(pyren-1-ylmethylidene)propanedinitrile

Base Information

• Chemical Name: (pyren-1-ylmethylidene)propanedinitrile
• CAS No.: 27287-82-7
• Molecular Formula: C₂₀H₁₀N₂
• Molecular Weight: 278.313
• Mol file: 27287-82-7.mol

Synonyms:Malononitrile,(1-pyrenylmethylene)- (8CI); Propanedinitrile, (1-pyrenylmethylene)- (9CI); NSC153129

Chemical Property of (pyren-1-ylmethylidene)propanedinitrile

Chemical Property:

• Vapor Pressure: 5E-11mmHg at 25°C
• Boiling Point: 522.8°Cat760mmHg
• Flash Point: 258.8°C
• Density: 1.35g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: (Pyren-1-ylmethylidene)propanedinitrile is a dicyanovinyl-substituted aromatic compound exhibiting strong intramolecular charge transfer (ICT) properties, characterized by solvent-independent ICT absorption bands and highly solvatochromic fluorescence. It demonstrates thermal stability with decomposition temperatures above its melting point and is electrochemically active, undergoing quasi-reversible reduction. (pyren-1-ylmethylidene)propanedinitrile absorbs radiation intensely (307–454 nm) due to ICT between the pyrene donor and dicyanovinyl acceptor, and it exhibits luminescence with higher quantum yields in the solid state. Its optoelectronic properties, including a low energy band gap (2.10–2.50 eV), make it suitable for applications such as sensitizers in solar cells or electroluminescent materials.

Technology Process of (pyren-1-ylmethylidene)propanedinitrile

There total 2 articles about (pyren-1-ylmethylidene)propanedinitrile 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: 95.0%

pyrene-1-aldehyde (3029-19-4) + malononitrile (109-77-3) → 1-dicyanovinylpyrene (27287-82-7)

Guidance literature:

With C₁₄₄H₁₄₈N₄Ni₈O₄₂S₈*C₄H₁₂N⁽¹⁺⁾*Cl^(1-); In chloroform; at 20 ℃; for 48h; Reagent/catalyst;

DOI:10.1002/anie.201606847

Reference yield: 43.2%

→ 1-dicyanovinylpyrene (27287-82-7)

Guidance literature:

With [Co₄(μ₄-H₂O)(TBSC)]₆(TC1)₆(TC2)₂ (Where TBSC stands for 5,11,17,23-tetra-tert-butylsulfonyl bridged calix[4]arene ligand, TC1 stands for 1-(4-carboxybenzyl)isonicotinic acid ligand, TC2 stands for 1,3,5-cyclohexane tricarboxylic acid ligand); In chloroform; at 20 ℃; for 48h;

upstream raw materials:

pyrene-1-aldehyde

malononitrile