17295-12-4

Basic information

• Product Name: ETHYL 6-HYDROXY-2-NAPHTHOATE
• Synonyms: ETHYL 6-HYDROXY-2-NAPHTHOATE;Ethyl6-hydroxy-2-naphtoate;2-Naphthalenecarboxylic acid, 6-hydroxy-, ethyl ester
• CAS NO: 17295-12-4
• Molecular Formula: C₁₃H₁₂O₃
• Molecular Weight: 216.23258
• Mol File: 17295-12-4.mol
• Article Data: 12

Chemical Properties

• Melting Point: 139-140.5 °C(Solv: ethanol (64-17-5))
• Boiling Point: 378.7°Cat760mmHg
• Flash Point: 164.7°C
• Appearance: /
• Density: 1.225g/cm³
• Vapor Pressure: 2.83E-06mmHg at 25°C
• Refractive Index: 1.625
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.83±0.40(Predicted)
• CAS DataBase Reference: ETHYL 6-HYDROXY-2-NAPHTHOATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 6-HYDROXY-2-NAPHTHOATE(17295-12-4)
• EPA Substance Registry System: ETHYL 6-HYDROXY-2-NAPHTHOATE(17295-12-4)

Safety Data

• Hazardous Substances Data: 17295-12-4(Hazardous Substances Data)

Usage

General Description

ETHYL 6-HYDROXY-2-NAPHTHOATE is a chemical compound with the molecular formula C14H12O3. It is an ester of naphthoic acid and ethanol, and it is commonly used in the production of pharmaceuticals, fragrances, and other industrial chemicals. ETHYL 6-HYDROXY-2-NAPHTHOATE is a derivative of 2-naphthol, which is a crystalline solid with a white to light yellow color. ETHYL 6-HYDROXY-2-NAPHTHOATE has been found to have antimicrobial and antioxidant properties, and it is also used as a flavoring agent in food and beverages. Additionally, it has potential applications in organic synthesis and material science due to its unique chemical structure and properties.

InChI:InChI=1/C13H12O3/c1-2-16-13(15)11-4-3-10-8-12(14)6-5-9(10)7-11/h3-8,14H,2H2,1H3

Upstream product

• 16712-64-4 6-Hydroxy-2-naphthoic acid 
• 78119-71-8 benzoate of α,α,α',α'-tetrabromo-3,4-xylenol 
• 140-88-5 ethyl acrylate 
• 78119-72-9 acetate of α,α,α',α'-tetrabromo-3,4-xylenol 
• 78119-76-3 6-Benzoyloxy-naphthalene-2-carboxylic acid ethyl ester 
• 64-17-5 ethanol 

Downstream Products

• 16712-64-4 6-Hydroxy-2-naphthoic acid 
• 582313-92-6 6-[2-(5-benzyl-2,2-dimethyltetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl)ethoxy]naphthalene-2-carboxylic acid ethyl ester 

Relevant articles and documents

A dual-function probe based on naphthalene for fluorescent turn-on recognition of Cu2+ and colorimetric detection of Fe3+ in neat H2O

A simple naphthalene derivative, 6-hydroxy-2-naphthohydrazide (NAH), was designed and synthesized through two facile steps reactions with the 6-hydroxy-2-naphthoic acid (NCA) as the starting material. In neat H2O (10% 0.01 M HEPES buffer, v/v, pH = 7.4), probe NAH showed a highly selective and sensitive response towards Fe3+ via perceptible color change and displayed “turn-on” dual-emission fluorescence response for Cu2+. The binding stoichiometry ratio of NAH/Cu2+ and NAH/Fe3+ were all confirmed as 1:1 by the method of fluorescence job's plot and UV–Vis job's plot, respectively. Probe NAH can be used over a wide pH range for the determination of Fe3+ (2.0–10.0) and Cu2+ (6.0–10.0) without interference from other co-existing metal ions. A possible detection mechanism was the hydrolysis of NAH upon the addition of Fe3+ or Cu2+, thereby leading to the formation of 6-hydroxy-naphthalene-2-carboxylic acid (NCA) which was further confirmed by the various spectroscopic techniques including FT-IR, 1H NMR titration and HRMS. Moreover, NAH was successfully applied to the detection of Cu2+ and Fe3+ in tap water, ultrapure water and BSA.

Experimental and quantum chemical calculations of imidazolium appended naphthalene hybrid in different biomimicking aqueous interfaces

The effect of solvent polarity and micellar headgroup on a newly designed imidazolium based ionic liquid (IL) conjugated with naphthalene, 1,2-dimethyl-3-((6-(octyloxy)naphthalen-2-yl)methyl)-1H-imidazol-3-ium chloride (IN-O8-Cl), was studied using steady state and time-resolved fluorescence techniques. We observed that the dipole moment in the excited state is remarkably higher than the ground state. The effect of micellar surface charge on the photophysics of IN-O8-Cl in aqueous phase at room temperature was investigated. Formation of premicellar aggregates in sodium dodecylsulfate (SDS) was perceived; further the microenvironment of IN-O8-Cl was examined using steady-state fluorescence spectroscopy. Micropolarity of the micellar environment of SDS was found to be lower than that of cetyltrimethylammonium bromide (CTAB) and triton X-100 (TX100) following the order SDS b) and edge excitation red shift (EERS) from the emission maximum suggest that the probe binds strongly to the micelles. Multiexponential behavior was observed in time-resolved fluorescence lifetime studies in all micellar environments. We have observed an increase in rotational correlation time as we move from pure aqueous phase to solution containing surfactants of different head charge. Varieties of spectral parameters were used to justify the region in which the probe is present. The experimentally obtained dipole moment data were justified and explained by the DFT calculations of the electronic properties of IN-O8-Cl molecules in gas phase and in selected solvents.

Preparation method of 6-hydroxy-2-naphthoic acid

The invention provides a preparation method of 6-hydroxy-2-naphthoic acid, and particularly relates to the field of chemical processes. Herein, the ethyl 6-isopropyl-2-naphthoate is used as a raw material, isopropyl is hydroxylated through free radical reaction to prepare ethyl 6-hydroxy-2-naphthoate, and finally, the target product 6-hydroxy-2-naphthoic acid is prepared through hydrolysis and acidification. The method is mild in preparation condition, simple in equipment requirement and high in yield.

Unsymmetric 1,3,4-oxa(thia)diazoles of quinoxaline-naphthalene conjugates

Two new series of unsymmetric 1,3,4-oxa(thia)diazoles 1a,b containing both quinoxaline and naphthalene moieties were prepared and their mesomorphic properties were investigated. The mesomorphic behavior of compounds 1a,b and 2 was studied by DSC analysis