1455-87-4

Basic information

• Product Name: N,N-Dimethyl-7-nitrobenzofurazane-4-amine
• Synonyms: N,N-Dimethyl-7-nitro-2,1,3-benzoxadiazole-4-amine;N,N-Dimethyl-7-nitro-4-benzofurazanamine;N,N-Dimethyl-7-nitrobenzofurazane-4-amine
• CAS NO: 1455-87-4
• Molecular Formula: C8H8 N4 O3
• Molecular Weight: 208.1741
• Mol File: 1455-87-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 376.1°Cat760mmHg
• Flash Point: 181.3°C
• Appearance: /
• Density: 1.459g/cm³
• Vapor Pressure: 7.4E-06mmHg at 25°C
• Refractive Index: 1.672
• CAS DataBase Reference: N,N-Dimethyl-7-nitrobenzofurazane-4-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethyl-7-nitrobenzofurazane-4-amine(1455-87-4)
• EPA Substance Registry System: N,N-Dimethyl-7-nitrobenzofurazane-4-amine(1455-87-4)

Safety Data

• Hazardous Substances Data: 1455-87-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H8N4O3/c1-11(2)5-3-4-6(12(13)14)8-7(5)9-15-10-8/h3-4H,1-2H3

Upstream product

• 5714-17-0 5-chloro-4-nitrobenzo[c]-[1,2,5]oxadiazole 
• 124-40-3 dimethyl amine 
• 506-59-2 N,N-dimethylammonium chloride 
• 10199-89-0 NBD chloride 
• 68-12-2 N,N-dimethyl-formamide 
• 7116-16-7 4-chloro-2,1,3-benzoxadiazole 
• 19155-86-3 5-chlorobenzo[c][1,2,5]oxadiazole 
• 1194-66-7 2,6-dichloronitrosobenzene 
• 1635-61-6 5-chloro-2-nitroaniline 
• 17348-69-5 5-chlorobenzofurazan-1-oxide 

Relevant articles and documents

Quaternary Piperazine-Substituted Rhodamines with Enhanced Brightness for Super-Resolution Imaging

Insufficient brightness of fluorophores poses a major bottleneck for the advancement of super-resolution microscopes. Despite being widely used, many rhodamine dyes exhibit sub-optimal brightness due to the formation of twisted intramolecular charge transfer (TICT) upon photoexcitation. Herein, we have developed a new class of quaternary piperazine-substituted rhodamines with outstanding quantum yields (φ = 0.93) and superior brightness (? × φ = 8.1 × 104 L·mol-1·cm-1), by utilizing the electronic inductive effect to prevent TICT. We have also successfully deployed these rhodamines in the super-resolution imaging of the microtubules of fixed cells and of the cell membrane and lysosomes of live cells. Finally, we demonstrated that this strategy was generalizable to other families of fluorophores, resulting in substantially increased quantum yields.

Azetidine-Containing Heterospirocycles Enhance the Performance of Fluorophores

Fluorescent dyes are extensively utilized in various fluorescence imaging techniques. However, many existing modification strategies could not balance the performance (such as brightness, photostability, water solubility, and permeability) of fluorophores. Herein we report a general strategy to enhance the performance of donor-acceptor-type fluorophores by introducing azetidine-containing heterospirocycles to the commonly used fluorophore scaffolds. Such a strategy turned out to be a general way to develop high-quality fluorophores.

An unexpected copper catalyzed 'reduction' of an arylazide to amine through the formation of a nitrene intermediate

Azido nitrobenzoxadiazole (NBD) was observed to undergo a 'reduction' reaction in the absence of an obvious reducing agent, leading to amine formation. In the presence of an excess amount of DMSO, a sulfoxide conjugate was also formed. The ratio of these two products was both temperature- and solvent-dependent, with the addition of water significantly enhancing the ratio of the 'reduction' product. Two intermediates of the azido-NBD reaction in DMSO were trapped and characterized by low-temperature EPR spectroscopy. One was an organic free radical (S=1/2) and another was a triplet nitrene (S=1) species. A mechanism was proposed based on the characterized free radical and triplet intermediates.