6292-62-2

Basic information

• Product Name: stilbene-4,4'-dicarbonitrile
• Synonyms: stilbene-4,4'-dicarbonitrile;4,4'-(1,2-Ethenediyl)bisbenzonitrile;4,4-DICYANOSTILBENE(WXG00901)
• CAS NO: 6292-62-2
• Molecular Formula: C₁₆H₁₀N₂
• Molecular Weight: 230.264
• EINECS: 228-548-8
• Mol File: 6292-62-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 278 °C
• Boiling Point: 445.0±34.0 °C(Predicted)
• Appearance: /
• Density: 1.17±0.1 g/cm3(Predicted)
• CAS DataBase Reference: stilbene-4,4'-dicarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: stilbene-4,4'-dicarbonitrile(6292-62-2)
• EPA Substance Registry System: stilbene-4,4'-dicarbonitrile(6292-62-2)

Safety Data

• Hazardous Substances Data: 6292-62-2(Hazardous Substances Data)

Usage

General Description

Stilbene-4,4'-dicarbonitrile is an organic compound that belongs to the stilbene family, characterized by its two benzene rings connected by a vinylene bridge. It is commonly used as a starting material for the synthesis of various organic compounds and polymers. This chemical is known for its photophysical properties, such as fluorescence and phosphorescence, which make it a useful component in the development of materials for organic light-emitting diodes (OLEDs) and other optoelectronic applications. Additionally, stilbene-4,4'-dicarbonitrile has been studied for its potential as a fluorescent probe in chemical and biological sensing applications. Its unique structure and properties make it a versatile and important chemical in various fields of research and industry.

Upstream product

• 104-85-8 para-methylbenzonitrile 
• 42157-95-9 α-nitro-p-toluonitrile 
• 1552-41-6 diethyl [(4-cyanophenyl)methyl]phosphonate 
• 105-07-7 4-cyanobenzaldehyde 
• 70135-28-3 (4-cyanophenyl)diazomethane 
• 109-92-2 ethyl vinyl ether 
• 100-42-5 styrene 
• 691-38-3 (Z)-4-methyl-2-pentene 
• 110-82-7 cyclohexane 
• 109-89-7 diethylamine 
• 21872-32-2 1-phenylethyl isocyanide 
• 623-00-7 4-bromobenzenecarbonitrile 
• 17201-43-3 4-cyanobenzyl bromide 

Downstream Products

• 105-07-7 4-cyanobenzaldehyde 

Relevant articles and documents

Stilbene solid fluorescent material

The invention discloses a stilbene solid fluorescent material, and belongs to the field of functional materials. The stilbene compound provided by the invention has a simple molecular skeleton structure, and the synthesis method is simple and convenient. The fluorescent material has weak fluorescence in a solution state. By testing the fluorescence emission intensity of the fluorescent material in a tetrahydrofuran and water mixed solvent with the water content of 0-99%, the fluorescent material is found to have obvious aggregation-induced emission property. The fluorescent material can emit bright blue fluorescence in a solid powder state, has very high absolute fluorescence quantum yield, and has a potential application in the photoelectric field.

Palladium-catalyzed cross-coupling reactions of potassium alkenyltrifluoroborates with organic halides in aqueous media

Potassium vinyl and alkenyltrifluoroborates are cross-coupled with aryl and heteroaryl bromides using 1 mol % Pd loading of 4-hydroxyacetophenone oxime derived palladacycle or Pd(OAc)2 as precatalysts, K 2CO3 as base, and TBAB as additive and water reflux under conventional or microwave heating to afford styrenes, stilbenoids, and alkenylbenzenes. These borates can be cross-coupled diastereoselectively with allyl and benzyl chlorides using KOH as base in acetone-water (3:2) at 50°C and 0.1 mol % Pd loading, giving the corresponding 1,4-dienes and allylarenes, respectively. These simple phosphine-free reaction conditions allow the palladium recycling from the aqueous phase during up to five runs by extractive separation of the products, which contain 58-105 ppm of Pd.

THE EFFECT OF ARYL SUBSTITUENTS ON ARYLCARBENE REACTIVITY

Substituted (p-MeO, p-Me, H, p-Cl, p-Br, m-Br, m-MeO, 3,4-Cl2, p-CO2Me, m-CN and p-CN) monophenylcarbenes are generated in a binary mixture of substrates (methanol, cis-4-methyl-2-pentene and cyclohexane) and the relative rate of O - H insertion into methanol to stereospecific cyclopropanation of the olefin to C - H insertion into cyclohexane are calculated from the ratios of products and substrates.It is found (i) that the reactivities of the substrates decrease in the order of methanol, olefin and cyclohexane and (ii) that electron-donating substituents generally lead to reaction with the more reactive substrates while the reaction with the less reactive substrates is favoured in the case of electron-withdrawing substituents.These results are interpreted in terms of the change in the electrophilicity of the singlet arylcarbene by the substituents rather than the change in the singlet-triplet equilibrium.