18300-87-3

Usage

Uses

Used in Fragrance and Flavoring Industry:
α-Cyano-4-methylbenzeneacrylic acid ethyl ester is used as a fragrance and flavor ingredient for its pleasant, sweet, floral aroma. It is incorporated into various products such as perfumes, soaps, and food flavorings to enhance their scent and taste.
Used in Pharmaceutical Synthesis:
α-Cyano-4-methylbenzeneacrylic acid ethyl ester is also utilized in the synthesis of pharmaceuticals and other organic compounds, serving as a key intermediate in the production of certain medications.
Used in Consumer Products:
α-Cyano-4-methylbenzeneacrylic acid ethyl ester is considered safe for use in consumer products when adhered to good manufacturing practices. However, it is important to note that it may cause skin and eye irritation in some individuals, necessitating careful handling and proper safety measures during its application in these products.

Upstream product

• 64-17-5 ethanol 
• 80540-68-7 2-cyano-3-(p-tolyl)acrylic acid 
• 19865-55-5 (Z)-N-(4-methylbenzylidene)aniline oxide 
• 105-56-6 ethyl 2-cyanoacetate 
• 59832-45-0 dimethyl 2-(4-methylbenzylidene)malonate 
• 589-18-4 4-Methylbenzyl alcohol 
• 104-87-0 4-methyl-benzaldehyde 
• 107-91-5 cyanoacetic acid amide 
• 3395-83-3 4-methylbenzaldehyde dimethylacetal 
• 939-97-9 4-tert-Butylbenzaldehyde 
• 555-16-8 4-nitrobenzaldehdye 
• 91957-16-3 2-cyano-3-(p-tolyl)propionic acid ethyl ester 

Downstream Products

• 65576-61-6 5-amino-2-(4-methyl-benzylidene)-3-oxo-7-p-tolyl-2,3-dihydro-7H-thiazolo[3,2-a]pyridine-6,8-dicarboxylic acid diethyl ester 
• 104-87-0 4-methyl-benzaldehyde 
• 77821-72-8 2-Oxo-4-p-tolyl-1,2,5,6,7,8-hexahydro-quinoline-3-carbonitrile 
• 77821-82-0 2-Oxo-4-p-tolyl-7-[1-p-tolyl-meth-(Z)-ylidene]-2,5,6,7-tetrahydro-1H-[1]pyrindine-3-carbonitrile 
• 80271-85-8 2-Cyano-3-(4-fluoro-phenyl)-3-p-tolyl-propionic acid ethyl ester 
• 77831-42-6 2-Oxo-4-p-tolyl-2,5,6,7,8,9-hexahydro-1H-cyclohepta[b]pyridine-3-carbonitrile 
• 129265-80-1 (4S,5R)-2-Amino-5-benzoyl-1-phenyl-6-thioxo-4-p-tolyl-1,4,5,6-tetrahydro-pyridine-3-carboxylic acid ethyl ester 
• 51009-66-6 5-(4-methylbenzylidene)-2-thioxoimidazolidin-4-one 
• 390-43-2 3-(4-fluoro-phenyl)-3-p-tolyl-propionic acid 
• 80272-23-7 3-(4'-fluoro-phenyl)-6-methyl-1-indanone 
• 80272-47-5 (1R,3R)-3-(4-Fluoro-phenyl)-6-methyl-indan-1-ol 
• 916322-77-5 2-(hydroxymethyl)-3-(4-tolyl)propanenitrile 
• 1204165-00-3 diethyl 6-amino-5,7-dicyano-3,4,7,8-tetrahydro-8-p-tolylisoquinoline-2,7(1H)-dicarboxylate 

Relevant academic research and scientific papers

Synthesis of KOH/SnO2 solid superbases for catalytic Knoevenagel condensation

KOH/SnO2 solid superbases of specific morphology and uniform pore structure were synthesized. The SnO2 support was prepared by reflux digestion using graphene oxide as template and employed for the loading of KOH by means of grinding

Efficient Synthesis of Branched Polyamine Based Thermally Stable Heterogeneous Catalyst for Knoevenagel Condensation at Room Temperature

Abstract: In this paper, a new convenient strategy for the synthesis of polyethylenimine functionalized Si-MCM-41 grafted on surface modified graphene oxide has been developed. The as-synthesised catalyst exerts good catalytic activity and reusability tow

Mesoporous carbon nitride as a metal-free base catalyst in the microwave assisted Knoevenagel condensation of ethylcyanoacetate with aromatic aldehydes

High nitrogen containing mesoporous carbon nitride (MCN) was synthesized and investigated as a metal-free base catalyst for the Knoevenagel condensation of ethylcyanoacetate with aromatic aldehydes. The catalyst was found to be efficient for the Knoevenag

