94064-83-2

Basic information

• Product Name: 2-(2-nitrophenyl)naphthalene
• CAS NO: 94064-83-2
• Molecular Formula: C₁₆H₁₁NO₂
• Molecular Weight: 249.264
• Mol File: 94064-83-2.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 408.3°C at 760 mmHg
• Flash Point: 193.9°C
• Density: 1.242g/cm³
• Vapor Pressure: 1.67E-06mmHg at 25°C
• Refractive Index: 1.673
• CAS DataBase Reference: 2-(2-nitrophenyl)naphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-nitrophenyl)naphthalene(94064-83-2)
• EPA Substance Registry System: 2-(2-nitrophenyl)naphthalene(94064-83-2)

Safety Data

• Hazardous Substances Data: 94064-83-2(Hazardous Substances Data)

Usage

Nitro-substituted naphthalene derivative

The compound is derived from naphthalene by attaching a nitro group to a phenyl ring, which modifies its chemical and physical properties.

Nitro group attachment

The nitro group (-NO2) is attached to the phenyl ring, making 2-(2-nitrophenyl)naphthalene a nitro-substituted compound.

Precursor in organic synthesis

2-(2-nitrophenyl)naphthalene is commonly used as a starting material in the synthesis of various organic compounds.

Reagent in chemical reactions

The compound serves as a reagent in various chemical reactions, aiding in the formation of new compounds or facilitating specific reaction pathways.

Fluorescence properties

2-(2-nitrophenyl)naphthalene exhibits fluorescence, which means it can absorb light at one wavelength and emit light at a longer wavelength.

Development of fluorescent dyes and materials

Due to its fluorescence properties, the compound is useful in the development of dyes and materials that can be used in various applications, such as bioimaging or sensing.

Potential applications in organic electronics and optoelectronics

The unique electronic and optical properties of 2-(2-nitrophenyl)naphthalene make it a promising candidate for use in organic electronics and optoelectronics, such as organic light-emitting diodes (OLEDs) or organic solar cells.

Potential toxicity and harmful effects

2-(2-nitrophenyl)naphthalene may have toxic effects on human health and the environment, so it should be handled and used with caution.

Upstream product

• 855879-70-8 N-[2]naphthyl-N-nitroso-acetamide 
• 98-95-3 nitrobenzene 
• 20893-80-5 naphthalene-2-diazonium chloride 
• 580-13-2 2-bromonaphthalene 
• 552-16-9 ortho-nitrobenzoic acid 
• 32316-92-0 naphthalene-2-boronic acid 
• 91-20-3 naphthalene 
• 609-73-4 o-nitroiodobenzene 
• 7385-85-5 naphthalen-2-yl tosylate 
• 88-73-3 2-Chloronitrobenzene 
• 577-19-5 2-nitrophenyl bromide 
• 135-19-3 β-naphthol 
• 10290-91-2 naphthalen-2-yl methanesulfonate 
• 15163-59-4 potassium o-nitrobenzoate 

Downstream Products

• 239-01-0 11H-benzo[a]carbazole 
• 1437280-82-4 11-(4-bromophenyl)-11H-benzo[a]carbazole 
• 1437280-83-5 (4-{11H-benzo[a]carbazol-11-yl}phenyl)boronic acid 
• 1437280-15-3 C₄₄H₂₉N₃ 
• 95223-48-6 11-phenyl-11H-benzo[a]carbazole 
• 243-28-7 2,3-benzocarbazole 
• 205-25-4 benzo[c]carbazole 
• 1210469-09-2 5-bromo-11-phenyl-11H-benzo[a]carbazole 

Relevant articles and documents

Mo–Catalyzed One-Pot Synthesis of N-Polyheterocycles from Nitroarenes and Glycols with Recycling of the Waste Reduction Byproduct. Substituent-Tuned Photophysical Properties

A catalytic domino reduction–imine formation–intramolecular cyclization–oxidation for the general synthesis of a wide variety of biologically relevant N-polyheterocycles, such as quinoxaline- and quinoline-fused derivatives, and phenanthridines, is reported. A simple, easily available, and environmentally friendly dioxomolybdenum(VI) complex has proven to be a highly efficient and versatile catalyst for transforming a broad range of starting nitroarenes involving several redox processes. Not only is this a sustainable, step-economical as well as air- and moisture-tolerant method, but also it is worth highlighting that the waste byproduct generated in the first step of the sequence is recycled and incorporated in the final target molecule, improving the overall synthetic efficiency. Moreover, selected indoloquinoxalines have been photophysically characterized in cyclohexane and toluene with exceptional fluorescence quantum yields above 0.7 for the alkyl derivatives.

Visible-light-driven Cadogan reaction

Visible-light-driven photochemical Cadogan-type cyclization has been discovered. The organic D-A type photosensitizer 4CzIPN found to be an efficient mediator to transfer energy from photons to the transient intermediate that breaks the barriers of deoxygenation in Cadogan reaction and enables a mild metal-free access to carbazoles and related heterocycles. DFT calculation results indicate mildly endergonic formation of the intermediate complex of nitrobiarenes and PPh3, which corresponds with experimental findings regarding reaction temperature. The robust synthetic capacity of the photoredox Cadogan reaction systems has been demonstrated by the viable productivity of a broad range of carbazoles and related N-heterocycles with good tolerance of various functionalities.

Build-up of double carbohelicenes using nitroarenes: Dual role of the nitro functionality as an activating and leaving group

The construction of double carbohelicenes is highly fascinating yet challenging work. Disclosed herein is a streamlined and simplified synthetic route to double carbohelicenes starting from nitroarenes through sequential nitro-activated ortho-C-H arylation, denitrative alkenylation and intramolecular cyclodehydrogenation. In this synthetic strategy, the nitro group plays a dual role namely as a leaving group for the denitrative alkenylation and as an activating group for ortho-C-H arylation, which is distinct from those of aryl halides in a conventional coupling reaction. In this work, the palladium-catalyzed Heck-type alkenylation of nitroarenes has been presented, in which the conventionally inert Ar-NO2 bond is cleaved. This work provides a novel synthetic strategy for polycyclic aromatic hydrocarbons (PAHs). This journal is