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

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

Uses

Used in Pharmaceutical Industry:
2-Bromo-1H-imidazole-4,5-dicarbonitrile is used as a key intermediate for the synthesis of various pharmaceuticals. Its unique structure and reactivity allow for the creation of diverse and complex molecular structures, making it a valuable component in the development of active pharmaceutical ingredients.
Used in Agrochemical Industry:
2-Bromo-1H-imidazole-4,5-dicarbonitrile is also used as an intermediate in the synthesis of agrochemicals, contributing to the development of effective and innovative products for agricultural applications.
Used in Antiviral, Antibacterial, and Antifungal Drug Development:
2-Bromo-1H-imidazole-4,5-dicarbonitrile is utilized as a building block in the production of antiviral, antibacterial, and antifungal drugs. Its unique properties enable the creation of novel and effective compounds to combat various infections and diseases.
Used in Materials Science and Chemical Research:
Due to its ability to undergo various chemical reactions and form novel organic compounds, 2-Bromo-1H-imidazole-4,5-dicarbonitrile has potential applications in the fields of materials science and chemical research. It serves as a valuable chemical tool for exploring new reactions and developing innovative materials with unique properties.

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

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

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.

Intermolecular interactions in bromo-, methyl-, and cyanoimidazole derivatives

Materials containing bistable N-H...N hydrogen bonds, such as imidazole crystals, show promise for applications in electronics. Herein, we examine the effect of imidazole functionalization upon structural parameters relating to proton transfer, molecular

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 oligomers

The present invention is directed to methods for solid phase nucleotide synthesis utilizing substituted imidazole catalysts.

Preparation of phosphorothioate and boranophosphate oligomers

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

Preparation of chiral phosphorothioate oligomers

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

2-imidazol(in)e substituted aryl-1,2,3-triazole pesticides

Compounds of formula I STR1 and salts thereof, in which Ar, W, Z, A, R1-7, Y, m, p and n have the meanings given in the description, have pesticidal activity especially against insects, acarids and animal endoparasites.