132196-66-8

Basic information

• Product Name: 3-ethynylperylene
• Synonyms: 3-ethynylperylene
• CAS NO: 132196-66-8
• Molecular Formula: C₂₂H₁₂
• Molecular Weight: 276.33
• Mol File: 132196-66-8.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 500.6°Cat760mmHg
• Flash Point: 251.7°C
• Appearance: /
• Density: 1.27g/cm³
• Vapor Pressure: 1.16E-09mmHg at 25°C
• Refractive Index: 1.845
• Solubility: Soluble in DCM, chloroform
• CAS DataBase Reference: 3-ethynylperylene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-ethynylperylene(132196-66-8)
• EPA Substance Registry System: 3-ethynylperylene(132196-66-8)

Safety Data

• Hazardous Substances Data: 132196-66-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C22H12/c1-2-14-12-13-20-18-10-4-7-15-6-3-9-17(21(15)18)19-11-5-8-16(14)22(19)20/h1,3-13H

Upstream product

• 198-55-0 PERYLENE 
• 1066-54-2 trimethylsilylacetylene 
• 830346-81-1 3-(3-hydroxy-1-propynyl)perylene 
• 23683-68-3 3-bromoperylene 
• 7415-79-4 3-acetyl perylene 
• 68-12-2 N,N-dimethyl-formamide 
• 224456-78-4 3-(3-hydroxy-3-methyl-1-butynyl)perylene 
• 20492-13-1 3-Aminoperylene 
• 20589-64-4 3-iodoperylene 

Downstream Products

• 1011287-26-5 (η5-C5H5)Ni(PPh3)(CC(3-perylenyl)) 
• 1392406-79-9 C₃₆H₂₉N₅O 
• 1256917-83-5 C₆₄H₄₈BBrF₂N₂O₂ 
• 1030837-21-8 [Pt(1,2-bis(dicyclohexylphosphino)ethane)(3-ethynylperylene^(1-))2] 
• 1030837-20-7 [Pt(bis(2-(diphenylphosphino)ethyl)phenylphosphine)3-ethynylperylene^(1-))]BF₄ 

Relevant articles and documents

Reliable and reproducible separation of 3,9-and 3,10-dibromoperylenes and the photophysical properties of their alkynyl derivatives

We developed a reliable and reproducible method for the separation of 3,9-dibromoperylene and 3,10-dibromoperylene resulting from bromination of perylene by using sequential and repeated recrystallization. Because of the unprecedented purities of the dibromoperylenes, they exhibit the high-est melting temperatures so far reported. In addition, various alkynylperylenes were prepared from the dibromoperylenes, and we investigated the photophysical characteristics of these alkynyl derivatives in detail.

Nucleobase recognition by artificial receptors possessing a ferrocene skeleton as a novel modular unit for hydrogen bonding and stacking interactions

Novel ferrocene-modified artificial nucleobase receptors were designed and synthesized. The nucleobase receptors possess hydrogen-bonding and π-stacking interaction sites that act simultaneously for binding to 1-butylthymine utilizing the pivot character of the ferrocene skeleton. Diamidopyridine was chosen for the hydrogen-bonding moiety, and various polynuclear aromatics were used for π-stacking one. The two components were tethered to the cyclopentadienyl rings via ethynediyl and oxymethylene spacers. The binding affinity of the receptors to 1-butylthymine was found to be dependent on the aromatic structures. Thus, the association constants for perylenelinked receptors were approximately doubled compared to those of aromatic-free ones, an energy difference of ～0.5 kcal/mol. Detailed comparisons between the 10 receptors clarified the value of the pivot character of the ferrocene for construction of the intermolecular interaction site.

2-Ethynylperylene and improved synthesis of 3-ethynylperylene

3-Ethynylperylene 1, an important precursor for fluorescent dyes, fluorescent nucleosides, and potent nucleoside-based antivirals, has been prepared from perylene on a multigram scale (3 steps, 55% overall yield). A simple synthesis of 2-ethynylperylene 2 from perylene (5 steps, 20% yield) has been developed. UV and fluorescence spectra of the ethynylperylenes 1 and 2 are compared to those of perylene.

Sugar coupled-1,2,3-triazole substituted polycyclic aromatic hydrocarbon derivative and preparation method

The invention discloses a sugar coupled-1,2,3-triazole substituted polycyclic aromatic hydrocarbon derivative and a preparation method. The structure of the sugar coupled-1,2,3-triazole substituted polycyclic aromatic hydrocarbon derivative is as shown in the formula (I) which is as shown in the following descriptions and proven by a pharmacological experiment, the sugar coupled-1,2,3-triazole substituted polycyclic aromatic hydrocarbon derivative (I) provided by the invention has a strong inhibition effect on a human hepatocellular carcinoma cell HepG2.