36937-92-5

Usage

Appearance

Yellow crystalline substance The compound has a yellow color and forms crystal structures.

Common uses

Organic synthesis and building block It is frequently used in the synthesis of organic compounds and as a starting material for producing various pharmaceuticals and agrochemicals.

Electron acceptor

Strong electron acceptor 2-(4-Cyanobenzylidene)malononitrile is known for its ability to accept electrons, making it useful in numerous chemical reactions.

Application in electronics

Organic light-emitting diodes (OLEDs) The compound is widely used in the preparation of OLEDs and other electronic devices due to its electronic properties.

Fluorescent probe

Metal ions It can be used as a fluorescent probe to detect and analyze metal ions in various environments.

Precursor for heterocyclic synthesis

Heterocyclic compounds 2-(4-Cyanobenzylidene)malononitrile serves as a precursor for the synthesis of various heterocyclic compounds, which have diverse applications in chemistry and material science.

Value and versatility

Diverse uses in organic chemistry and material science The compound is valuable due to its potential applications in various industries and its versatility in different fields.

InChI:InChI=1/C11H5N3/c12-6-10-3-1-9(2-4-10)5-11(7-13)8-14/h1-5H

Upstream product

• 105-07-7 4-cyanobenzaldehyde 
• 109-77-3 malononitrile 
• 90921-71-4 4-(dimethoxymethyl)benzonitrile 
• 874-89-5 4-Cyanobenzyl alcohol 
• 66-25-1 hexanal 

Downstream Products

• 109815-31-8 triethyl-[2,2-dicyano-1-(4-cyano-phenyl)-ethyl]-phosphonium betaine 
• 119752-24-8 2-[1-(4-Cyano-phenyl)-3-methyl-but-3-enyl]-malononitrile 
• 119752-25-9 2-[1-(4-Cyano-phenyl)-4-methyl-pent-3-enyl]-malononitrile 
• 119752-26-0 2-[1-(4-Cyano-phenyl)-2,2-dimethyl-but-3-enyl]-malononitrile 
• 134939-33-6 Dithiocarbonic acid S-[3,3-dicyano-4-(4-cyano-phenyl)-cyclopent-1-enyl] ester O-methyl ester 
• 157518-33-7 4-[(E)-3-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-oxo-propenyl]-benzonitrile 
• 41470-37-5 Dicyanomethyl-anion 
• 105-07-7 4-cyanobenzaldehyde 
• 141996-43-2 [2,2-Dicyano-1-(4-cyano-phenyl)-ethyl]-phosphonic acid dimethyl ester 
• 141996-45-4 [2,2-Dicyano-1-(4-cyano-phenyl)-2-methyl-ethyl]-phosphonic acid dimethyl ester 
• 141996-46-5 [2,2-Dicyano-1-(4-cyano-phenyl)-butyl]-phosphonic acid diethyl ester 

Relevant academic research and scientific papers

Synthesis, structural, thermal, photophysical and vibrational spectroscopic studies of potassium-polynitrile based 3D coordination polymer

Among various interactions (such as H-bonding, π ? π stacking interaction) which are responsible for the fascinating metallo-architectures, cation - π interaction has emerged as a significantly important force. Moreover, it has now been observed that this

Synthesis and Biological Activities of Some Novel Spiro Heterocyclic Pyrrolizidine Derivatives of 11H-indeno[1,2-b]quinoxaline through 1,3-Dipolar Cycloaddition

The synthesis of spiropyrrolidines by the Knoevenagel condensation has been reported as highly bioactive natural and synthetic organic products. The synthesis was initiated by Knoevenagel condensation of indole-2-one with an appropriate benzaldehyde in pr

Porous macromolecular dihydropyridyl frameworks exhibiting catalytic and halochromic activity

New porous macromolecular frameworks (PMFs) have been designed and prepared by the condensation of dialdehydes with aminoacrylonitriles. Two porous materials were prepared by reacting 3,3′-benzene-1,4-diylbis(3-aminoprop-2-enenitrile) with benzene-1,4-dic

