58349-77-2

Usage

Uses

Used in Organic Synthesis:
9-(2-nitrovinyl)anthracene is used as a precursor in the synthesis of various organic compounds due to its reactive functional groups and unique chemical structure.
Used in Pharmaceutical Synthesis:
9-(2-nitrovinyl)anthracene is used as a starting material for the synthesis of pharmaceuticals, leveraging its chemical reactivity and structural features to create new drug candidates.
Used as a Fluorescent Dye:
9-(2-nitrovinyl)anthracene is used as a fluorescent dye in research and analytical applications, taking advantage of its optical properties to visualize and study molecular interactions and processes.
Used in Dye Synthesis:
9-(2-nitrovinyl)anthracene is used as a component in the synthesis of dyes for various industries, including textiles and printing, due to its color-producing capabilities.
Used in Material Science:
9-(2-nitrovinyl)anthracene is utilized in the development of new materials with specific properties, such as improved fluorescence or chemical reactivity, for applications in various industries.
It is important to handle 9-(2-nitrovinyl)anthracene with care, as it is likely to be toxic and may pose health and environmental hazards if not properly managed.

InChI:InChI=1/C16H11NO2/c18-17(19)10-9-16-14-7-3-1-5-12(14)11-13-6-2-4-8-15(13)16/h1-11H/b10-9+

Upstream product

• 75-52-5 nitromethane 
• 642-31-9 9-anthracene aldehyde 

Downstream Products

• 1440200-03-2 (R)-4-[1-(4-bromophenyl)-2-nitroethyl]-5-methyl-2-phenyl-2H-pyrazol-3-ol 
• 1440199-69-8 4-(1-(anthracen-9-yl)-2-nitroethyl)-1-(4-bromophenyl)-4-fluoro-3-methyl-1H-pyrazol-5(4H)-one 
• 942149-10-2 C₂₂H₂₁NO₃ 
• 713542-04-2 1,3,5-tri(anthracen-9-yl)benzene 
• 1440200-06-5 4-(1-(anthracen-10-yl)-2-nitroethyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol 

Relevant academic research and scientific papers

Facile Synthesis of 1,3,5-Triarylbenzenes and 4-Aryl-NH-1,2,3-Triazoles Using Mesoporous Pd-MCM-41 as Reusable Catalyst

We report mesoporous nano-Pd-MCM-41 catalyzed rapid and efficient synthesis of 1,3,5-triarylbenzenes via de-nitrative cyclotrimerization of β-nitrostyrenes. All the reactions were very fast and high yielding. The Pd-MCM-41 was also very effective in catalyzing de-nitrative [3+2] cycloaddition of β-nitrostyrenes with TMSN3 to synthesize 4-aryl-NH-1,2,3-triazoles. The catalyst was reused at least up to eight times with minimum loss of catalytic activity.

ZrCl4-mediated synthesis of 1,2,3-triazoles from vinyl nitrates and their biological evaluation

A ZrCl4-mediated simple method for the conversion of vinyl nitrates to 1,2,3-triazoles in excellent yields is developed. The obtained new triazoles were evaluated for their antimicrobial activity.

Catalytic activity of copper(II) benzenetricarboxylate (HKUST-1) in reactions of aromatic aldehydes condensation with nitromethane: Kinetic and diffusion study

Catalytic activity of copper(II) 1,3,5-benzenetricarboxylate, HKUST-1, in reactions of condensation of aromatic aldehydes with nitromethane was studied. It was shown that HKUST-1 catalyzed condensation of salicylaldehyde with nitromethane leading to formation of trans-nitrovinylphenol, while 9-anthracenecarbaldehyde did not react in the same conditions. Catalytic activity of HKUST-1 was consistent with its sorption capacity in respect to the reagents. The difference in catalytic activity of HKUST-1 in reactions with salicylaldehyde and 9-anthracenecarbaldehyde can be caused by sieving effect (molecules discrimination by size). Kinetics of salicylaldehyde condensation with nitromethane, catalyzed by HKUST-1, as well as kinetics of salicylaldehyde sorption by HKUST-1 were studied. Accessibility of pores of HKUST-1 to salicylaldehyde and condensation product (trans-nitrovinylphenol) was evaluated by molecular mechanics. Catalytic activity (reaction rate and salicylaldehyde diffusion rate) of HKUST-1 is compared with FeIII analog, role of diffusion rate is shown.

Fluorogenic probes for chemical transformations: 9-anthracene derivatives for monitoring reaction progress by an increase in fluorescence

The development of fluorogenic probes for chemical transformations bearing anthracene as a fluorescent core moiety is reported. Fluorogenic probes were designed by linking anthracene with functional groups used for reactions of interest. Each fluorogenic probe, possessing a reaction group such as aldehyde, α,β-unsaturated ketone, or imine at the 9-position of the anthracene, showed no or very low fluorescence. Reaction products of the probes, including aldol and addition products, were highly fluorescent. The products showed more than 1000-fold higher fluorescence than did the fluorogenic probes under the same conditions. The utility of the fluorogenic probes was demonstrated in monitoring the progress of a catalyzed aldol reaction.