2826-24-6

Basic information

• Product Name: 2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE
• Synonyms: RARECHEM AL BX 0075;2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE;AKOS USSH-4110237;2-[(4-bromophenyl)methylidene]propanedinitrile
• CAS NO: 2826-24-6
• Molecular Formula: C₁₀H₅BrN₂
• Molecular Weight: 233.06
• Mol File: 2826-24-6.mol
• Article Data: 124

Chemical Properties

• Melting Point: 160-162°
• Boiling Point: 354.3°Cat760mmHg
• Flash Point: 168.1°C
• Appearance: /
• Density: 1.557g/cm³
• Vapor Pressure: 3.37E-05mmHg at 25°C
• Refractive Index: 1.643
• CAS DataBase Reference: 2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE(2826-24-6)
• EPA Substance Registry System: 2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE(2826-24-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 2826-24-6(Hazardous Substances Data)

Usage

Description

2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE, with the molecular formula C10H5BrN2, is a yellow crystalline solid that serves as a versatile precursor in the synthesis of a variety of organic compounds. Its unique structure and reactivity make it a valuable component in the fields of chemistry and industry.

Uses

Used in Organic Synthesis:
2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE is used as a precursor in organic synthesis for the formation of heterocycles and pharmaceuticals. Its ability to participate in various chemical reactions allows for the creation of a wide range of organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE is used as a key intermediate in the development of new drugs. Its unique properties enable the synthesis of novel pharmaceutical compounds with potential therapeutic applications.
Used in Dye Production:
2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE is used as a starting material in the production of dyes. Its chemical structure contributes to the color and properties of the resulting dyes, making it an important component in this industry.
Used in Polymer Industry:
In the polymer industry, 2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE is used in the synthesis of various types of polymers. Its versatility allows for the creation of polymers with specific properties, such as improved strength or resistance to certain conditions.
Used in Other Organic Materials:
2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE also finds applications in the production of other organic materials, where its reactivity and chemical properties are utilized to create materials with specific characteristics for various applications.

InChI:InChI=1/C10H5BrN2/c11-10-3-1-8(2-4-10)5-9(6-12)7-13/h1-5H

Upstream product

• 1122-91-4 4-bromo-benzaldehyde 
• 109-77-3 malononitrile 
• 36176-90-6 N-(4-bromobenzylidene)-4-methylbenzenesulfonamide 
• 98-86-2 acetophenone 
• 21456-03-1 2-cyano-3-(4-bromophenyl)propionitrile 
• 6731-53-9 4-nitrobenzylmalononitrile 
• 4341-85-9 malonitrile 
• 873-75-6 4-bromobenzenemethanol 
• 34421-94-8 4-bromobenzaldehyde diethyl acetal 
• 24856-58-4 1,1-dimethoxy-1-(4-bromophenyl)methane 

Downstream Products

• 21456-03-1 2-cyano-3-(4-bromophenyl)propionitrile 
• 21448-05-5 2-benzyl-2-(4-bromophenyl)malononitrile 
• 21448-29-3 3-(4-Bromphenyl)-1.1.1-triphenyl-2.2-dicyan-propan 
• 85992-61-6 7‐amino‐5‐(4‐bromophenyl)‐2,4‐dioxo‐1,3,4,5‐tetrahydro‐2H‐pyrano[2,3‐d]pyrimidine‐6‐carbonitrile 
• 94640-03-6 4-(4-bromophenyl)-2-thioxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile 
• 94833-76-8 2-Amino-4-(4-bromo-phenyl)-1,5-dithia-spiro[5.5]undec-2-ene-3-carbonitrile 
• 82127-06-8 2-[1-(4-Bromo-phenyl)-3-oxo-3-thiophen-2-yl-propyl]-malononitrile 
• 125219-60-5 2,6-diamino-4-(4-bromophenyl)-4H-thiopyran-3,5-dicarbonitrile 
• 95639-02-4 3-(4-Bromo-phenyl)-2,4,4-tricyano-but-3-enethioic acid amide 
• 103845-85-8 3-(4-Bromo-phenyl)-2,4,4-tricyano-thiobutyramide 
• 94639-20-0 4-(4-Bromo-phenyl)-5,6-dimethyl-2-thioxo-1,2-dihydro-pyridine-3-carbonitrile 
• 94639-11-9 6-Amino-4-(4-bromo-phenyl)-2-ethyl-2-methyl-4H-[1,3]dithiine-5-carbonitrile 
• 136494-56-9 6-(4-Bromo-phenyl)-4-cyclopropyl-2-imino-cyclohex-3-ene-1,1,3-tricarbonitrile 
• 87947-30-6 2-amino-4-(4-bromophenyl)-6-hexyl-7-hydroxy-3-cyano-4H-benzopyran 

