74518-94-8

Basic information

• Product Name: 4-[(E)-2-(4-nitrophenyl)ethenyl]benzonitrile
• CAS NO: 74518-94-8
• Molecular Formula: C₁₅H₁₀N₂O₂
• Molecular Weight: 250.2521
• Mol File: 74518-94-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 418.9°C at 760 mmHg
• Flash Point: 207.1°C
• Density: 1.26g/cm³
• Vapor Pressure: 3.16E-07mmHg at 25°C
• Refractive Index: 1.639
• CAS DataBase Reference: 4-[(E)-2-(4-nitrophenyl)ethenyl]benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[(E)-2-(4-nitrophenyl)ethenyl]benzonitrile(74518-94-8)
• EPA Substance Registry System: 4-[(E)-2-(4-nitrophenyl)ethenyl]benzonitrile(74518-94-8)

Safety Data

• Hazardous Substances Data: 74518-94-8(Hazardous Substances Data)

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 104-85-8 para-methylbenzonitrile 
• 6933-17-1 (4-nitrobenzylidene)triphenylphosphorane 
• 105-07-7 4-cyanobenzaldehyde 
• 2609-49-6 diethyl p-nitrobenzylphosphonate 
• 2767-70-6 (p-nitrobenzyl)triphenylphosphonium bromide 
• 100-14-1 4-nitrobenzyl chloride 
• 100-11-8 1-bromomethyl-4-nitro-benzene 
• 159394-73-7 (Z)-4-Cyano-4'-nitrostilbene 

Downstream Products

• 74518-98-2 4-[2-(4-aminophenyl)ethenyl]benzonitrile 
• 74518-89-1 trans-4'-cyano-4-acetamidostilbene 

Relevant articles and documents

Reductive coupling of two aldehydes to unsymmetrical: E -alkenes via phosphaalkene and phosphinate intermediates

Stilbenes with push-pull electronics are directly accessible from an electron-rich and an electron-deficient benzaldehyde in a novel reductive aldehyde cross-coupling reaction. The one-pot procedure is enabled by the oxidation of a transient phosphinite to the corresponding phosphinate which exhibits sufficient reactivity towards deactivated aldehydes.

Zn(II)-Induced Ground-State π-Deconjugation and Excited-State Electron Transfer in N,N-Bis(2-pyridyl)amino-Substituted Arenes

The synthesis and X-ray crystal structures of two N,N-bis(2-pyridyl)amino (dpa)-substituted aromatic systems (Ar-dpa) 1 (Ar = 4,4′-disubstituted trans-stilbene) and 2 (Ar = 1,4-disubstituted benzene) and their ZnCl 2 complexes (1/ZnCl2 and 2/ZnCl2) are reported. The fluoroionophoric behavior of 1-2 in response to Zn(II) in acetonitrile also has been investigated. In addition, compound 3DPA has been prepared and served as a π-deconjugated model for 1DPA. The observed crystal structures for 1/ZnCl2 and 2/ZnCl2 could be divided into two distinct types, the planar and the twisted forms, depending on the aryl-dpa (Cph-NC3) dihedral angle. The twisted form is more favorable for these complexes unless the arene has a strong " push-pull" character. Nonetheless, the degree of π-conjugation between the N-pyridyl and the N-aryl group is reduced in both complex forms when compared with the free ligands. Such a Zn(II)-induced π-deconjugation not only directly affects the internal charge transfer (ICT) fluorescence of the dpa-substituted stilbenes but also facilitates the occurrence of photoinduced electron transfer (PET) from the stilbene donor to the dpa/Zn(II) acceptor. The PET process is particularly important in accounting for the observed Zn-(II)-induced fluorescence quenching for 1DPA as well as 3DPA.

Application of Phase-Transfer Catalysis to the Synthesis of Mono- and Bis-stilbenes and Styryls

A novel and convenient method has been developed for the synthesis of substituted stilbenes by the condensation of active methyl group in suitably substituted toluenes with aromatic aldehydes in aq. medium at room temperature using benzyltriethylammonium chloride as a phase-transfer catalyst.This method has also been applied for the preparation of heterocyclic styryls and extended to the synthesis of bis-stilbenes and bis-styryls using aromatic dialdehydes in place of monoaldehydes.A comparison of the results shows that the present method is superior to the conventional methods in many respects.