1-ETHYNYLPYRENE

Base Information

• Chemical Name: 1-ETHYNYLPYRENE
• CAS No.: 34993-56-1
• Molecular Formula: C18H10
• Molecular Weight: 226.277
• Hs Code.: 2902909090
• Mol file: 34993-56-1.mol

Synonyms:(1-Pyrenyl)acetylene;1-(1-Pyrenyl)ethyne; 1-Ethynylpyrene

Chemical Property of 1-ETHYNYLPYRENE

Chemical Property:

• Vapor Pressure: 1.41E-06mmHg at 25°C
• Melting Point: 113-115°C
• Boiling Point: 410.6°Cat760mmHg
• Flash Point: 194.9°C
• PSA: 0.00000
• Density: 1.23g/cm³
• LogP: 4.56530
• Solubility.: Soluble in Chloroform, DCM, toluene
• Water Solubility.: Soluble in chloroform, dichloromethane and toluene. Insoluble in water.

Purity/Quality:

97% ^*data from raw suppliers

1-Ethynylpyrene ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Ethynylpyrene is used as a pharmaceutical intermediate.

Technology Process of 1-ETHYNYLPYRENE

There total 17 articles about 1-ETHYNYLPYRENE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

trimethyl(2-(pyren-1-yl)ethynyl)silane (253271-87-3) → 1-ethynylpyrene (34993-56-1)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; methanol; at 20 ℃; for 20h;

DOI:10.1002/anie.201507186

Reference yield: 96.0%

1-(3-hydroxy-3-methyl-1-butynyl)pyrene → 1-ethynylpyrene (34993-56-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 1h;

DOI:10.1111/php.13071

Reference yield: 90.0%

1-(2,2-dibromovinyl)pyrene (884307-53-3) → 1-ethynylpyrene (34993-56-1)

Guidance literature:

1-(2,2-dibromovinyl)pyrene; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 2h;

In diethyl ether; hexane; at -78 - 25 ℃;

DOI:10.1515/HC.2005.11.3-4.241

upstream raw materials:

1-acetylpyrene

1-(1-chlorovinyl)pyrene

3-(1-pyrenyl)-3-chloro-2-propenal

trimethyl(2-(pyren-1-yl)ethynyl)silane

Downstream raw materials:

1,4-di(pyren-1-yl)buta-1,3-diyne

4-[4-(1-pyrenylethynyl)phenyl]-1,3-butanediol

Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(4-hydroxy-2-oxo-5-pyren-1-ylethynyl-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester

2-Methyl-6-pyren-1-yl-hexa-3,5-diyn-2-ol

Refernces

Zigzag molecules from pyrene-modified carbazole oligomers: Synthesis, characterization, and application in OLEDs

10.1021/jo702075r

The research focuses on the synthesis, characterization, and application of pyrene-modified carbazole oligomers in organic light-emitting diodes (OLEDs). The purpose of the study was to create a series of monodisperse, ethynylene-linked oligocarbazoles with zigzag molecular backbones, which were designed to have stable, size-independent absorption and emission properties. The researchers aimed to investigate the impact of pyrene incorporation at different positions within the oligocarbazole main chain on the absorption and emission spectra, as well as to evaluate the optoelectronic performance of these materials in OLEDs. The conclusions drawn from the study indicated that the introduction of pyrene units effectively tuned the emission wavelengths and significantly improved the fluorescence quantum efficiency of the oligomers. Carbazole oligomers without pyrene were found to be suitable as hole-transporting materials, while pyrene-modified oligomers exhibited both light-emitting and hole-transporting properties, making them promising materials for OLED applications. Key chemicals used in the synthesis process included 3-iodo-9H-carbazole, 1-ethynylpyrene, 1,8-diethynylpyrene, and various other intermediates derived from carbazole, as well as palladium and copper catalysts for the Sonogashira coupling reactions that formed the ethynylene linkages.