Propanal

Papa, Anthony J.

doi:10.1002/14356007.a22_157.pub2

Cited by 7 publications

(7 citation statements)

References 8 publications

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“…Total oxidation is thermodynamically favored but undesired, as cheaper fuels with a higher energy density exist for power/heat generation. The technology for partial oxidation of propylene to C3 oxygenates (acrolein, propanal, 1-propanol, isopropanol, and acetone) is known and is performed on an industrial scale with sufficient selectivity. − …”

Section: Introductionmentioning

confidence: 99%

Propylene Epoxidation using Molecular Oxygen over Copper- and Silver-Based Catalysts: A Review

et al. 2020

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Propylene oxide (PO) is a versatile chemical, mainly used in the synthesis of polyurethane plastics. Propylene epoxidation using molecular oxygen could replace the tedious current synthesis protocols, which use expensive H 2 O 2 or organic peroxides as oxidants. This review focuses on the propylene epoxidation reaction using molecular oxygen in the gas phase over copper-and silver-based catalysts. Silver is a proven and industrially used ethylene epoxidation catalyst. However, it initiates allylic hydrogen stripping (AHS) in propylene epoxidation, shifting the selectivity toward unwanted acrolein and total oxidation. Nevertheless, silver has been extensively studied to determine if AHS could be mitigated by targeted active site design and various doping strategies. Copper-based catalysts have been less extensively studied but have been experimentally proved as well as theoretically confirmed that their PO selectivity is on par with that of silver. In this review, different catalyst modification strategies have been analyzed and the achieved improvements discussed. Theoretical approaches aimed at understanding the mechanism and predicting catalytic performance on the basis of electronic states (density functional theory calculations) are also reviewed. We conclude with a future outlook on how the current state of the art knowledge of active site modification and reaction engineering approaches could leverage the PO selectivity toward industrial requirements, thus enabling a breakthrough in gas-phase propylene epoxidation using O 2 .

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Section: Introductionmentioning

confidence: 99%

Propylene Epoxidation using Molecular Oxygen over Copper- and Silver-Based Catalysts: A Review

et al. 2020

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“…Moreover, the presence of sensitive functionalities limits the substrate scope. However, the preparation of secondary alcohols directly from alkenes via acid-catalyzed hydration reactions and the two-step Wacker oxidation of alkenes to ketones, followed by reduction are also extensively studied in the literature. , Modern transition-metal catalysis is an attractive and alternative method for the selective ring opening of epoxides.…”

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confidence: 99%

Ruthenium-Catalyzed Selective Hydrogenation of Epoxides to Secondary Alcohols

Thiyagarajan

Gunanathan

2019

Org. Lett.

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A ruthenium(II)-catalyzed highly selective Markovnikov hydrogenation of terminal epoxides to secondary alcohols is reported. Diverse substitutions on the aryl ring of styrene oxides are tolerated. Benzylic, glycidyl, and aliphatic epoxides as well as diepoxides also underwent facile hydrogenation to provide secondary alcohols with exclusive selectivity. Metal−ligand cooperation-mediated ruthenium trans-dihydride formation and its reaction involving oxygen and the less substituted terminal carbon of the epoxide is envisaged for the origin of the observed selectivity.

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“…Simple aldehydes, such as propionaldehyde, are very important bulk chemical materials . Insofar as reactivity is concerned, these aldehydes rely very heavily on their carbonyl moieties (e.g., Grignard reactions, Wittig olefinations, and Aldol condensation) or acidic α-hydrogens (e.g., α-CO oxidations, alkylations, and halogenations) .…”

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confidence: 99%