5060-65-1

Usage

Uses

Used in Organic Synthesis:
2,6-Naphthalenedicarbaldehyde is used as a precursor for the production of various organic compounds, such as dyes, pharmaceuticals, and agrochemicals, due to its versatile nature in organic synthesis.
Used in Analytical Chemistry:
2,6-Naphthalenedicarbaldehyde is used as a fluorescent probe in the detection of metal ions, making it valuable in analytical chemistry for its ability to identify and quantify metal ions in various samples.
Used in Antimicrobial Applications:
2,6-Naphthalenedicarbaldehyde has been studied for its potential antimicrobial properties, showing promise as a potential therapeutic agent against various microorganisms. Further research is needed to fully understand and harness its antimicrobial potential.
Used in Antitumor Applications:
2,6-Naphthalenedicarbaldehyde has also been studied for its potential antitumor properties, indicating its potential as a therapeutic agent in cancer treatment. However, more research is required to fully understand and utilize its antitumor capabilities.

InChI:InChI=1/C12H8O2/c13-7-9-1-3-11-6-10(8-14)2-4-12(11)5-9/h1-8H

Upstream product

• 4542-77-2 2,6-bis(bromomethyl)naphthalene 
• 840-65-3 dimethyl 2,6-naphthalenedicarboxylate 
• 5859-93-8 naphthalene-2,6-dimethanol 
• 1141-38-4 2,6-Naphthalenedicarboxylic acid 
• 31656-49-2 naphthalene-2,6-dicarbonitrile 
• 13720-06-4 2,6-dibromonaphthalene 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 74862-10-5 C₃₂H₂₂N₂O₂ 
• 220273-43-8 C₂₆H₂₂N₂O₂S₂ 

Relevant academic research and scientific papers

Size-selective encapsulation of C60 and C60-derivatives within an adaptable naphthalene-based tetragonal prismatic supramolecular nanocapsule

A novel naphthalene-based 5·(BArF)8 capsule allows for the size-selective inclusion of C60 from fullerene mixtures. Its size selectivity towards C60 has been rationalized by its dynamic adaptability in solution that has been investigated by molecular dynamics. Additionally, 5·(BArF)8 encapsulates C60-derivatives such as C60-PCBM and N-methylpyrrolidine-C60. The latter can be separated from C60 since 5·(BArF)8 displays distinct affinity for them.

Discrimination of cis-trans isomers by dinuclear metal cryptates at physiological pH: Selectivity for fumarate vs. maleate

Cryptand L (L = N[(CH2)2NHCH2(2,6-C 10H6)CH2NH(CH2)2] 3N) and its dinuclear metal cryptates [Zn2L](NO 3)4 (1) and [Cu2L](ClO4)4 (2) have been prepared, and the binding properties of the cryptates with fumarate and its cis isomer maleate were investigated using fluorescent spectra, 1H NMR titrations and single crystal X-ray diffraction analysis for [(Cu2L)(fum)][ClO4]2 (3) (fum = fumarate). Thanks to the size and shape matching effect, the cryptates can selectively recognize fumarate at physiological pH, with an association constant almost 18-fold larger than that of maleate, forming a cradle-like cascade complex.

A novel donor-π-acceptor halochromic 2,6-distyrylnaphthalene chromophore: synthesis, photophysical properties and DFT studies

In this study a new 2,6-distyryl naphthalene [2-((4-((E)-2-(6-((E)-2,4-bis(methylsulfonyl)styryl)naphthalen-2-yl)vinyl)phenyl)(ethyl)amino)ethan-1-ol;ASDSN] was synthesized successfully using Heck chemistry as the main reaction. TheASDSNcompound is a dono

Perylene-based covalent organic frameworks for acid vapor sensing

Traditionally, the properties and functions of covalent organic frameworks (COFs) are defined by their constituting building blocks, while the chemical bonds that connect the individual subunits have not attracted much attention as functional components of the final material. We have developed a new series of dual-pore perylene-based COFs and demonstrated that their imine bonds can be protonated reversibly, causing significant protonation-induced color shifts toward the near-infrared, while the structure and crystallinity of the frameworks are fully retained. Thin films of these COFs are highly sensitive colorimetric acid vapor sensors with a detection limit as low as 35 μg L-1 and a response range of at least 4 orders of magnitude. Since the acidochromism in our COFs is a cooperative phenomenon based on electronically coupled imines, the COFs can be used to determine simultaneously the concentration and protonation strength of nonaqueous acid solutions, in which pH electrodes are not applicable, and to distinguish between different acids. Including the imine bonds as function-determining constituents of the framework provides an additional handle for constructing multifunctional COFs and extending the range of their possible applications.

