and low-cost K4Fe(CN)6 under an oxygen atmosphere for the first time.