2826-25-7

Basic information

• Product Name: 2-(4-METHYLBENZYLIDENE)-MALONONITRILE
• Synonyms: RARECHEM AL BX 0113;2-(4-METHYLBENZYLIDENE)-MALONONITRILE;2-[(4-METHYLPHENYL)METHYLENE]MALONONITRILE;AKOS USSH-4110627;(4-Methylbenzylidene)malononitrile;4-Methylbenzylidenemalononitrile;α-Cyano-4-methylcinnamonitrile;β,β-Dicyano-4-methylstyrene
• CAS NO: 2826-25-7
• Molecular Formula: C₁₁H₈N₂
• Molecular Weight: 168.19
• Mol File: 2826-25-7.mol
• Article Data: 138

Chemical Properties

• Boiling Point: 312.2°Cat760mmHg
• Flash Point: 145.5°C
• Appearance: /
• Density: 1.123g/cm³
• Vapor Pressure: 0.000538mmHg at 25°C
• Refractive Index: 1.6
• CAS DataBase Reference: 2-(4-METHYLBENZYLIDENE)-MALONONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-METHYLBENZYLIDENE)-MALONONITRILE(2826-25-7)
• EPA Substance Registry System: 2-(4-METHYLBENZYLIDENE)-MALONONITRILE(2826-25-7)

Safety Data

• Hazardous Substances Data: 2826-25-7(Hazardous Substances Data)

Usage

General Description

2-(4-Methylbenzylidene)-malononitrile, also known as MMB, is a chemical compound with the molecular formula C13H9N. This yellow solid is commonly used in forensic science as a component of fingerprint powder. MMB has fluorescent properties, making it useful for detecting latent fingerprints, especially on non-porous surfaces. It is also used as a fluorescent dye in the textile industry and as a precursor for the synthesis of various organic compounds. MMB is considered to be a low toxicity compound, but precautions should still be taken when handling it, as it can cause skin and eye irritation. Overall, 2-(4-Methylbenzylidene)-malononitrile has several practical applications and is an important chemical in the fields of forensics, textiles, and organic synthesis.

InChI:InChI=1/C11H8N2/c1-9-2-4-10(5-3-9)6-11(7-12)8-13/h2-6H,1H3

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 109-77-3 malononitrile 
• 2700-22-3 Benzylidenemalononitrile 
• 1867-38-5 4-chlorobenzylidenemalonodinitrile 
• 589-18-4 4-Methylbenzyl alcohol 
• 3395-83-3 4-methylbenzaldehyde dimethylacetal 
• 104-84-7 para-methylbenzylamine 
• 2700-23-4 4-Nitrobenzylidenemalononitrile 
• 329350-82-5 6-(4-methylphenyl)-1,5-diazabicyclo[3.1.0]hexane 
• 5553-86-6 (4-methylbenzyl)malononitrile 
• 98-86-2 acetophenone 
• 99-91-2 para-chloroacetophenone 
• 670-54-2 ethenetetracarbonitrile 
• 124397-40-6 (E)-N-(4-bromophenyl)-1-(p-tolyl)methanimine 

Downstream Products

• 114772-53-1 2-Cyano-4'-methylbiphenyl 
• 134079-94-0 2-amino-5,7-dihydro-5-oxo-4-p-tolyl-4H-furo[3,4-b]pyran-3-carbonitrile 
• 130028-56-7 2,2-dicyano-3-(4-methylphenyl)cyclopropane-1,1-dicarboxylate de diethyle 
• 79388-05-9 1,6-diamino-4-(4-methylphenyl)-2-oxo-1,2-dihydropyridine-3,5-dicarbonitrile 
• 75129-08-7 4-amino-2-mercapto-6-(p-tolyl)pyrimidine-5-carbonitrile 
• 81585-34-4 6-amino-4-(4-methylphenyl)-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitrile 
• 127118-56-3 2,6-diamino-4-p-tolyl-4H-thiopyran-3,5-dicarbonitrile 
• 1149-24-2 2,6-dimethyl-pyridine-3,5-dicarboxylic acid diethyl ester 
• 5553-86-6 (4-methylbenzyl)malononitrile 
• 547769-52-8 6-amino-5-cyano-2-methoxycarbonylmethyl-4-p-tolyl-4H-pyran-3-carboxylic acid methyl ester 
• 547769-61-9 5,5-dicyano-2-hydroxy-4,6-di-p-tolyl-cyclohex-1-ene-1,3-dicarboxylic acid dimethyl ester 
• 104581-09-1 5'-amino-4-chloro-4''-methyl-1,1':3',1''-terphenyl-4',6'-dicarbonitrile 

Relevant articles and documents

Synthesis, characterization of polystyrene-phosphate films and their application as heterogeneous catalyst for Knoevenagel condensation in solvent-free conditions

Abstract: Novel film catalysts of the polystyrene (Ps) and trimethyl phosphate (P) nanoparticles were synthesized on glass substrates by soft chemistry using doctor blade method. Subsequently, the prepared Ps–P film catalysts were characterized by various

Biguanide-functionalized hierarchical porous covalent organic frameworks for efficient catalysis of condensation reactions

Covalent organic frameworks (COFs) can be rationally designed with desired physicochemical properties for a far-ranging application in catalytic systems. Herein, a biguanide-functionalized covalent organic framework was designed and prepared via N-alkylat

Knoevenagel condensation in aqueous media promoted by 2,2′-bipyridinium dihydrogen phosphate as a green efficient catalyst

A 2,2′-Bipyridine-based ionic compound named 2,2′-bipyridinium dihydrogen phosphate was synthesized by addition of phosphoric acid to a solution of 2,2′-Bipyridine in dichloromethane. After the characterization using FT-IR, mass, 1H, 13C and 31P NMR techniques, it was used as a Bronsted dicationic acidic catalyst for the promotion of the synthesis of 2-arylidene malononitrile and 5-arylidene barbituric acid derivatives via Knoevenagel condensation reaction in water. Some of the advantages of this method are the utilization of an easy preparable, cost-effective and eco-friendly organic salt as a catalyst within high rates and yields of the reactions, simple and quick work-up and acceptable reusability of the catalyst.

Supported copper on a diamide-diacid-bridged PMO: an efficient hybrid catalyst for the cascade oxidation of benzyl alcohols/Knoevenagel condensation

In this study, a novel periodic mesoporous organosilica (PMO) containing diamide-diacid bridges was conveniently prepared using ethylenediaminetetraacetic dianhydride to support Cu(ii) species and affording supramolecular Cu@EDTAD-PMO nanoparticles efficiently. Fourier transform infrared (FT-IR) and energy dispersive X-ray (EDX) spectroscopy, thermogravimetric analysis (TGA), X-ray diffraction (XRD), field emission scanning electron microscopy (FESEM), Brunauer-Emmett-Teller (BET) analysis, and high-resolution transmission electron microscopy (HRTEM) results confirmed the successful synthesis of Cu@EDTAD-PMO. The stabilized Cu(ii) nanoparticles inside the mesochannels of the new PMO provided appropriate sites for selective oxidation of different benzyl alcohol derivatives to their corresponding benzaldehydes and subsequent Knoevenagel condensation with malononitrile. Therefore, Cu@EDTAD-PMO can be considered as a multifunctional heterogeneous catalyst, which is prepared easily through a green procedure and demonstrates appropriate stability with almost no leaching of the Cu(ii) nanoparticles into the reaction medium, and easy recovery through simple filtration. The recycled Cu@EDTAD-PMO was reused up to five times without significant loss of its catalytic activity. The stability, recoverability, and reusability of the designed heterogeneous catalyst were also studied under various reaction conditions.