7560-35-2

Basic information

• Product Name: 1-methyl-4-[(E)-2-(4-nitrophenyl)ethenyl]benzene
• Synonyms: 1-Methyl-4-(2-(4-nitrophenyl)ethenyl)benzene; 1-Methyl-4-[(E)-2-(4-nitrophenyl)vinyl]benzene; 4'-Methyl-4-nitrostilbene; Benzene, 1-methyl-4-(2-(4-nitrophenyl)ethenyl)-; benzene, 1-methyl-4-[(E)-2-(4-nitrophenyl)ethenyl]-; Stilbene, 4-methyl-4'-nitro-
• CAS NO: 7560-35-2
• Molecular Formula: C₁₅H₁₃NO₂
• Molecular Weight: 239.2692
• Mol File: 7560-35-2.mol

Chemical Properties

• Boiling Point: 359.5°C at 760 mmHg
• Flash Point: 159.5°C
• Density: 1.191g/cm³
• Vapor Pressure: 4.9E-05mmHg at 25°C
• Refractive Index: 1.67
• CAS DataBase Reference: 1-methyl-4-[(E)-2-(4-nitrophenyl)ethenyl]benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-4-[(E)-2-(4-nitrophenyl)ethenyl]benzene(7560-35-2)
• EPA Substance Registry System: 1-methyl-4-[(E)-2-(4-nitrophenyl)ethenyl]benzene(7560-35-2)

Safety Data

• Hazardous Substances Data: 7560-35-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-methyl-4-[(E)-2-(4-nitrophenyl)ethenyl]benzene is used as a building block for the synthesis of organic and medicinal compounds. Its unique structure allows for the creation of various pharmaceutical agents, contributing to the development of new drugs and therapeutics.
Used in Industrial Applications:
In the industrial sector, 1-methyl-4-[(E)-2-(4-nitrophenyl)ethenyl]benzene serves as a key intermediate in the production of various chemical products. Its versatility in chemical reactions enables its use in the synthesis of a wide range of industrial chemicals, including dyes, pigments, and other specialty chemicals.

Upstream product

• 104-87-0 4-methyl-benzaldehyde 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 100-00-5 4-chlorobenzonitrile 
• 636-98-6 p-nitrobenzene iodide 
• 586-78-7 para-nitrophenyl bromide 
• 100-13-0 4-nitrostyrene 
• 106-38-7 para-bromotoluene 
• 3762-25-2 diethyl 4-methylbenzylphosphonate 
• 555-16-8 4-nitrobenzaldehdye 
• 6933-17-1 (4-nitrobenzylidene)triphenylphosphorane 

Downstream Products

• 14366-78-0 4-nitro 4'-bromomethyl stilbene 

Relevant articles and documents

Promising new catalytic properties of a Co (II)-carboxamide complex and its derived Co3O4 nanoparticles for the Mizoroki-Heck and the Epoxidation reactions

The new Co(II) - carboxamide complex (1) and Co3O4 nanoparticles (2), by way of thermal decomposition of (1) have been efficiently synthesised in the environment-friendly. X-ray diffraction reveals a slightly distorted octahedral coordination of cobalt (four nitrogens and two oxygens) in (1) and regular octahedral or tetrahedral ones (oxygens only) in (2). The investigation of (1) and (2) in the Mizoroki-Heck and epoxidation of alkens reactions showed them both to be powerful, green and inexpensive catalysts.

Immobilized Pd on (S)-methyl histidinate-modified multi-walled carbon nanotubes: A powerful and recyclable catalyst for Mizoroki-Heck and Suzuki-Miyaura C-C cross-coupling reactions in green solvents and under mild conditions

A stable and powerful heterogeneous palladium catalyst was synthesized using immobilized palladium on (S)-methyl histidinate bonded onto the surface of multi-walled carbon nanotubes. The catalyst was characterized using a combination of Fourier transform infrared and X-ray photoelectron spectroscopies, transmission electron microscopy, X-ray powder diffraction and inductively coupled plasma, thermogravimetric and elemental analyses. This new air- and moisture-stable phosphine-free palladium catalyst was found to be highly active and reusable in Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions in poly(ethylene glycol) and aqueous ethanol as green solvents using an extremely small amount of palladium under mild conditions.

