1867-38-5

Usage

Uses

Used in Riot Control and Law Enforcement:
4-Chlorobenzylidenemalononitrile is used as a riot control agent for its capacity to cause intense irritation to the eyes, respiratory tract, and skin. It is employed in tear gas, which is utilized by law enforcement and military personnel to disperse crowds and control civil unrest due to its non-lethal nature and quick-acting irritant properties.

InChI:InChI=1/C10H5ClN2/c11-10-3-1-8(2-4-10)5-9(6-12)7-13/h1-5H

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 672-25-3 aminomethylene-malononitrile 
• 80982-69-0 dicyanomethylene-O,O-diethyl phosphorane 
• 39145-33-0 2-cyano-3-(4-chlorophenyl)-prop-2-enethioamide 
• 2362-79-0 N-(4-chlorobenzylidene)aniline 
• 109-77-3 malononitrile 
• 18440-58-9 1-(N-phenylhydrazono)-1-chloropropanone 
• 75482-50-7 2-(2-phenylhydrazono)-2-chloro-1-phenylethanone 
• 2700-22-3 Benzylidenemalononitrile 
• 100-52-7 benzaldehyde 
• 109520-78-7 2-(4-chlorophenyl)-1,1,-dinitroethene 
• 141-97-9 ethyl acetoacetate 
• 873-76-7 para-Chlorobenzyl alcohol 
• 3395-81-1 4-chlorobenzaldehyde dimethyl acetal 

Downstream Products

• 93885-68-8 2-(4-chlorophenyl)-1,1,2-tricyanoethane 
• 6731-43-7 But-2-enyl-(4-chlor-benzyl)-but-2-enyl-malononitril 
• 38144-40-0 C₂₂H₃₂ClN₂P 
• 21448-28-2 3-(4-Chlorphenyl)-1.1.1-triphenyl-2.2-dicyan-propan 
• 21448-34-0 1-Phenyl-3-(4-chlor-phenyl)-2.2-dicyan-propanon-⁽¹⁾ 
• 82921-28-6 C₁₆H₆ClN₆^(1-)*C₄H₉N*H⁽¹⁺⁾ 
• 89346-58-7 4′-chloro-1,1′-biphenyl-2yl-carbonitrile 
• 137444-83-8 4-(4-chlorophenyl)-6-(2-furyl)-2-methoxynicotinonitrile 
• 137444-68-9 3-(4-chlorophenyl)-2-cyano-5-(2-furyl)-5-oxovaleronitrile 
• 134079-92-8 2-amino-4-(4-chlorophenyl)-5,7-dihydro-5-oxo-4H-furo[3,4-b]pyran-3-carbonitrile 
• 132546-97-5 2-amino-4-(p-chlorophenyl)-4H-pyrano<3,2-h>quinoline-3-carbonitrile 
• 123858-49-1 <(4-chlorophenyl)(2,3-dihydro-2-oxo-1H-indol-3-yl)methyl>malononitrile 
• 121361-34-0 2,7-diamino-5-(4-chlorophenyl)-4,5-dihydro-pyrazolo<1,5-a>pyrimidine-3,6-dicarbonitrile 
• 94988-87-1 7‐amino‐5‐(4‐chlorophenyl)‐2,4‐dioxo‐1,3,4,5‐tetrahydro‐2H‐pyrano[2,3‐d]pyrimidine‐6‐carbonitrile 

Relevant academic research and scientific papers

Preparation, characterization and catalyst application of ternary interpenetrating networks of poly 4-methyl vinyl pyridinium hydroxide-SiO 2-Al2O3

In this work, Al2O3 was mixed with SiO2 and poly 4-vinylpyridine by the sol-gel method in order to make a composite which is used as a heterogeneous basic catalyst for Knoevenagel condensation reaction. The physical and ch

Ordered mesoporous Γ-Al2O3 as highly efficient and recyclable catalyst for the Knoevenagel reaction at room temperature

Coumarins are important class of organic compounds and intensively used in agricultural and pharmaceutical industries. We have developed a strategy for the synthesis of coumarin derivatives quantitatively via Knoevenagel condensation reaction of an ortho-hydroxyaryl aldehyde and an activated methylene compounds in the presence of ordered mesoporous γ-Al2O3 as a heterogeneous catalyst. The catalyst has been thoroughly characterized through powder X-ray diffraction, N2 sorption analysis, FTIR spectroscopy, TG/DTA, NH3-TPD and CO2-TPD (temperature programmed desorption) analysis. The material possesses periodicity in mesopores and both surface acidic and basic sites having strengths of 1.47 and 1.11 mmol g?1, respectively, which is highly favorable for carrying out the Knoevenagel condensation reaction for the synthesis of a wide range of condensation product (yields ～98%) under very mild conditions. This amphoteric catalyst exhibits good surface Lewis acidity/basicity and high recyclability up to sixth reaction cycles without any significant loss in the product yield.

A facile transfer of dicyano methylene group between arylidenemalononitrile and aldehyde

Arylidenemalononitrile undergoes facile exchange of dicyano methylene group with β-formyl steroidal enamide as well as aromatic aldehydes under mild base catalysed reaction.

Fe3O4–cysteamine hydrochloride magnetic nanoparticles: New, efficient and recoverable nanocatalyst for Knoevenagel condensation reaction

Fe3O4 magnetic nanoparticles (MNPs) were obtained using a reduction–precipitation method. These MNPs were modified with cysteamine hydrochloride. This catalyst was characterized using a number of physicochemical measurements. The Fe

Five porous zinc(II) coordination polymers functionalized with amide groups: Cooperative and size-selective catalysis

Five functionalized porous coordination polymers 1-5 with highly ordered amide groups in the channels show notable interaction with guest molecules. The amide groups functioned as trigger sites and catalytically driven forces to activate substrate proximi

Cellulose stabilized Fe3O4 and carboxylate-imidazole and Co-based MOF growth as an exceptional catalyst for the Knoevenagel reaction

In this study, Fe3O4 nanoparticles were functionalized with cellulose, and then hybridized with cobalt (II)-based metal-organic framework (Co-MOF) containing carboxylate and imidazole functionalities. FTIR, XRD, FE-SEM, TEM, BET, EDX

Synthesis of arylmethylenemalononitriles catalyzed by KF-Al 2O3 under ultrasound

Knoevenagel condensation of malononitrile with aromatic aldehydes catalyzed by KF-Al2O3 under ultrasound irradiation in anhydrous ethanol results in the formation of arylmethylenemalononitriles in 73-97% yields within 15-60min. CSIRO

Betti base-modified magnetic nanoparticles as a novel basic nanocatalyst in Knoevenagel condensation and its related palladium nanocatalyst in Suzuki coupling reactions

Betti base-modified Fe3O4 nanoparticles have been successfully designed and synthesized for the first time through the condensation of Fe3O4 magnetic nanoparticles coated by (3-aminopropyl)triethoxysilane with β

Arylboronic acids inhibit P2X7 receptor function and the acute inflammatory response

The P2X7 receptor (P2X7R) is an ion channel which is activated by interactions with the extracellular ATP molecules. The molecular complex P2X7R/ATP induces conformational changes in the protein subunits, opening a pore in the ion channel macromolecular s

Application of GO/COF as a novel, efficient and recoverable catalyst in the Knoevenagel reaction

Hybrid composite based on graphene oxide (GO) and covalent organic framework (COF) [GO/COF] was developed via a simple solvothermal method, at which GO was applied as a platform to load COF based on melamine and terephthaldehyde. The synthesized hybrid na