Synthesis, characterization and heterogeneous base catalysis of amino functionalized lanthanide metal-organic frameworks

Lanthanide metal-organic frameworks (Ln-MOFs) are featured by their tolerance to water and dense structure. In this work, an amine-functionalized Ln-MOF was facilely synthesized by coordination of terbium with 2-aminoterephthalic acid under the condition of microwave irradiation. The crystal structure was characterized by single crystal X-ray diffraction, FT-IR, Raman, TG-DTA and XPS analysis. The basic catalytic activity of the NH2-Tb-MOF was evaluated for Knoevenagel condensation and Henry reactions. Apart from the high activity and 100% selectivity to the condensation product, the NH2-Tb-MOF catalyst could be easily recycled and reused owing to the high stability of the MOF framework formed by coordination of Tb3+ with carboxylic groups. Remarkably, the NH2-Tb-MOF exhibited size-selective catalysis to substrates. For the small-sized reactants, it displayed comparable activity to the homogeneous catalyst of aniline owing to the high dispersion of NH2? active sites and the low diffusion limits. However, in the same reaction system, extremely poor activity in Knoevenagel condensation and Henry reaction for the bulky substrate 4-(tert-butyl) benzaldehyde was observed due to the both effects of substitute and inhibition of diffusion into the micropores. Crystal structure analysis provided a mechanistic evidence that the heterogeneous base catalysis arose from the amino groups densely distributed inside the micropores.

Polystyrene-supported chloroaluminate ionic liquid as a new heterogeneous Lewis acid catalyst for Knoevenagel condensation

Non-hygroscopic polystyrene-supported chloroaluminate ionic liquid was prepared from the reaction of Merrifield resin with 1-methylimidazole followed by reaction with aluminum chloride. This Lewis acidic ionic liquid is environmentally friendly heterogene

Microwave enhanced Knoevenagel condensation of ethyl cyanoacetate with aldehydes

The reaction rate of Knoevenagel condensation can be dramatically enhanced by irradiating the reaction mixture containing ethyl cyanoacetate, an aldehyde, P2O5, piperidine, and chlorobenzene with a commercial microwave oven. A number of Knoevenagel condensation products were prepared in good yields in very short reaction times (2-15 min) under the microwave irradiation.

Amino-functionalized mesostructured cellular foam silica: A highly efficient and recyclable catalyst in the Knoevenagel condensation reaction

Mesostructured cellular foam silica was functionalized by an amino group (MCF-NH2) using the postsynthesis grafting method and utilized as a recyclable catalyst for the Knoevenagel reaction to afford α, β-unsaturated compounds. The catalyst was systematic

Tailoring a magnetically separable NiFe2O4nanoparticle catalyst for Knoevenagel condensation

A magnetically separable NiFe2O4nanoparticle catalyst was prepared readily via a simple one-step hydrothermal process. The catalytic performance of this hetero-nanostructure was investigated by Kneovenagel condensation with aldehydes

MOFs assembled from C 3symmetric ligands: Structure, iodine capture and role as bifunctional catalysts towards the oxidation-Knoevenagel cascade reaction

Three new NiII/CoII-metal organic frameworks were self-assembled by the reaction of C3 symmetric 1,3,5-tribenzoic acid (H3BTC) and 2,4,6-tris(4-pyridyl)-1,3,5-triazine (4-TPT) ligands and NiII/CoII salts under solvothermal conditions. Isomorphous MOF1 and MOF2 exhibit a 3D pillar-layer framework based on binuclear M2(OH)(COO)2 units connected by tritopic BTC3- and 4-TPT ligands with a novel (3,5)-connected topology net. MOF3 displays a 3-fold interpenetrated 3D network exhibiting a (3,4)-connected topology net. The porous MOF3 can reversibly take up I2. The activated MOFs contain both Lewis acid (NiII center) and basic (uncoordinated pyridyl or carboxylic groups) sites, and act as bifunctional acid-base catalysts. The catalytic measurements demonstrate that the activated MOF3 exhibits good activities for benzyl alcohol oxidation and the Knoevenagel reaction and can be recycled and reused for at least four cycles without losing its structural integrity and high catalytic activity. Thus, the catalytic properties for the oxidation-Knoevenagel cascade reaction have also been studied.

A Simple and Highly Versatile Procedure for the Knoevenagel Condensation Promoted by an Efficient, Eco-Friendly, and Recyclable nano-ZnO Catalyst

Abstract: A simple, highly versatile, and efficient protocol for the synthesis of substituted olefins from various aromatic aldehydes and active methylene compounds by Knoevenagel condensation using an efficient, eco-friendly, and recyclable nano-ZnO cata