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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.

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  • 2826-24-6 Structure
  • Basic information

    1. Product Name: 2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE
    2. Synonyms: RARECHEM AL BX 0075;2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE;AKOS USSH-4110237;2-[(4-bromophenyl)methylidene]propanedinitrile
    3. CAS NO:2826-24-6
    4. Molecular Formula: C10H5BrN2
    5. Molecular Weight: 233.06
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 2826-24-6.mol
  • Chemical Properties

    1. Melting Point: 160-162°
    2. Boiling Point: 354.3°Cat760mmHg
    3. Flash Point: 168.1°C
    4. Appearance: /
    5. Density: 1.557g/cm3
    6. Vapor Pressure: 3.37E-05mmHg at 25°C
    7. Refractive Index: 1.643
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE(2826-24-6)
    12. EPA Substance Registry System: 2-[(4-BROMOPHENYL)METHYLENE]MALONONITRILE(2826-24-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 2826-24-6(Hazardous Substances Data)

2826-24-6 Usage

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.

Check Digit Verification of cas no

The CAS Registry Mumber 2826-24-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,2 and 6 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 2826-24:
(6*2)+(5*8)+(4*2)+(3*6)+(2*2)+(1*4)=86
86 % 10 = 6
So 2826-24-6 is a valid CAS Registry Number.
InChI:InChI=1/C10H5BrN2/c11-10-3-1-8(2-4-10)5-9(6-12)7-13/h1-5H

2826-24-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-[(4-bromophenyl)methylidene]propanedinitrile

1.2 Other means of identification

Product number -
Other names 4-bromo-1-(2,2-dicyanovinyl)benzene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2826-24-6 SDS

2826-24-6Relevant articles and documents

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

Schejn, Aleksandra,Balan, Lavinia,Falk, Veronique,Aranda, Lionel,Medjahdi, Ghouti,Schneider, Raphael

, p. 4493 - 4500 (2014)

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

Cong, Rihong,Gao, Wenliang,Jiang, Pengfei,Wang, Duo,Yang, Tao,Yang, Yao

, (2020)

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

Functionalization of A3B-type porphyrin with Fe3O4 MNPs. Supramolecular assemblies, gas sensor and catalytic applications

Mak, Carmen A.,Pericas, Miquel A.,Fagadar-Cosma, Eugenia

, p. 268 - 275 (2018)

The aim of this study was to synthesize different multifunctional materials containing 5-(4-carboxyphenyl)-5,10,15-tris(4-phenoxyphenyl)-porphyrin and iron oxide magnetic nanoparticles (MNPs). Besides, a new type of polymeric material comprising the same

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

Feng, Huiru,Gong, Kai,Li, Cunhao,Li, Haoran,Wang, Yunyun,Zhang, Daquan,Zhang, Huimin

, (2021/07/21)

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

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

Muhammad, Shoaib,Ali, Firdous Imran,Javed, Muhammad Naveed,Wasim, Agha Arsalan,Bari, Ahmed,Rafique, Faisal,Ilyas, Muhammad Amjad,Riaz, Kashif,Mahmood, Syed Junaid,Ahmed, Amir,Hashmi, Imran Ali

, (2020/10/30)

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

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

Darvishzad, Shila,Daneshvar, Nader,Shirini, Farhad,Tajik, Hassan

, p. 2973 - 2984 (2021/04/19)

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.

Introduction of succinimide as a green and sustainable organo-catalyst for the synthesis of arylidene malononitrile and tetrahydrobenzo[b] pyran derivatives

Hassanzadeh, Fariba,Shirini, Farhad,Mamaghani, Manouchehr,Daneshvar, Nader

, p. 155 - 163 (2021/03/23)

Aim and Objective: In this work, we tried to introduce a non-toxic and stable organic compound named succinimide as a green and efficient organo-catalyst for the promotion of the synthesis of arylidene malononitrile and tetrahydrobenzo[b]pyran derivatives

Introduction of bis-imidazolium dihydrogen phosphate as a new green acidic ionic liquid catalyst in the synthesis of arylidene malononitrile, ethyl (E)-3-(aryl)-2-cyanoacrylate and tetrahydrobenzo[b]pyran derivatives

Rahmatizadeh-Pashaki, Zahra,Daneshvar, Nader,Shirini, Farhad

, p. 2135 - 2149 (2021/02/01)

In this work, [H2-Bisim][H2PO4]2 as a novel bis-imidazole-based acidic ionic liquid has been synthesized and characterized with a variety of techniques including FT-IR, 1H, 13C, 31/su

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

Anamika,Drew, Michael G. B.,Kumar, Kamlesh,Singh, Nanhai,Yadav, Chote Lal

, p. 6446 - 6462 (2021/05/31)

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

Highly Active Copper(I)-Chalcogenone Catalyzed Knoevenagel Condensation Reaction Using Various Aldehydes and Active Methylene Compounds

Mannarsamy, Maruthupandi,Prabusankar, Ganesan

, (2021/10/05)

First copper(I) chalcogenones catalysed Knoevenagel Condensation reactions have been reported. No illustration of the utilization of this copper-chalcogenone complex class in Knoevenagel Condensation catalysis can be found. Thus, copper(I) bis(benzimidazole-2-chalcogenone) catalysts [Cu(L1)4]+BF4? (1) and [Cu(L2)4]+BF4? (2) (L1 = bis(1-isopropyl-benzimidazole-2-selone)-3-ethyl; L2 = bis(1-isopropyl-benzimidazole-2-thione)-3-ethyl) have been utilized as catalysts in the Knoevenagel Condensation reactions. These copper(I) chalcogenone catalysts have shown high efficiency for the catalytic Knoevenagel Condensation of aryl aldehydes and active methylene compounds. In particular, complex 2, exhibit the best catalytic activities. The scope of the catalytic reactions has been investigated with 22 different molecules. The excellent catalytic activity has been depicted for various types of substrates with either electron-rich or deficient aryl aldehydes. The present investigation features relatively mild reaction conditions with good functional group tolerance and excellent yields. Graphic Abstract: The first copper(I)-chalcogenone complexes catalysed Knoevenagel Condensation reactions?have also been investigated, and revealed the best catalytic activities. [Figure not available: see fulltext.]

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