58758-48-8

Basic information

• Product Name: 2-(2-PROPYNYLOXY)-1-NAPHTHALDEHYDE
• Synonyms: ASISCHEM R44028;CHEMBRDG-BB 6445626;2-(2-PROPYNYLOXY)-1-NAPHTHALDEHYDE;2-(prop-2-yn-1-yloxy)-1-naphthaldehyde(SALTDATA: FREE);2-(Prop-2-yn-1-yloxy)-1-naphthaldehyde
• CAS NO: 58758-48-8
• Molecular Formula: C₁₄H₁₀O₂
• Molecular Weight: 210.23
• Mol File: 58758-48-8.mol

Chemical Properties

• Melting Point: 108-112°C
• Boiling Point: 393.2°Cat760mmHg
• Flash Point: 189.7°C
• Appearance: /
• Density: 1.194g/cm³
• Vapor Pressure: 2.17E-06mmHg at 25°C
• Refractive Index: 1.655
• CAS DataBase Reference: 2-(2-PROPYNYLOXY)-1-NAPHTHALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-PROPYNYLOXY)-1-NAPHTHALDEHYDE(58758-48-8)
• EPA Substance Registry System: 2-(2-PROPYNYLOXY)-1-NAPHTHALDEHYDE(58758-48-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 58758-48-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Chemistry Research:
2-(2-Propynyloxy)-1-naphthaldehyde is used as a chemical intermediate for the synthesis of various organic compounds. Its unique structure allows it to be a valuable building block in the development of new molecules with potential applications in different fields.
Used in Pharmaceutical Industry:
2-(2-Propynyloxy)-1-naphthaldehyde is used as a precursor in the synthesis of pharmaceutical compounds. Its potential to form complex molecules makes it a promising candidate for the development of new drugs with novel therapeutic properties.
Used in Material Science:
2-(2-Propynyloxy)-1-naphthaldehyde is used as a component in the development of new materials with specific properties. Its incorporation into polymers or other materials can lead to the creation of materials with improved characteristics, such as enhanced stability or reactivity.
Used in Dye and Pigment Industry:
2-(2-Propynyloxy)-1-naphthaldehyde is used as a starting material for the synthesis of dyes and pigments. Its ability to form colored compounds makes it a valuable resource in the production of various colorants for different applications, such as textiles, plastics, and paints.

InChI:InChI=1/C14H10O2/c1-2-9-16-14-8-7-11-5-3-4-6-12(11)13(14)10-15/h1,3-8,10H,9H2

Upstream product

• 106-96-7 propargyl bromide 
• 708-06-5 2-hydroxynaphthalene-1-carbaldehyde 
• 6165-76-0 propargyl p-toluenesulfonate 

Downstream Products

• 708-06-5 2-hydroxynaphthalene-1-carbaldehyde 
• 1286745-86-5 2-((3-phenylprop-2-yn-1-yl)oxy)-1-naphthaldehyde 

Relevant articles and documents

Synthesis of 2-(ethynyloxy)naphthaene-1-carbaldehyde using 2-hydroxy benzyl alcohol and propargyl bromide in aqueous micellar media

A highly convenient method has been developed for the synthesis of 2-(ethynyloxy) napthaene-1-carbaldehyde and its derivatives. Substituted naphthalene derivatives, having hydroxyl and carbonyl group, in the presence of K2CO3 base, react with propargyl bromide. Not only the product was obtained in good yield, but also the low cost and easy availability of the starting materials makes this synthesis a convenient one. In micellar solution, organic substrates are pushed away from water molecules towards the hydrophobic core of micelle droplets, thus inducing efficient collisions between organic substrates that eventually enhance the reaction rate and yield, which is ten times greater and two and half hours lesser time than in absence of micellar medium. An electron withdrawing group favours the formation of a stable phenoxide ion, which in turn favours the formation of product. The product is confirmed by FT-IR, 1H-NMR, and MASS spectroscopy. A green and useful method has been developed for the O-alkylation of aryl in aqueous surfactant media.

Synthesis, crystal structure and antimicrobial potential of some fluorinated chalcone-1,2,3-triazole conjugates

A simple and green synthesis of some fluorinated chalcone-triazole hybrids from propargylated chalcones and organic azides catalyzed by cellulose supported copper nanoparticles click reaction is reported. All the synthesized compounds were well characterized by various analytical and spectroscopic methods. The X-rays crystallographic study of compounds 6k revealed the self assembling properties. The antimicrobial screening results of all the synthesized compounds revealed that most of the triazole hybrids exhibited significant efficacy against tested bacterial and fungal strains. The activity results showed the synergistic effect of biological activity when two pharmacophoric units, i.e. chalcone and 1,2,3-triazole are conjugated. Further, docking simulation of the most active compounds 6p into Escherichia coli topoisomerase II DNA Gyrase B was also carried out.

