81020-78-2

Basic information

• Product Name: 2-[(5-bromo-thiophen-2-yl)methylene]malononitrile
• Synonyms: 2-[(5-bromo-thiophen-2-yl)methylene]malononitrile;2-[(5-bromothiophen-2-yl)methylidene]propanedinitrile
• CAS NO: 81020-78-2
• Molecular Formula: C₈H₃BrN₂S
• Molecular Weight: 239.09182
• EINECS: -0
• Mol File: 81020-78-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 157-158 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• Boiling Point: 358.6±42.0 °C(Predicted)
• Appearance: /
• Density: 1.718±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-[(5-bromo-thiophen-2-yl)methylene]malononitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(5-bromo-thiophen-2-yl)methylene]malononitrile(81020-78-2)
• EPA Substance Registry System: 2-[(5-bromo-thiophen-2-yl)methylene]malononitrile(81020-78-2)

Safety Data

• Hazardous Substances Data: 81020-78-2(Hazardous Substances Data)

Usage

General Description

2-[(5-bromo-thiophen-2-yl)methylene]malononitrile is a chemical compound with the molecular formula C9H3BrN2S. It is a yellow crystalline solid and is commonly used in organic synthesis and as a building block for the preparation of various organic compounds. 2-[(5-bromo-thiophen-2-yl)methylene]malononitrile has multiple applications in the field of pharmaceuticals, agrochemicals, and materials science. It is known for its ability to undergo various chemical reactions, making it a versatile reagent in organic chemistry. Additionally, 2-[(5-bromo-thiophen-2-yl)methylene]malononitrile has potential applications in the development of new materials and pharmaceutical products due to its unique chemical properties.

Upstream product

• 4701-17-1 5-bromo-2-thiophencarboxaldehyde 
• 109-77-3 malononitrile 

Downstream Products

• 1453857-37-8 2-amino-4-(5-bromothiophen-2-yl)-5-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carbonyl)-1H-pyrrole-3-carbonitrile 
• 1453857-35-6 6-(5-bromothiophen-2-yl)-1-methyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazolo[4,3-b]pyridine-5-carbonitrile 
• 153308-35-1 5-(2,2-dicyanovinyl)-2,2'-bithiophene 

Relevant articles and documents

Radical Rearrangement of Aryl/Alkylidene Malononitriles via Aza Michael Addition/Decynoformylation/Addition Sequence: An Access to α-Aminonitriles and α-Aminoamides

An efficient, safe, and environmentally friendly tertiary butyl hydrogen peroxide (TBHP)-mediated rearrangement of aryl/alkylidene malononitrile with anilines has been developed with in situ generation of HCN as the cyanide source for the synthesis of sub

Dicyanovinyl-substituted oligothiophenes: Structure-property relationships and application in vacuum-processed small molecule organic solar cells

Efficient synthesis of a series of terminally dicyanovinyl (DCV)-substituted oligothiophenes, DCVnT 1-6, without solubilizing side chains synthesized via a novel convergent approach and their application as electron donors in vacuum-processed m-i-p-type planar and p-i-n-type bulk heterojunction organic solar cells is described. Purification of the products via gradient sublimation yields thermally highly stable organic semiconducting materials in single crystalline quality which allows for X-ray structure analysis. Important insights into the packing features and intermolecular interactions of these promising solar cell materials are provided. Optical absorption spectra and electrochemical properties of the oligomers are investigated and valuable structure-property relationships deduced. Photovoltaic devices incorporating DCVnTs 4-6 showed power conversion efficiencies up to 2.8% for planar and 5.2% for bulk heterojunction organic solar cells under full sun illumination (mismatch corrected simulated AM 1.5G sunlight). The 5.2% efficiency shown here represents one of the highest values ever reported for organic vacuum-deposited single heterojunction solar cells.

Synthesis and properties of fluorene or carbazole-based and dicyanovinyl-capped n-type organic semiconductors

Dicyanovinyl-substituted compounds as electron transport materials are rarely studied, especially oligomers. A new series of fluorene or carbazole-based and dicyanovinyl-capped oligomers consisting of benzene or thiophene segments were synthesized using t