175614-52-5

Basic information

• Product Name: Benzaldehyde, 4-[(1E)-2-(4-methylphenyl)ethenyl]-
• CAS NO: 175614-52-5
• Molecular Formula: C16H14O
• Molecular Weight: 222.287
• Mol File: 175614-52-5.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 4-[(1E)-2-(4-methylphenyl)ethenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 4-[(1E)-2-(4-methylphenyl)ethenyl]-(175614-52-5)
• EPA Substance Registry System: Benzaldehyde, 4-[(1E)-2-(4-methylphenyl)ethenyl]-(175614-52-5)

Safety Data

• Hazardous Substances Data: 175614-52-5(Hazardous Substances Data)

Upstream product

• 623-27-8 terephthalaldehyde, 
• 1530-37-6 (4-methylbenzyl)triphenylphosphonium chloride 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 15164-44-0 p-(iodophenyl)carboxaldehyde 
• 104-88-1 4-chlorobenzaldehyde 
• 1122-91-4 4-bromo-benzaldehyde 
• 603-35-0 triphenylphosphine 
• 104-82-5 4-Methylbenzyl chloride 
• 321155-43-5 (E)-β-(2-pyridyldimethylsilyl)-4-methylstyrene 

Downstream Products

• 224966-39-6 (E)-1-[4-(4,4-dimethyl-2,6-dioxan-1-yl)phenyl]-2-(4-methylphenyl)ethene 
• 1335205-39-4 (E)-4-(2-(4-methylphenyl)ethenyl)phenylmethanol 
• 299927-07-4 4-{(E)-2-[4-((E)-2-{4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-vinyl}-benzaldehyde 
• 299927-06-3 1,3-Bis-dodecyloxy-5-((E)-2-{4-[(E)-2-(4-vinyl-phenyl)-vinyl]-phenyl}-vinyl)-benzene 
• 224966-51-2 2-[4-((E)-2-{4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-5,5-dimethyl-[1,3]dioxane 
• 224966-54-5 4-((E)-2-{4-[(E)-2-(3,5-Bis-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-benzaldehyde 
• 299204-60-7 5,5-Dimethyl-2-[4-((E)-2-{4-[(E)-2-(3,4,5-tris-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-[1,3]dioxane 
• 299204-64-1 [4-((E)-2-{4-[(E)-2-(3,4,5-Tris-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-phenyl]-methanol 
• 299204-61-8 4-((E)-2-{4-[(E)-2-(3,4,5-Tris-dodecyloxy-phenyl)-vinyl]-phenyl}-vinyl)-benzaldehyde 
• 920966-73-0 C₆₃H₁₀₁O₆P 

Relevant articles and documents

Novel stilbene-based Fischer base analog of leuco-TAM - (2E,2′Z)-{2-(4-(E)-styrylphenyl)propane-1,3-diylidene}bis(1,3,3-trimethylindoline) - derivatives: Synthesis and structural consideration by 1D NMR and 2D NMR spectroscopy

We report the synthesis of a series of novel stilbene-based (St) Fischer base analogs of leuco-triarylmethane (LTAM) dyes by treating Fischer base with (E)-4-styrylbenzaldehyde derivatives. All St-LTAM molecules examined herein are characterized by 1D and 2D NMR. They were found to exhibit ZE configuration and isomerize to their diastereomers EE and ZZ in 2-3 h. They exhibit type I behavior of diastereomeric isomerization.

Palladium(ii) ligated with a selenated (Se, CNHC, N-)-type pincer ligand: An efficient catalyst for Mizoroki-Heck and Suzuki-Miyaura coupling in water

A new 1-[N-benzylacetamido]-3-[1-(2-phenylselenylethyl)]benzimidazolium chloride (L), the precursor of a novel (Se, CNHC, N-)-type pincer ligand (L) was synthesised in high yield through a sequence of consecutive reactions of 1H-benzimidazole with ethylene dichloride, sodium selenophenolate, and N-benzyl-2-chloroacetamide. The palladium-promoted reaction of L with PdCl2 resulted in a moisture- and air-insensitive complex [Pd(L-H2Cl)Cl] (1), which demonstrated outstanding catalytic potential for Mizoroki-Heck coupling of aromatic bromides and chlorides (with yields up to 94% and 70%, respectively) at very low catalyst loading (0.2 mol%) and under mild reaction conditions in water. The complex (1) was also investigated for Suzuki-Miyaura coupling and found to be selectively efficient (yields up to 94%) for Suzuki-Miyaura coupling of aromatic bromides at 0.01 mol% of 1 in water. All coupling reactions were carried out in the green and economical solvent, water, which is highly desirable for bulk synthesis of complex molecules in industry. During the catalytic process, complex 1 converted into PdSe nanoparticles (NPs, size range 5-6 nm) in situ. The morphology and composition of these NPs were analysed through high-resolution transmission electron microscopy and transmission electron microscopy-energy dispersive X-ray spectroscopy, respectively. The core-level, X-ray photoelectron spectroscopy analysis confirmed the presence of stable Pd0 and Pd2+ oxidation states in these PdSe NPs. Based on further experimental investigations, these nanoparticles were found to work as a stock of true catalytic species. The hot filtration test, as well as the two-phase test, confirmed the largely homogeneous nature of the catalytic process, which probably proceeds by leaching of solution-phase Pd species from these NPs.

Efficient Mizoroki–Heck coupling reactions using phosphine-modified Pd(II)–picolinate complex

Efficient Mizoroki–Heck couplings were obtained using a very easily synthesizable palladium(II) complex of hemilabile N–O ligand (picolinate), with high turnover frequencies up to >10,000 h?1, in just 15 min, with high selectivity of >99% to the desired products. Wide applicability of the simple-looking palladium complex catalyst was established with differently functionalized substrates. Catalyst screening studies revealed intricate details of dependence of catalyst performance on different reaction parameters and conditions and arriving at the optimized facile methodology.