Synthesis, characterization and antibacterial studies of schiff based 1,2,3-triazole bridged silatranes

A single step Cu (I) assisted click silylation reaction had been used for the synthesis of novel Schiff based 1,2,3-triazole bridged silatrane (SBTBS)-scaffolds (5a-5f) using polyfunctionalised Schiff based 1,2,3-triazole bridged organotriethoxysilanes (SBTBOTS) (4a-4f) as precursors. These compounds were synthesized in excellent yields using an economical, simple and biocompatible synthetic procedure and their structures were characterized by various spectroscopy methods such as IR, NMR (1H and 13C) and elemental analysis. The presence of different pharmacologically active segments into a single triazole unit can result into impressive achievement in their bioactivity. So, antibacterial studies of the silatranes (5a-5f) were also carried out and it was observed that all the compounds showed potential antibacterial activity. The results also indicate that activity of compound 5f is even comparable to the standard drug, cefepime.

Molecular keypad controlled circuit for Ce(iii) and NO3? ions recognition by μw synthesized silicon-embedded organic luminescent sensor

This report demonstrates the mimicking of an electronic circuit diagram towards Ce(iii) ion sensing response supported by molecular keypads. The probe naphthyl based triazole linked silatrane (NTS) was efficiently synthesized using a series of microwave mediated reactions. The luminescent sensor NTS was explored for the ion sensing response towards Ce(iii) ions using DMSO and DMSO?:?H2O 4?:?1 (v/v) as solvent media, respectively. The role of water in Ce(iii) ion sensing was detected as ‘turn-off' response that contradicts the ‘turn-on' with DMSO. Further, the sensing of NO3? ions by NTS-Ce(iii) ensemble was associated with blue shift on absorption maxima. These mimicking response studies were sketched as circuit diagrams assisted by molecular keypad behaviour as IMPLICATION output logic gate.

A facile naphthalene-based fluorescent 'turn-on' chemodosimeter for palladium ions in aqueous solution

A novel and simple depropargylation-triggered spontaneous cyclization reaction based fluorescent turn-on chemodosimeter for the detection of Pd2+ has been reasonably designed and developed. Based on the specific reactivity of palladium ion-promoted hydrolysis reaction, the probe exhibited a high selectivity and sensitivity for Pd2+ with a low detection limit (53 nM, 5.7 μg/L) under physiological conditions in neutral PBS (only containing 1% organic cosolvent) without any additional reagents.

Efficient synthesis and antimicrobial evaluation of 2-((1-substituted-1H-1,2,3-triazol-4-yl)-1-naphthaldehydes and their oxime derivatives

A series of 2-((1-substituted-1H-1,2,3-triazol-4-yl)-1-naphthaldehydes was prepared by the propargylation of 2-hydroxynaphthaldehyde followed by Copper(I)-catalyzed azide-alkyne cycloaddition with various organic azides. 2-((1-substituted-1H-1,2,3-triazol-4-yl)-1-naphthaldehyde analogues were transformed to corresponding oxime derivatives upon grinding with hydroxylamine hydrochloride under solvent free conditions. All the synthesized compounds were characterized by various analytical and spectral techniques and screened in vitro for antimicrobial activity. The activity data revealed that most of the compounds exhibited good to significant activities. Compounds 4c and 5c exhibited very good and broad spectrum activity towards all the tested bacterial strains. Further, to understand the binding interactions, 4c and 5c were docked into the active sites of E. coli topoisomerase II DNA gyrase.

Synthesis and spectral study of a new family of 2,5-diaryltriazoles having restricted rotation of the 5-aryl substituent

Efficient synthesis of 2,5-diaryl substituted 4-azido-1,2,3-triazoles by the reaction of sodium azide with dichlorosubstituted diazadienes was demonstrated. The optical properties of the prepared azidotriazoles were studied to reveal a luminescence maximu

Bis-Organosilicon based receptor for detection of Hg2+ ions: Low detection limit and excellent selectivity

Mercury Contamination represents a major environmental and health concern for which new eco-friendly solutions are desired. Azide–alkyne cycloaddition and Claisen Schmidt reaction were attempted to trigger a flavanone based bis-siloxyl hybrid materials. T

COMPOSITIONS AND METHODS FOR INHIBITING GROUP II INTRON RNA

The present invention provides compositions and methods for inhibiting group II intron splicing for treating or preventing a disease or disorder associated with an organism harboring an active group II intron. The present invention also provides compositi

Synthesis of coumarin-sulfonamide derivatives and determination of their cytotoxicity, carbonic anhydrase inhibitory and molecular docking studies

Carbonic anhydrases isoforms CA IX, and XII are known to be highly expressed in various human tissues and malignancies. CA IX is a prominent target for especially colorectal cancers, because it is overexpressed in colorectal cancer and this overexpression