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

• 6280-88-2 4-chloro-2-nitro-benzoic acid 
• 109-77-3 malononitrile 
• 13472-08-7 azobis(2-cyanobutane) 
• 5551-11-1 4-Chloro-2-nitrobenzaldehyde 
• 89-61-2 2,5-dichloronitrobenzene 
• 41995-04-4 4-chloro-2-nitro-benzoyl chloride 
• 41994-91-6 4-chloro-2-nitrobenzoic amide 
• 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 
• 6280-88-2 4-chloro-2-nitro-benzoic acid 
• 38487-86-4 2-amino-4-chlorobenzonitrile 
• 5900-59-4 2-amino-4-chlorobenzamide 
• 41994-91-6 4-chloro-2-nitrobenzoic amide 
• 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 
• 89692-53-5 3-amino-6-chloro-1,2-benzisoxazole 
• 28144-70-9 anthranilic acid amide 
• 1297538-05-6 2-nitro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)benzonitrile 
• 1297538-12-5 4-(1-(2-aminoethyl)-1H-pyrazol-3-yl)-2-nitrobenzonitrile hydrochloride 

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.

Conversions of aryl carboxylic acids into aryl nitriles using multiple types of Cu-mediated decarboxylative cyanation under aerobic conditions

Here, we used malononitrile or AMBN as a cyanating agent to develop efficient and practical protocols for Cu-mediated decarboxylative cyanations, under aerobic conditions, of aryl carboxylic acids bearing nitro and methoxyl substituents at the ortho position as well as of heteroaromatic carboxylic acids. These protocols involved economical methods to synthesize value-added aryl nitriles from simple and inexpensive raw materials. Further diversification of the 2-nitrobenzonitrile product was performed to highlight the practicality of the protocols. This journal is

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.