5216-37-5

Basic information

• Product Name: 4,4''-DICYANOSTILBENE
• Synonyms: 4-[2-(4-cyanophenyl)vinyl]benzonitrile
• CAS NO: 5216-37-5
• Molecular Formula: C₁₆H₁₀N₂
• Molecular Weight: 230.264
• Mol File: 5216-37-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 272-274 °C
• Boiling Point: 445.0±34.0 °C(Predicted)
• Appearance: /
• Density: 1.17±0.1 g/cm3(Predicted)
• CAS DataBase Reference: 4,4''-DICYANOSTILBENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4''-DICYANOSTILBENE(5216-37-5)
• EPA Substance Registry System: 4,4''-DICYANOSTILBENE(5216-37-5)

Safety Data

• Hazardous Substances Data: 5216-37-5(Hazardous Substances Data)

Usage

General Description

4,4''-DICYANOSTILBENE is a chemical compound that consists of two benzene rings connected by a stilbene backbone, with cyanide groups attached to each of the benzene rings. It is a colorless crystalline solid that is insoluble in water and organic solvents, but soluble in hot ethanol and ether. 4,4''-DICYANOSTILBENE is widely used in the manufacturing of dyes and fluorescent brighteners, as well as in the synthesis of pharmaceuticals and organic materials. It exhibits strong fluorescence properties, making it a valuable component in the production of optical brightening agents for textiles and paper. Additionally, its rigid molecular structure and electron-withdrawing cyanide groups make it a useful building block for the creation of more complex organic molecules in the field of organic chemistry.

Upstream product

• 2510-73-8 cis-4,4'-dicyanostilbene 
• 7314-06-9 (E)-4,4'-diaminostilbene 
• 151-50-8 potassium cyanide 
• 68861-51-8 bis-(4-cyano-benzylidene)-hydrazine 
• 104-85-8 para-methylbenzonitrile 
• 2510-74-9 (E)-1,2-di(4-chlorophenyl)ethene 
• 544-92-3 copper(I) cyanide 
• 29477-67-6 4,4'-Diformyl-trans-stilben-dioxim 
• 26104-68-7 (p-cyanobenzyl)triphenylphosphonium bromide 
• 105-07-7 4-cyanobenzaldehyde 
• 7553-56-2 iodine 
• 98-95-3 nitrobenzene 
• 5405-28-7 meso-4,α,4',α'-tetrabromo-bibenzyl 
• 41780-79-4 N'-(4-cyanobenzylidene)-4-methylbenzenesulfonohydrazide 

Downstream Products

• 34541-73-6 trans-4,4'-dimethyl 4,4'-dicarboxylate-1,2-diphenylethylene 
• 102181-63-5 trans-stilbene-dicarbonimidic acid-(4.4')-diethyl ester 
• 122-06-5 stilbamidine 
• 100-31-2 Stilbene-4,4'-dicarboxylic acid 
• 130987-65-4 α,α'-dibromo-bibenzyl-4,4'-dicarbonitrile 
• 79606-68-1 C₃₀H₂₀N₂ 
• 78811-51-5 trans-10,11-Bis(4-cyanphenyl)tricyclo<4.3.2.0^1,6>undec-3-en 
• 78811-52-6 4-<1,2-Bis(4-cyanphenyl)ethyl>-2,3-dihydroinden 
• 90285-24-8 4,4'-dicyanostilbene anion 
• 84907-53-9 (E)-1,2-bis-(p-phenylaldehyde)ethene 
• 52238-17-2 4,4'-stilbenedicarbonyl dichloride 
• 1182735-06-3 [(4S,5S)-4,5-bis(4-cyanophenyl)-4,5-dihydroisoxazol-3-yl][(3aS,6R,7aR)-tetrahydro-8,8-dimethyl-2,2-dioxido-3H-3a,6-methano-2,1-benzisothiazol-1,(4H)-yl]methanone 

Relevant articles and documents

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Efficient deep blue emission by 4-styrylbenzonitrile derivatives in solid state: Synthesis, aggregation induced emission characteristics and crystal structures

Organic fluorescent molecules with π-conjugated system have shown great importance in numerous applications including bioimaging and optoelectronics. Planar aggregation-induced emissive (AIE) organic compounds with efficient solid-state luminescence are rarely developed and urgently needed in various applications. In this work, highly planar 4-styrylbenzonitrile derivatives have been synthesized. Most of these compounds show strong AIE properties with hundred-fold fluorescent enhancement. Moreover, these molecules are deep blue emissive in solid state, exhibiting good to excellent fluorescence quantum efficiency. The single crystal analysis shows that adjacent molecules could form special J-type aggregation. The intramolecular rotations are efficiently restricted by various noncovalent interactions. These molecular arrangements could be essential for the observed strong emission in aggregated and solid state. This work has paved a new path to efficient AIE-active organic emitters with highly planar conformations from 4-styrylbenzonitrile structure.

SYNTHESIS OF ALKENES FROM PHOSPHAALKENES AND CARBONYL COMPOUNDS

The present invention is a method for the reductive coupling of carbonyl compounds to selectively prepare unsymmetrical alkene(s). In a first step of the method according to the invention, a phosphorus reagent, such as a phosphanylphosphonate, a phosphoranylidenephosphane, or a silylphosphane, is used to convert the first carbonyl compound to a λ3 σ2 phosphaalkene intermediate. This phosphaalkene intermediate is activated by the addition of a base such as hydroxide or alkoxide, potentially under oxidizing conditions, and then reacted with a second carbonyl compound to form the alkene. The first and the second carbonyl compounds may be different from each other, substituted and selected from the group consisting of aldehydes, such as aromatic or aliphatic aldehyde, or ketones, such as aromatic or aliphatic ketones. In such a case, an unsymmetrical alkene is selectively formed. The invention also embraces any alkene compound prepared as taught by the present application. Another aspect of the invention is a kit of parts for the reductive coupling of a first and a second (substituted) carbonyl compound to selectively prepare unsymmetrically substituted alkene(s).

Coordination-driven hierarchical organization of π-conjugated systems: From molecular to supramolecular π-stacked assemblies

The reaction of U-shaped, bimetallic, CuI complexes, assembled from a heteroditopic pincer, with cyano-capped π-conjugated linkers gives a straightforward access to πstacked metallocyclophanes in good yields. In these assemblies, the π-walls ha