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

General Description

4-Chloro-2-nitrobenzonitrile is a chemical compound with the molecular formula C7H3ClN2O2. It is a pale yellow to yellow solid with a faint odor, and it is primarily used as an intermediate in the synthesis of pharmaceuticals, dyes, and agrochemicals. This chemical is a nitrile, which means it contains a carbon-nitrogen triple bond, and it also contains a nitro group and a chlorine atom. It is important to handle 4-Chloro-2-nitrobenzonitrile with caution, as it may be harmful if swallowed, inhaled, or absorbed through the skin, and it can cause irritation to the respiratory system and skin. Proper protective measures should be taken when handling this chemical.

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

Upstream product

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

Downstream Products

• 5900-59-4 2-amino-4-chlorobenzamide 
• 873414-67-6 4-chloro-2-p-tolylsulfanyl-benzonitrile 
• 41994-91-6 4-chloro-2-nitrobenzoic amide 
• 38487-86-4 2-amino-4-chlorobenzonitrile 
• 6280-88-2 4-chloro-2-nitro-benzoic acid 
• 97112-62-4 2-nitro-4-piperidino-benzonitrile 
• 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 

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.