Relevant articles and documents

Controlling ZIF-8 nano- and microcrystal formation and reactivity through zinc salt variations

We report here a simple method for controlling the crystal size and morphology of zeolitic imidazolate framework-8 (ZIF-8) nanocrystals in methanol solution. ZIF-8 crystals were prepared by mixing 2-methylimidazole (Hmim) with various zinc salts for 1 h a

Structure-induced Lewis-base Ga4B2O9 and its superior performance in Knoevenagel condensation reaction

Solid Lewis-base catalysis is important in the production of fine chemicals. A Lewis-base Ga4B2O9 was synthesized by high temperature solid state reactions. It exhibited a high yield (90 %) and a high stability in Knoevena

A ru-complex tethered to a N-rich covalent triazine framework for tandem aerobic oxidation-knoevenagel condensation reactions

Herein, a highly N-rich covalent triazine framework (CTF) is applied as support for a RuIII complex. The bipyridine sites within the CTF provide excellent anchoring points for the [Ru(acac)2(CH3CN)2]PF6 complex. The obtained robust RuIII@bipy-CTF material was applied for the selective tandem aerobic oxidation-Knoevenagel condensation reaction. The presented system shows a high catalytic performance (>80% conversion of alcohols to α, β-unsaturated nitriles) without the use of expensive noble metals. The bipy-CTF not only acts as the catalyst support but also provides the active sites for both aerobic oxidation and Knoevenagel condensation reactions. This work highlights a new perspective for the development of highly efficient and robust heterogeneous catalysts applying CTFs for cascade catalysis.

Nanochannel {InZn}-Organic Framework with a High Catalytic Performance on CO2Chemical Fixation and Deacetalization-Knoevenagel Condensation

The rare combination of InIII 5p and ZnII 3d in the presence of a structure-oriented TDP6- ligand led to a robust hybrid material of {(Me2NH2)[InZn(TDP)(OH2)]·4DMF·4H2O}n (NUC-42) with the interlaced hierarchical nanochannels (hexagonal and cylindrical) shaped by six rows of undocumented [InZn(CO2)6(OH2)] clusters, which represented the first 5p-3d nanochannel-based heterometallic metal-organic framework. With respect to the multifarious symbiotic Lewis acid-base and Br?nsted acid sites in the high porous framework, the catalytic performance of activated NUC-42a upon CO2 cycloaddition with styrene oxide was evaluated under solvent-free conditions with 1 atm of CO2 pressure, which exhibited that the reaction could be well completed at ambient temperature within 48 h or at 60 °C within 4 h with high yield and selectivity. Moreover, because of the acidic function of metal sites and a central free pyridine in the TDP6- ligand, deacetalization-Knoevenagel condensation of acetals and malononitrile could be efficiently facilitated by an activated sample of NUC-42a under lukewarm conditions.

Effect of supramolecular polymeric aggregation in room temperature ionic liquids (RTILs) on catalytic activity in the synthesis of 4H-chromene derivatives and Knoevenagel condensation

RTILs exhibit supramolecular self-assembled polymeric aggregation due to noncovalent interactions. The influence of the aggregation behaviour of RTILs on catalytic activity is evident but still poorly understood. The present work focuses on establishing a