Imidazolium ionic liquid-tagged palladium complex: An efficient catalyst for the Heck and Suzuki reactions in aqueous media

An air stable, water soluble, and efficient ionic liquid-tagged Schiff base palladium complex was prepared. The synthesized complex was well characterized by NMR, mass spectrometry, FT-IR, UV-visible spectroscopy and powder X-ray diffraction. The complex was used as a catalyst for the Suzuki and Heck cross-coupling reactions in water. Good to excellent yields were achieved using a modest amount of the catalyst. In addition, the catalyst can be easily reused and recycled for six steps without much loss in activity, exhibiting an example of sustainable and green methodology. the Partner Organisations 2014.

N-heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed Mizoroki-Heck reaction of aryl chlorides with styrenes

A well-defined N-heterocyclic carbene-palladium(II)-1-methylimidazole [NHC-Pd(II)-Im] complex 1 was found to be an effective catalyst for the Mizoroki-Heck reaction of a variety of aryl chlorides with styrenes. Both activated and deactivated aryl chlorides work well to give the corresponding coupling products in good to excellent yields by using tetrabutylammonium bromide (TBAB) as the ionic liquid.

N-Heterocyclic carbene-Pd(II) complex derived from proline for the Mizoroki-Heck reaction in water

N-Heterocyclic carbene-Pd(II) complex 1 derived from proline was found to be an efficient catalyst in the Mizoroki-Heck reaction of aryl bromides and iodides performed in water. The reactions can tolerate various functional groups in the substrates and all gave the corresponding coupling products in good to high yields.

1,2,3-Triazol-5-ylidene-palladium complex catalyzed Mizoroki-Heck and Sonogashira coupling reactions

The bis-1,4-dimesityl-1,2,3-triazol-5-ylidene-palladium complex (1a) successfully catalyzes the Mizoroki-Heck and Sonogashira coupling reactions with aryl bromides to give the corresponding alkenes and alkynes, respectively, in good to excellent yields. In the Mizoroki-Heck reaction, electron-rich, electron-poor, and functionalized aryl bromides and alkenes are tolerated, while the substrates are limited to electron-poor aryl halides in the Sonogashira coupling reaction. The palladium complex also catalyzes cross-coupling reactions with aryl chlorides to give higher yields of products than does the bis-IMes-Pd complex analogue (2), under specific conditions.

Lithium hydroxide as base in the Wittig reaction. A simple method for olefin synthesis

A mild and practical procedure for the Wittig olefination, promoted by lithium hydroxide and triphenylbenzyl phosphonium bromide, has been set up for the synthesis of stilbenes and styrenes. The experimental conditions allow aromatic, heteroaromatic, unsaturated and saturated aliphatic aldehydes to give final products in good yields.

Synthesis and calcium antagonistic activity of diethyl styrylbenzylphosphonates

Twenty-three new phosphonic ester derivatives of stilbene exhibiting structural analogies with fostedil are described.Examination of calcium antagonism showed that this activity could not be increased by introducing electron-withdrawing, electronreleasing

REACTIONS AT HIGH PRESSURE, PART 18; VOLUMES OF ACTIVATION AND OF REACTION FOR THE WITTIG REACTION

Volumes of activation have been obtained from rate measurements between 1 and 1000 bar of reactions between triphenyl-p-nitrobenzylidenephosphorane and a series of substituted benzaldehydes.Values of ΔVexcit. lie in the range -20 to -30 cm3mol-1 and are somewhat solvent-dependent.These measurements are in agreement with the accepted reaction mechanism and suggest that the scope of the reaction may be extended by the use of high pressures.