4648-33-3

Basic information

• Product Name: (E)-4-Nitro-4'-methoxystilbene
• Synonyms: (E)-4-Nitro-4'-methoxystilbene;1-Methoxy-4-[(E)-2-(4-nitrophenyl)ethenyl]benzene;1-Nitro-4-[(E)-2-(4-methoxyphenyl)ethenyl]benzene;(E)-1-Methoxy-4-[2-(4-nitrophenyl)ethenyl]benzene
• CAS NO: 4648-33-3
• Molecular Formula: C₁₅H₁₃NO₃
• Molecular Weight: 255.29
• Mol File: 4648-33-3.mol
• Article Data: 63

Chemical Properties

• Boiling Point: 392.9°Cat760mmHg
• Flash Point: 166.6°C
• Appearance: /
• Density: 1.224g/cm³
• CAS DataBase Reference: (E)-4-Nitro-4'-methoxystilbene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-Nitro-4'-methoxystilbene(4648-33-3)
• EPA Substance Registry System: (E)-4-Nitro-4'-methoxystilbene(4648-33-3)

Safety Data

• Hazardous Substances Data: 4648-33-3(Hazardous Substances Data)

Usage

General Description

(E)-4-Nitro-4'-methoxystilbene, also known as trans-4-nitro-4'-methoxystilbene, is a chemical compound that belongs to the stilbene family. It is an organic compound with a nitro group and a methoxy group attached to the phenyl rings of the stilbene structure. (E)-4-Nitro-4'-methoxystilbene has been studied for its potential applications in organic electronic devices, such as organic light-emitting diodes (OLEDs) and organic solar cells, due to its unique optical and electronic properties. Additionally, (E)-4-Nitro-4'-methoxystilbene has also shown potential as a fluorescent probe for detecting and quantifying different compounds in biological and environmental samples. Furthermore, it is important to handle this compound with care as it is considered to be hazardous and toxic.

Upstream product

• 6933-17-1 (4-nitrobenzylidene)triphenylphosphorane 
• 123-11-5 4-methoxy-benzaldehyde 
• 99-99-0 1-methyl-4-nitrobenzene 
• 36134-65-3 3-(4-methoxy-phenyl)-2-(4-nitro-phenyl)-acrylic acid 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 100-13-0 4-nitrostyrene 
• 637-69-4 4-Methoxystyrene 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 636-98-6 p-nitrobenzene iodide 
• 110-86-1 pyridine 
• 100-05-0 4-nitrobenzenediazonium chloride 
• 33646-40-1 4-methoxymandelonitrile 
• 1530-42-3 (4-nitrobenzyl)triphenylphosphonium chloride 
• 20765-22-4 1-(4-methoxyphenyl)-2-(4-nitrophenyl)ethanone 

Downstream Products

• 14802-10-9 4-[2-(4-methoxyphenyl)ethyl]aniline 
• 39082-40-1 1-[2-(4-methoxyphenyl)ethynyl]-4-nitrobenzene 
• 136809-44-4 5-(4-Methoxy-phenylethynyl)-2-nitro-phenol 
• 7314-07-0 4-amino-4'-methoxystilbene 
• 1258785-37-3 2-(4-methoxyphenyl)-3-(4-nitrophenyl)-2H-azirine 
• 14987-61-2 1-methoxy-4-(4-nitrophenethyl)benzene 
• 1446410-79-2 4-(dimethylamino)-2-(((4-((E)-2-(4-methoxyphenyl)ethenyl)phenyl)amino)methyl)phenol 
• 1186335-71-6 4,5,6,7-tetrachloro-2-(4-(4-methoxyphenethyl)phenyl)isoindoline-1,3-dione 
• 67644-13-7 (E)-N-[4-(4-methoxystyryl)phenyl]acetamide 

Relevant articles and documents

Nonlinear optical properties of diaromatic stilbene, butadiene and thiophene derivatives

Series of highly polar stilbene (1a-e), diphenylbutadiene (2a-c) and phenylethenylthiophene (3a-c) derivatives were preparedviaHorner-Wadsworth-Emmons method with a view to produce new and efficient materials for second harmonic generation (SHG) in the so

New Bidentate N-Sulfonyl-Substituted Aromatic Amines as Chelate Ligand Backbones: Pd Catalyst Generation in C-C Coupling via in Situ and Precatalyst Modes

A series of six new, bidentate ligands based on N-(2-(R-sulfonamido)benzyl)R-sulfonamide have been isolated as dianionic or monoanionic chelators via condensation of 2-(aminomethyl)aniline with sulfonyl chloride reagents; R = methyl (1 and 1′), tolyl (2 and 2′), 2,4,6-Trimethylphenyl (3), or 2,4,6-Triisopropylphenyl (4). Complexes of ligands 2-4 reacted at room temperature with palladium(ii) acetate in the presence of various monodentate N-donor co-ligands to form complexes Pd2(2dmap), Pd2′(OAc.py), Pd3(2acn), Pd3(2py), Pd4(2acn), and Pd4(2py), which were structurally confirmed by three X-ray crystal analyses. Results of catalysis studies in water showed high turnover frequencies and yields of up to 98 % within 10 min and at 0.2 mol-% palladium catalyst loading. Relative to ligand-free catalysis in the presence of only Pd(OAc)2, the ligand-supported palladium species clearly possess positive catalytic advantage. Furthermore, Suzuki coupling efficiencies by 1: 1 'Pd(OAc)2 + ligand' yielded notably better outcomes than for the 1: 2 'Pd(OAc)2 + ligand' in situ catalyst generation, which reveals that coordinative saturation is undesirable. The size of the complementing monodentate co-ligand was observed to influence the catalytic efficiency such that bulkier co-ligands consistently yielded improved turnover frequency values, which leads to the conclusion that steric repulsion between the synthesised ligands and the bulkier co-ligands aided the generation of vacant coordination sites for the more active complexes. Moderate Heck coupling activity was recorded for the complexes and better activities appear to correlate with moderate bulkiness of ligand 3.

N-Heterocyclic carbene palladium (II)-pyridine (NHC-Pd (II)-Py) complex catalyzed heck reactions

A mild, efficient, and practical catalytic system for the synthesis of highly privileged stilbene pharmacophores is reported. This system uses N-heterocyclic carbene palladium (II) Pyridine (NHC-Pd (II)-Py) complex to catalyze the formation of carbon-carbon bonds between olefin derivatives and various bromide. This simple, gentle and user-friendly method can offer a variety of stilbene products in excellent yields under solvent-free condition. And its scale-up reaction has excellent yield and this system can be applied to industrial fields. The utility of this method is highlighted by its universality and modular synthesis of a series of bioactive molecules or important medical intermediates.