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Benzaldehyde

About: Benzaldehyde is a(n) research topic. Over the lifetime, 8049 publication(s) have been published within this topic receiving 114520 citation(s). The topic is also known as: Benzoic acid aldehyde & Ethereal oil of bitter almonds.


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Journal ArticleDOI
Abstract: The catalytic properties of the metal-organic framework compound Cu 3 (BTC) 2 (H 2 O) 3 · x H 2 O (BTC=benzene 1,3,5-tricarboxylate) were explored. Cu 2 O-free powder samples of Cu 3 (BTC) 2 (H 2 O) 3 · x H 2 O were obtained using an improved synthesis at 393 K under hydrothermal conditions. The microporous material has a high specific pore volume of 0.41 cm 3 g −1 and a pore diameter of 10.7 A (Horvath-Kawazoe). Removal of the three copper-bound water molecules allows to access the Lewis acid copper sites. The exchange of coordinated water by substrates or solvent molecules is recognized from the color change of the compound. For chemisorbed benzaldehyde, the IR stretching frequency ν (CO) is decreased from 1702 to 1687 cm −1 . The chemisorption results in an activation of benzaldehyde for the liquid phase cyanosilylation with a reasonable yield of 50–60% after 72 h (313 K) and a high selectivity. Filtration experiments demonstrate that the reaction mechanism is heterogeneous. Coordinating solvents such as THF completely block the Lewis acid sites of the catalyst. Solvents such as CH 2 Cl 2 or higher reaction temperatures (353 K) cause decomposition of the catalyst.

908 citations

Journal ArticleDOI
TL;DR: Mesoporous carbon nitride polymer can function as a metal-free photocatalyst to activate O(2) for the selective oxidation of benzyl alcohols with visible light, avoiding the cost, toxicity, and purification problems associated with corresponding transition-metal systems.
Abstract: Mesoporous carbon nitride (mpg-C3N4) polymer can function as a metal-free photocatalyst to activate O2 for the selective oxidation of benzyl alcohols with visible light, avoiding the cost, toxicity, and purification problems associated with corresponding transition-metal systems. By combining the surface basicity and semiconductor functions of mpg-C3N4, the photocatalytic system can realize a high catalytic selectivity to generate benzaldehyde. The metal-free photocatalytic system also selectively converts other alcohol substrates to their corresponding aldehydes/ketones, demonstrating a potential pathway of accessing traditional mild radical chemistry with nitroxyl radicals.

728 citations

Journal ArticleDOI
TL;DR: Pseudomonas putida (arvilla) mt-2 carries genes for the catabolism of toluene, m- xylene, and p-xylene on a transmissible plasmid, TOL, suggesting that a single set of nonspecific enzymes is responsible for the dissimilation of the breakdown products of toLUene and m- and p -xylene.
Abstract: Pseudomonas putida (arvilla) mt-2 carries genes for the catabolism of toluene, m-xylene, and p-xylene on a transmissible plasmid, TOL. These compounds are degraded by oxidation of one of the methyl substituents via the corresponding alcohols and aldehydes to benzoate and m- and p-toluates, respectively, which are then further metabolised by the meta pathway, also coded for by the TOL plasmid. The specificities of the benzyl alcohol dehydrogenase and the benzaldehyde dehydrogenase for their three respective substrates are independent of the carbon source used for growth, suggesting that a single set of nonspecific enzymes is responsible for the dissimilation of the breakdown products of toluene and m- and p-xylene. Benzyl alcohol dehydrogenase and benzaldehyde dehydrogenase are coincidently and possible coordinately induced by toluene and the xylenes, and by the corresponding alcohols and aldehydes. They are not induced in cells grown on m-toluate but catechol 2,3-oxygenase can be induced by m-xylene.

585 citations

Journal ArticleDOI
TL;DR: A theoretical study of transition structures demonstrates the important role of the terminal hydroxyl group in the catalyst in the stereodiscrimination and suggests a new strategy in the design of new organic catalysts for direct asymmetric aldol reactions and related transformations because plentiful chiral resources containing multi-hydrogen bond donors, for example, peptides, might be adopted in the designs.
Abstract: Novel organic molecules containing an l-proline amide moiety and a terminal hydroxyl for catalyzing direct asymmetric aldol reactions of aldehydes in neat acetone are designed and prepared. Catalyst 3d, prepared from l-proline and (1S,2S)-diphenyl-2-aminoethanol, exhibits high enantioselectivities of up to 93% ee for aromatic aldehydes and up to >99% ee for aliphatic aldehydes. A theoretical study of transition structures demonstrates the important role of the terminal hydroxyl group in the catalyst in the stereodiscrimination. Our results suggest a new strategy in the design of new organic catalysts for direct asymmetric aldol reactions and related transformations because plentiful chiral resources containing multi-hydrogen bond donors, for example, peptides, might be adopted in the design.

373 citations

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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
20225
2021167
2020196
2019217
2018226
2017241