New insights into the exploitation of oxidized carbon nitrides as heterogeneous base catalysts

In this work, the development of a novel efficient heterogeneous catalytic system capable of driving Knoevenagel condensation reactions between benzaldehydes and malononitrile was reported. Specifically, we explored a post-synthetic modification of graphitic carbon nitride (g-CN) through a strong oxidation treatment by acid mixture (HNO3/H2SO4). The as-prepared oxidized CN material (CNO) shows a large number of surface acidic moieties, that can be easily deprotonated through an aqueous alkaline wash with different bases (NaOH, K2CO3, t-BuOK), to introduce a high density of reactive basic sites. The best catalyst is obtained with NaOH as the base (CNO-NaOH), and displays high reactivity and good tolerance towards functional group variations of the reagents, thus emerging as a potential new recyclable carbon nitride-based structure for organic base catalysis.

Ferrocene-Functionalized Dithiocarbamate Zinc(II) Complexes as Efficient Bifunctional Catalysts for the One-Pot Synthesis of Chromene and Imidazopyrimidine Derivatives via Knoevenagel Condensation Reaction

Four new mononuclear/coordination polymeric (CP) zinc(II) complexes (1-4) of ferrocenyl/pyridyl-functionalized dithiocarbamate ligands, N-ferrocenylmethyl-N-butyl dithiocarbamate (L1), N-ferrocenylmethyl-N-ethylmorpholine dithiocarbamate (L2), N-ferroceny

New Pyrano-4H-benzo[g]chromene-5,10-diones with Antiparasitic and Antioxidant Activities

New pyranonaphthoquinone derivatives were synthesized and investigated for their activity against Trypanosoma brucei, Leishmania major, and Toxoplasma gondii parasites. The pentafluorophenyl derivative was efficacious against T. brucei with single digit m

Two Cu(II) coordination polymers: Heterogeneous catalytic Knoevenagel condensation reaction and treatment activity on atherosclerosis via regulating the expression of the COX-2 in vascular endothelial cells

By altering auxiliary nitrogen-donor ligands, two novel coordination polymers (CPs) containing Cu(II) formulated as [Cu2.5(L)(trz)2(H2O)2]·2H2O (1) (Htrz = 1,2,4-triazole and H3L = 5-(4-car

Three Resorcin[4]arene-Based Two-Dimensional Zn(II) Supramolecular Isomers Synthesized via a Structure-Directing Strategy for Knoevenagel Condensation

Herein, in the presence of three structure-directing agents (SDAs), a family of imidazole-functionalized resorcin[4]arene-based coordination polymers (CPs), [Zn(TIC4R)(HCOO)]·HCOO·0.5DMF·1.5H2O (1), [Zn(TIC4R)(CN)]·HCOO·DMF·2.5H2O (2), and [Zn(TIC4R)(H2O)

Two new calix[4]resorcinarene-based coordination cages adjusted by metal ions for the Knoevenagel condensation reaction

Two new calix[4]resorcinarene-based coordination cages, namely, [Zn4(TPC4R)(PDC)4]·2DMF·6H2O (1-Zn) and [In11(TPC4R)2(PDC)16(μ2-OH)2(H2O)2]·[(CH

One-pot oxidant-free dehydrogenation-Knoevenagel tandem reaction catalyzed by a recyclable magnetic base-metal bifunctional catalyst

A new base-metal bifunctional catalyst NH-Pd(0)@MNP was prepared via a facile procedure and fully characterized. The as-prepared catalyst was used as an efficient relay catalyst for the one-pot oxidant-free dehydrogenation-Knoevenagel condensation tandem reaction from benzyl alcohol in H2O under mild conditions and generated benzalmalononitriles with yield up to 96%. Meanwhile, the catalyst could be easily recovered from the reaction system by an external magnetic field, and is reusable with little loss of activity up to 6 runs (5%).