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:

98%,99%, ^*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:

cyclopenta[c,d]pyrene

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

1-(phenylethynyl)pyrene

5'-O-(4,4'-dimethoxytrityl)-5-(1-pyrenylethynyl)-2'-deoxyuridine

Refernces

• 1、 Gaballah, Samir T.,Netzel, Thomas L.. "Synthesis of 5-(2-pyren-1-yl-ethylenyl)-2′-dU as a fluorescent probe for studying electron transfer in DNA". . p. 241 - 248. Retrieved 2005.
• 2、 Nishino, Kenta,Yamamoto, Hideki,Tanaka, Kazuo,Chujo, Yoshiki. "Development of Solid-State Emissive Materials Based on Multifunctional o-Carborane-Pyrene Dyads". . p. 4064 - 4067. Retrieved 2016.
• 3、 Hissler, Muriel,Harriman, Anthony,Khatyr, Abderrahim,Ziessel, Raymond. "Intramolecular triplet energy transfer in pyrene-metal polypyridine dyads: A strategy for extending the triplet lifetime of the metal complex". . p. 3366 - 3381. Retrieved 1999.
• 4、 Yu, Delong,Liu, Yu,Fan, Qunping,Xiao, Manjun,Tan, Hua,Wang, Yafei,Yang, Renqiang,Zhu, Weiguo. "Improved photovoltaic performance of D–A–D-type small molecules with isoindigo and pyrene units by inserting different π-conjugated bridge". . p. 4543 - 4549. Retrieved 2016.
• 5、 Maeda, Hajime,Tanaka, Kazuhiro,Aratani, Mona,Segi, Masahito. "Ethynylpyrene Linked Benzocrown Ethers as Fluorescent Sensors for Metal Ions". . p. 762 - 772. Retrieved 2019/01/16.