50847-09-1

Basic information

• Product Name: 2-BROMO-1H-IMIDAZOLE-4,5-DICARBONITRILE
• Synonyms: 2-BROMO-1H-IMIDAZOLE-4,5-DICARBONITRILE;2-BROMOIMIDAZOLE-4,5-DICARBONITRILE;2-BROMO-4,5-DICYANOIMIDAZOLE;1H-Imidazole-4,5-dicarbonitrile, 2-bromo-;5-Bromo-pyrrole-2,3-dicarbonitrile
• CAS NO: 50847-09-1
• Molecular Formula: C₅HBrN₄
• Molecular Weight: 196.99
• Mol File: 50847-09-1.mol
• Article Data: 7

Chemical Properties

• Melting Point: 142-145°C
• Boiling Point: 530.1 °C at 760 mmHg
• Flash Point: 274.4 °C
• Appearance: Off-white/Solid
• Density: 2.06
• Vapor Pressure: 2.54E-11mmHg at 25°C
• Refractive Index: 1.661
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 2.35±0.10(Predicted)
• CAS DataBase Reference: 2-BROMO-1H-IMIDAZOLE-4,5-DICARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-1H-IMIDAZOLE-4,5-DICARBONITRILE(50847-09-1)
• EPA Substance Registry System: 2-BROMO-1H-IMIDAZOLE-4,5-DICARBONITRILE(50847-09-1)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 3276
• HazardClass: IRRITANT
• Hazardous Substances Data: 50847-09-1(Hazardous Substances Data)

Usage

General Description

2-Bromo-1H-imidazole-4,5-dicarbonitrile is a compound with the chemical formula C5H2BrN5. It is a white crystalline solid that is primarily used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other organic compounds. This chemical is known for its role as a versatile building block in the production of active pharmaceutical ingredients and is commonly used in the development of antiviral, antibacterial, and antifungal drugs. Its unique structure and reactivity make it a valuable chemical tool in organic synthesis, allowing for the creation of diverse and complex molecular structures. Additionally, this compound has potential applications in the fields of materials science and chemical research due to its ability to undergo various chemical reactions and form novel organic compounds.

InChI:InChI=1/C5HBrN4/c6-5-9-3(1-7)4(2-8)10-5/h(H,9,10)

Upstream product

• 1122-28-7 4,5-dicyano-1H-imidazole 

Downstream Products

• 1105059-61-7 3-(2,4-bis(trifluoromethyl)phenyl)-5-((2-(2,6-difluorophenyl)-5H-imidazo[4,5-d]pyridazin-5-yl)methyl)isoxazole 
• 1105059-09-3 3-(2,4-bis(trifluoromethyl)phenyl)-5-((2-bromo-5H-imidazo[4,5-d]pyridazin-5-yl)methyl)isoxazole 
• 134184-02-4 1-benzyl-2-bromo-4,5-dicyanoimidazole 
• 134848-54-7 1,1'-dibenzyl-4,4',5,5'-tetracyano-2,2'-biimidazole 
• 753003-14-4 1-(p-methoxybenzyl)-2-(trimethylsilylacetylene)-4,5-dicyanoimidazole 
• 753003-12-2 1-(p-methoxybenzyl)-2-ethynyl-4,5-dicyanoimidazole 
• 753003-11-1 1-methyl-2-ethynyl-4,5-dicyanoimidazole 
• 115905-43-6 2-bromo-1-methyl-1H-imidazole-4,5-dicarbonitrile 

Relevant articles and documents

Scalable Room-Temperature Synthesis of Highly Robust Ethane-Selective Metal-Organic Frameworks for Efficient Ethylene Purification

The development of new techniques and materials that can separate ethylene from ethane is highly relevant in modern applications. Although adsorption-based separation techniques using metal-organic frameworks (MOFs) have gained increasing attention, the relatively low stability (especially water resistance) and unscalable synthesis of MOFs severely limit their application in real industrial scenarios. Addressing these challenges, we rationally designed and synthesized two new C2H6-selective MOF adsorbents (NKMOF-8-Br and-Me) with ultrahigh chemical and thermal stability, including water resistance. Attributed to the nonpolar/hydrophobic pore environments and appropriate pore apertures, the MOFs can capture C2 hydrocarbon gases at ambient conditions even in high humidity. The single-crystal structures of gas@NKMOF-8 realized the direct visualization of adsorption sites of the gases. Both the single-crystal data and simulated data elucidate the mechanism of selective adsorption. Moreover, the NKMOF-8 possesses high C2H6 adsorption capacity and high selectivity, allowing for efficient C2H6/C2H4 separation, as verified by experimental breakthrough tests. Most importantly, NKMOF-8-Br and-Me can be scalably synthesized through stirring at room temperature in minutes, which confers them with great potential for industrial application. This work offers new adsorbents that can address major chemical industrial challenges and provides an in-depth understanding of the gas binding sites in a visual manner.

Push-pull molecules with a systematically extended π-conjugated system featuring 4,5-dicyanoimidazole

Eighteen chromophores featuring 4,5-dicyanoimidazole as an acceptor moiety, a systematically enlarged π-conjugated spacer and methoxy and N,N-dimethylamino groups as donors were synthesised and characterised by X-ray analysis, electrochemistry, UV-Vis and fluorescence spectroscopy whilst NLO properties were calculated. Quantitative relationships between measured properties and structural features of the chromophores were also evaluated.

Preparation of phosphorothioate and boranophosphate oligomers

Methods and intermediates for the preparation of oligomers containing diastereomerically enriched phosphorothioate and boranophosphate linkages are disclosed.