7235-47-4

Usage

Uses

Used in Organic Synthesis:
2,6-dihydroxynaphthalene-1,5-dicarbaldehyde is used as a reagent in organic synthesis for its ability to undergo a variety of chemical reactions, making it a versatile building block in the production of numerous other chemical compounds.
Used in Dye and Pigment Production:
2,6-dihydroxynaphthalene-1,5-dicarbaldehyde is used as a key intermediate in the preparation of dyes and pigments, contributing to the color and stability of these products.
Used in Pharmaceutical Industry:
2,6-dihydroxynaphthalene-1,5-dicarbaldehyde is used as a starting material in the synthesis of pharmaceuticals, given its potential applications in the development of new drugs.
Used in Biomedicine and Biotechnology:
2,6-dihydroxynaphthalene-1,5-dicarbaldehyde is studied for its potential antioxidant and antimicrobial properties, making it of interest in the field of biomedicine and biotechnology for the development of new therapeutic agents and applications.

Upstream product

• 1092649-44-9 2,6-bis(methoxymethoxy)naphthalene 
• 68-12-2 N,N-dimethyl-formamide 
• 100-97-0 hexamethylenetetramine 
• 7235-50-9 1,5-bis(dimethylaminomethyl)-2,6-dihydroxynaphthalene 
• 581-43-1 2.6-dihydroxynaphthalene 
• 3473-63-0 formamidine acetic acid 

Relevant academic research and scientific papers

Formylation of phenols using formamidine acetate

We report a new method to formylate phenol derivatives using formamidine acetate and acetic anhydride. This general-purpose transformation is a significant improvement over many other methods and does not require high temperatures or the addition of strong acid or base. Mono-, di-, and tri-formylated product can be obtained, depending on the substrate and conditions used.

Experimental and theoretical studies on constitutional isomers of 2, 6-dihydroxynaphthalene carbaldehydes. effects of resonance-assisted hydrogen bonding on the electronic absorption spectra

We prepared and characterized a series of mono-and dicarbaldehydes of 2, 6-dihydroxynaphthalene that bear potential resonance-assisted hydrogen bonding (RAHB) unit(s). X-ray crystal structures of selected compounds revealed that each salicylaldehyde moiety forms an intramolecular hydrogen bond and that the introduction of formyl groups into either the α-or β-position causes a considerable difference in geometry, which was interpretative from a conventional scheme of resonance hybrids including ionic state. Analyses on NMR chemical shifts suggested that the compounds in solution are present as an equilibrium mixture between closed and open forms with respect to RAHB units. Ab initio calculations indicated that the formation of an intramolecular hydrogen bond strikingly influences the aromaticity of the individual local six-membered ring of naphthalene. The trend of the change in aromaticity was analyzed in connection with the extra stabilization energy of RAHB. In the UV-vis spectra, the β-formyl derivatives specifically showed a substantial red shift compared to α-formyl derivatives. The absorption features were successfully reproduced by TD-DFT calculation, and those data were consistently explained from the effects of RAHB on electronic state of the naphthalene's π-system. Finally, we pointed out a similarity in the electronic state between RAHB-bearing molecules and cata-condensed aromatic hydrocarbons. Copyright 2009 by the American Chemical Society.