176665-20-6

Basic information

• Product Name: (E)-1-ethyl-4-(4-methylstyryl)benzene
• Synonyms: (E)-1-ethyl-4-(4-methylstyryl)benzene
• CAS NO: 176665-20-6
• Molecular Weight: 222.33
• Mol File: 176665-20-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: (E)-1-ethyl-4-(4-methylstyryl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-ethyl-4-(4-methylstyryl)benzene(176665-20-6)
• EPA Substance Registry System: (E)-1-ethyl-4-(4-methylstyryl)benzene(176665-20-6)

Safety Data

• Hazardous Substances Data: 176665-20-6(Hazardous Substances Data)

Upstream product

• 22692-80-4 1-ethyl-4-(p-tolylethynyl)benzene 
• 104-87-0 4-methyl-benzaldehyde 

Relevant articles and documents

Nickel-Catalyzed Stereodivergent Synthesis of E- and Z-Alkenes by Hydrogenation of Alkynes

A convenient protocol for stereodivergent hydrogenation of alkynes to E- and Z-alkenes by using nickel catalysts was developed. Simple Ni(NO3)2?6 H2O as a catalyst precursor formed active nanoparticles, which were effective for the semihydrogenation of several alkynes with high selectivity for the Z-alkene (Z/E>99:1). Upon addition of specific multidentate ligands (triphos, tetraphos), the resulting molecular catalysts were highly selective for the E-alkene products (E/Z>99:1). Mechanistic studies revealed that the Z-alkene-selective catalyst was heterogeneous whereas the E-alkene-selective catalyst was homogeneous. In the latter case, the alkyne was first hydrogenated to a Z-alkene, which was subsequently isomerized to the E-alkene. This proposal was supported by density functional theory calculations. This synthetic methodology was shown to be generally applicable in >40 examples and scalable to multigram-scale experiments.

Selective Semihydrogenation of Alkynes with N-Graphitic-Modified Cobalt Nanoparticles Supported on Silica

For the first time N-graphitic-modified cobalt nanoparticles (Co/phen@SiO2-800) are shown to be active in the semihydrogenation of alkynes to alkenes. Key to success for efficient catalysis is both the modification of the metal nanoparticles by nitrogen-doped graphitic layers and the use of silica as support. Several internal alkynes are converted to the Z isomer in high yields with up to 93% selectivity. In addition, a variety of terminal alkynes, including sensitive functionalized compounds, are readily converted into terminal alkenes. Notably, this non-noble-metal catalyst allows for the purification of alkenes by selective hydrogenation of the corresponding alkyne in the presence of an excess of olefin.