167780-11-2

Usage

Physical state

White solid at room temperature

Common uses

Synthesis of pharmaceuticals, organic compounds, solvent, intermediate in chemical production

Industrial applications

Pharmaceutical and chemical industries

Ongoing research

Properties and potential uses

Upstream product

• 89-98-5 2-chloro-benzaldehyde 
• 98-86-2 acetophenone 
• 3300-67-2 3-(2-chlorophenyl)-1-phenylpropenone 
• 15397-33-8 3-Oxo-3-phenylpropanal 
• 14762-47-1 2-diazo-3-oxo-3-phenylpropanal 
• 65480-18-4 (3-(2-chlorophenyl)oxiran-2-yl)(phenyl)methanone 
• 70-11-1 α-bromoacetophenone 

Downstream Products

• 89-98-5 2-chloro-benzaldehyde 
• 98-86-2 acetophenone 

Relevant academic research and scientific papers

Alkaline earth metal-based metal-organic framework: Hydrothermal synthesis, X-ray structure and heterogeneously catalyzed Claisen-Schmidt reaction

Two alkaline earth metal-based carboxylate systems, [Mg(HL)(H 2O)2]n (1) and [Ca(H2L) 2]n (2) (H3L = chelidamic acid) have been hydrothermally synthesized, and characterized by single-crystal X-ray diffraction, IR, elemental analysis, and thermo-gravimetric analysis. Compound 1 has a 2D structure incorporating two water molecules. The dehydrated species, 1a, generated from 1 by removal of the coordinated water, has been characterized by thermo-gravimetric analysis, IR, elemental analysis and variable temperature powder X-ray diffraction. Both 1 and its dehydrated species 1a catalyze the Claisen-Schmidt reaction under heterogeneous conditions, but 1a is a more effective catalyst under environmentally friendly conditions. The catalyst can readily be recovered and reused in successive cycles without detectable loss of activity. Compound 2 has a 3D structure and is thermally stable up to 540 °C, but is inactive catalytically. This journal is the Partner Organisations 2014.

PAA-supported Hantzsch 1,4-dihydropyridine ester: An efficient catalyst for the hydrogenation of α,β-epoxy ketones

A new type of water-soluble polymer-supported NADH co-enzyme model-PAA (polyacrylic acid)-supported Hantzsch 1,4-dihydropyridine ester (PAA-HEH) was designed and synthesized. Catalytic amount of the supported reagent was used in the hydrogenation of α,β-epoxy ketones to the corresponding β-hydroxy ketones and showed great catalytic efficiency in the reduction reaction. This PAA-HEH was an optimal potential for recycling use.

Biomimetic hydrogenation: A reusable NADH co-enzyme model for hydrogenation of α,β-epoxy ketones and 1,2-diketones

A biomimetic method has been developed to transform α,β-epoxy ketones or 1,2-diketones into corresponding β-hydroxy ketones or α-hydroxy ketones using a catalytic amount of BNAH or BNA +Br-. The regeneration of BNAH or BNA+Br - is achieved by a mixture of HCOOH/Et3N. A radical mechanism is proposed to explain these observations.

Chemoselectivity in the reaction of 2-diazo-3-oxo-3-phenylpropanal with aldehydes and ketones

The chemoselectivity in the reaction of 2-diazo-3-oxo-3-phenylpropanal (1) with aldehydes and ketones in the presence of Et3N was investigated. The results indicate that 1 reacts with aromatic aldehydes with weak electron-donating substituents and cyclic ketones under formation of 6-phenyl-4H-1,3-dioxin-4-one derivatives. However, it reacts with aromatic aldehydes with electron-withdrawing substituents to yield 1,3-diaryl-3-hydroxypropan-1-ones, accompanied by chalcone derivatives in some cases. It did not react with linear ketones, aliphatic aldehydes, and aromatic aldehydes with strong electron-donating substituents. A mechanism for the formation of 1,3-diaryl-3-hydroxypropan-1-ones and chalcone derivatives is proposed. We also tried to react 1 with other unsaturated compounds, including various olefins and nitriles, and cumulated unsaturated compounds, such as N,N′-dialkylcarbodiimines, phenyl isocyanate, isothiocyanate, and CS2. Only with N,N′-dialkylcarbodiimines, the expected cycloaddition took place. Copyright

A magnesium-based multifunctional metal-organic framework: Synthesis, thermally induced structural variation, selective gas adsorption, photoluminescence and heterogeneous catalytic study

Three magnesium based carboxylate framework systems were prepared through a temperature-dependent synthesis. The compounds were synthesized by a hydrothermal method and characterized by single crystal X-ray diffraction analysis. A stepwise increase in the

Magnetic nano-Fe3O4-supported 1-benzyl-1,4- dihydronicotinamide (BNAH): Synthesis and application in the catalytic reduction of α,β-epoxy ketones

A novel magnetically recoverable organic hydride compound was successfully constructed by using silica-coated magnetic nanoparticles as a support. An as-prepared magnetic organic hydride compound, BNAH (1-benzyl-1,4- dihydronicotinamide), showed efficient activity in the catalytic reduction of α,β-epoxy ketones. After reaction, the magnetic nanoparticle- supported BNAH can be separated by simple magnetic separation which made the separation of the product easier.

Study on comparison of reducing ability of three organic hydride compounds

Selective reduction of three kinds of substrates were studied to evaluate the reducing abilities of N,N-dimethyl-benzimidazolidine (DMBI), 2-phenylbenzimidazoline (PBI) and 2-phenylbenzothiazoline (PBT). As hydride donors, these three five-membered heterocyclic compounds performed different reducing abilities depending on the substrates.

Catalytic hydrogenation of α,β-epoxy ketones to form β-hydroxy ketones mediated by an NADH coenzyme model

The hydrogenation of α,β-epoxy ketones can be mediated by a catalytic amount of BNAH or BNA+Br- to form corresponding β-hydroxy ketones in high yield. Na2S2O4 is used as the reducing agent to convert

Intermolecular aldol type reactions of phenacyl bromide with aldehydes mediated by active metallic indium in aqueous media

Mediated by active metallic indium generated in situ from metallic samarium and InCl3.4H2O, phenacyl bromide and aldehydes smoothly underwent intermolecular aldol type reaction in aqueous media affording β-hydroxy ketones in good yie

Samarium(II) diiodide-mediated intermolecular aldol type reactions of phenacyl bromides with carbonyl compounds

Intermolecular aldol type reactions of phenacyl bromides with various carbonyl compounds mediated by samarium(II) diiodide afford β-hydroxy ketones in moderate to good yields.The addition of N,N,N',N'-tetramethylethylenediamine or diethylaluminium chlorid