Synthesis of Rationally Halogenated Buckybowls by Chemoselective Aromatic C?F Bond Activation

Halogenated buckybowls or bowl-shaped polycyclic aromatic hydrocarbons (BS-PAHs) are key building blocks for the “bottom-up” synthesis of various carbon-based nanomaterials with outstanding potential in different fields of technology. The current state of

Steric hindrance to the syntheses and stabilities of 1,5- and 2,6-naphthalene N-permethylated diammonium salts

A series of naphthalene-1,5- and 2,6-diamines and their N-methyl derivatives were synthesized and characterized. 1H NMR spectroscopy showed that an aqueous solution of naphthalene-2,6-di(NMe3I) (2) underwent considerable demethylation over a 24 h period after its initial preparation. Exchange of the iodide nucleophilic anion by the triflate non-nucleophilic counter-ion afforded a stable quaternary aminium salt. H/D α-position exchange in D2O solutions of naphthalene-2,6-di(NH2MeCl) (3·HCl) and naphthalene-2,6-di(NHMe2Cl) (4·HCl) with acidic +NH protons was observed, but not in those of naphthalene-2,6-di(NMe3I) or triflate (2 or 5). Exhaustive per-N-methylation of naphthalene-1,5-di(NMe2) (7) afforded only the mixed naphthalene-1-NMe3I-5-NHMe2I quaternary aminium-tertiary ammonium salt due to severe 1,8-type peri-strain.

ORGANIC COMPOUND, ORGANIC LIGHT-EMITTING ELEMENT AND DISPLAY DEVICE

PROBLEM TO BE SOLVED: To provide an organic compound which has high stability at electrical potentials for functioning as an n-type dopant, namely, electrical potentials near 4.2 eV. SOLUTION: The organic compound is represented by the following general formula. (In the formula, R1 to R4 represent C1-6 alkyl groups that may be identical or different; Ar1 represents an optionally substituted aromatic hydrocarbon group or heteroaryl group; and n represents 1 or 2.) COPYRIGHT: (C)2016,JPOandINPIT

Readily accessible oxazolidine nitroxyl radicals: Bifunctional cocatalysts for simplified copper based aerobic oxidation

Using a two-step procedure a range of bifunctional oxazolidine nitroxyl radicals have been prepared. The application of these co-catalysts to the copper-based aerobic oxidation of alcohols was then investigated. From these studies it was found that the parent tetramethyloxazolidine nitroxyl radical L1 was competent for oxidation in the presence of 2,2′-bipyridine, and the bifunctional pyridyl-containing nitroxyl radicals L2 and L3 could be used in the absence of additional coordinating ligands. Following optimization, the scope of this simplified transformation was explored, demonstrating that a range of primary and secondary benzylic alcohols are readily oxidized. In addition, the oxidation of allylic alcohols and hydroquinone can be achieved. Copyright

NOVEL AMIDINE COMPOUNDS FOR TREATING MICROBIAL INFECTIONS

Novel amidine and diamidine compounds are useful in the treatment of microbial infections, including mycobacterial, fungal and protozoal infections. Pharmaceutical formulations comprising these compounds can be used in methods of treating microbial infect

Synthesis and photophysical studies of bis-enediynes as tunable fluorophores

We have synthesized a family of bis-enediynes by two complementary Pd/Cu-catalyzed Sonogashira cross-coupling methods. One is a modified Sonogashira reaction between the TMS-protected tetraalkyne 20 (or 21) and various aromatic bromides to afford bis-enediynes 22a-d and 23a-d bearing different peripheral aryl units. The other, the reaction of bifunctional 1,1-dibromo-1-alkenes with phenylacetylene, afforded a series of bis-enediynes 24-32 bearing various core aryl groups. These chemical modifications to the core and periphery of bis-enediynes induce dramatic changes in absorption and emission spectra. Bis-enediynes 22 and 23 show a large Stokes shift of about 50-110 nm when compared to the less-conjugated bis-enediynes 20 and 21. Absorptions and emissions of bis-enediynes 25, 27-29, and 31 were red-shifted relative to those of enediyne 35. Substantial increases in fluorescence quantum yields are observed as a result of extending the π-conjugation. The emission wavelength of bis-enediynes was tailored from indigo blue to reddish-orange, suggesting that the color of emission can be tunable by modification of the core and/or peripheral units.