858457-19-9

Basic information

• Product Name: 1,8-dihydroxy-2-naphthaldehyde
• Synonyms: 1,8-dihydroxy-2-naphthaldehyde;2-Formyl-1,8-naphthalenediol;YZ 3750;1,8-Ihydroxy-2-naphthaldehyde
• CAS NO: 858457-19-9
• Molecular Formula: C11H8O3
• Molecular Weight: 188.17942
• Mol File: 858457-19-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 139-140℃
• Boiling Point: 389.5±22.0 °C(Predicted)
• Appearance: /
• Density: 1.424±0.06 g/cm3(Predicted)
• PKA: 5.15±0.50(Predicted)
• CAS DataBase Reference: 1,8-dihydroxy-2-naphthaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-dihydroxy-2-naphthaldehyde(858457-19-9)
• EPA Substance Registry System: 1,8-dihydroxy-2-naphthaldehyde(858457-19-9)

Safety Data

• Hazardous Substances Data: 858457-19-9(Hazardous Substances Data)

Usage

Derivative of

Naphthalene

Contains functional groups

Two hydroxyl groups and an aldehyde group

Usage

Reactant in organic chemistry reactions

Versatility

Building block for constructing complex molecules

Applications

a. Production of dyes
b. Pharmaceutical industry
c. Fluorescent probe in biological research

Optical properties

Unique

Fluorescence properties

Useful in various optical and sensor applications

Upstream product

• 569-42-6 1,8-dihydroxynaphthalene 
• 172915-62-7 1,8-bis(methoxymethoxy)naphthalene 
• 865873-39-8 2-formyl-1,8-bis(methoxymethoxy)naphthalene 

Downstream Products

• 861331-57-9 2-(phenyl)imino-1,8-dihydroxynaphthalene 
• 1235583-76-2 C₂₃H₂₅NO₂ 

Relevant articles and documents

A 1,8-naphthalenediol-based unsymmetrical dinucleating ligand

A facile synthesis of 2-formyl-1,8-naphthalenediol is reported. Its potential as a general precursor for the preparation of unsymmetrical multidentate chelating ligand systems based on 1,8-naphthalenediol is demonstrated by the synthesis of the dinucleating ligand L4- (H 4L = N,N′-bis(2-(1,8-naphthalenediol)methylidene) propylenediamine). Reaction of H4L with copper acetate results in the formation of the unsymmetrical dinuclear CuII complex [LCu 2] (3), which has been structurally characterized by single-crystal X-ray diffraction. One CuII ion is coordinated by a N 2O2 compartment of L4- and the other Cu II ion is coordinated by an O4 compartment of L 4- while they are bridged by two aryloxide functions of L 4-. A dimerization of two molecules of 3 to a tetranuclear entity 32 occurs through formation of weak apical Cu-O interactions. Analysis of the temperature dependent magnetic susceptibility measurements (2-290 K) established a strong intradimer exchange coupling J12 = -371 cm-1. This strong superexchange interaction fits nicely in a magneto-structural correlation which has been established for dinuclear bis(phenoxide)-bridged CuII complexes demonstrating the electronic equivalence of the aryloxides of a phenol and 1,8-naphthalenediol. The Royal Society of Chemistry 2005.

Highly selective visual detection of Cu(II) utilizing intramolecular hydrogen bond-stabilized merocyanine in aqueous buffer solution

A Cu2+-specific colorimetric sensor 1, which is stabilized by an intramolecular hydrogen bonding, was designed and developed. The color of 1 changes from purple to blue on addition of 1.0 μM Cu2+ in aqueous buffer solution, which can be detected by the naked eye. The analytical detection limit for Cu2+ by the naked eye is as low as 1.0 μM. The stoichiometry for 1 and Cu2+ in complex is 2:1 in aqueous solution.