scholarly journals Mechanically induced oxidation of alcohols to aldehydes and ketones in ambient air: Revisiting TEMPO-assisted oxidations

2017 ◽  
Vol 13 ◽  
pp. 2049-2055 ◽  
Author(s):  
Andrea Porcheddu ◽  
Evelina Colacino ◽  
Giancarlo Cravotto ◽  
Francesco Delogu ◽  
Lidia De Luca
Keyword(s):  
Ball Milling ◽  
Carboxylic Acids ◽  
Carbonyl Compounds ◽  
Ambient Air ◽  
Mechanochemical Reaction ◽  
Secondary Alcohols ◽  
Mechanical Processing ◽  
Oxidation Of Alcohols ◽  
Aldehydes And Ketones ◽  
Cost Efficient

The present work addresses the development of an eco-friendly and cost-efficient protocol for the oxidation of primary and secondary alcohols to the corresponding aldehydes and ketones by mechanical processing under air. Ball milling was shown to promote the quantitative conversion of a broad set of alcohols into carbonyl compounds with no trace of an over-oxidation to carboxylic acids. The mechanochemical reaction exhibited higher yields and rates than the classical, homogeneous, TEMPO-based oxidation.

scholarly journals Photochemical oxidation of benzylic primary and secondary alcohols utilizing air as the oxidant

2020 ◽  
Vol 22 (2) ◽  
pp. 471-477 ◽  
Author(s):  
Nikolaos F. Nikitas ◽  
Dimitrios Ioannis Tzaras ◽  
Ierasia Triandafillidi ◽  
Christoforos G. Kokotos
Keyword(s):  
Photochemical Oxidation ◽  
Secondary Alcohols ◽  
Oxidation Of Alcohols ◽  
Aldehydes And Ketones

A mild and green photochemical protocol for the oxidation of alcohols to aldehydes and ketones was developed.

scholarly journals A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactor

2009 ◽  
Vol 5 ◽  
Author(s):  
Andrew Bogdan ◽  
D Tyler McQuade
Keyword(s):  
Packed Bed ◽  
Secondary Alcohols ◽  
Great Stability ◽  
Wide Range ◽  
Oxidation Of Alcohols ◽  
Aldehydes And Ketones ◽  
High Yields ◽  
By Products ◽  
Over Time

We demonstrate the preparation and characterization of a simplified packed-bed microreactor using an immobilized TEMPO catalyst shown to oxidize primary and secondary alcohols via the biphasic Anelli-Montanari protocol. Oxidations occurred in high yields with great stability over time. We observed that plugs of aqueous oxidant and organic alcohol entered the reactor as plugs but merged into an emulsion on the packed-bed. The emulsion coalesced into larger plugs upon exiting the reactor, leaving the organic product separate from the aqueous by-products. Furthermore, the microreactor oxidized a wide range of alcohols and remained active in excess of 100 trials without showing any loss of catalytic activity.

Hydrogen transfer reactions. I. Reduction of carbonyl compounds by alcohols catalyzed by alumina

1969 ◽  
Vol 47 (19) ◽  
pp. 3705-3707 ◽  
Author(s):  
D. V. Ramana ◽  
C. N. Pillai
Keyword(s):  
Vapor Phase ◽  
Carbonyl Compounds ◽  
Hydrogen Transfer ◽  
Isopropyl Alcohol ◽  
Aromatic Aldehydes ◽  
Transfer Reactions ◽  
Secondary Alcohols ◽  
Effective Catalyst ◽  
Phase Reduction ◽  
Aldehydes And Ketones

Alumina containing about 2.2% by weight of Na+ has been found to be an effective catalyst for the vapor phase reduction of carbonyl compounds by alcohols and for the reverse reaction, the oxidation of the alcohols by carbonyl compounds. The reduction of a number of aliphatic and aromatic aldehydes and ketones by isopropyl alcohol and the oxidation of a number of primary and secondary alcohols by ketones like acetone and cyclohexanone are reported.

Efficient and selective oxidation of alcohols to carbonyl compounds at room temperature by a ruthenium complex catalyst and hydrogen peroxide

2019 ◽  
Vol 43 (48) ◽  
pp. 19415-19421 ◽  
Author(s):  
Jie-Xiang Wang ◽  
Xian-Tai Zhou ◽  
Qi Han ◽  
Xiao-Xuan Guo ◽  
Xiao-Hui Liu ◽  
...  
Keyword(s):  
Hydrogen Peroxide ◽  
Selective Oxidation ◽  
Carbonyl Compounds ◽  
Room Temperature ◽  
Ruthenium Complex ◽  
Secondary Alcohols ◽  
Complex Catalyst ◽  
Efficient System ◽  
Oxidation Of Alcohols

An efficient system comprising a ruthenium complex and hydrogen peroxide was developed for the oxidation of various primary and secondary alcohols at room temperature.

Comparing Carbonyls Levels in Indoor Air in two Offices -Green and Old Building

2017 ◽  
Vol 68 (8) ◽  
pp. 1708-1710 ◽  
Author(s):  
Raluca Diodiu ◽  
Toma Galaon
Keyword(s):  
Carboxylic Acids ◽  
Indoor Air ◽  
Carbonyl Compounds ◽  
High Performance ◽  
Green Building ◽  
Analytical Techniques ◽  
Passive Samplers ◽  
The Other ◽  
Air Samples ◽  
Aldehydes And Ketones

The concentrations of 17 carbonyl compounds were investigated in indoor air of two offices - one located in a green building and the other in an old building, both from Bucharest. Indoor air samples were collected during normal activities of the working staff on passive samplers. Two analytical techniques were used: Ion Chromatography for carboxylic acids and High Performance Liquid Chromatography for aldehydes and ketones. A questionnaire was administrated in order to collect information about buildings characteristics, indoor furniture, decorating materials and electronical devices used during the sampling. Formaldehyde, acroleine+acetone, acetaldehyde, hexaldehyde and carboxylic acids were the most abundant compounds that accounted for more than 50% of the total carbonyls. The majority of the aldehydes showed higher concentrations in the old building office compared to the concentrations found in the green building office. Regarding the carboxylic acids: the concentration of formic acid was slightly higher in the old building office versus the green building office; in the case of acetic acid, the concentration found in the old building office was around two times higher comparing to the green building office.

scholarly journals Synthesis, spectral characterization and catalytic studies of new ruthenium(II) chalcone thiosemicarbazone complexes

2010 ◽  
Vol 8 (1) ◽  
pp. 229-240 ◽  
Author(s):  
Manisekar Muthukumar ◽  
Periasamy Viswanathamurthi
Keyword(s):  
Catalytic Activity ◽  
Carbonyl Compounds ◽  
Transfer Hydrogenation ◽  
Secondary Alcohols ◽  
Octahedral Structure ◽  
Imine Nitrogen ◽  
Phenolic Oxygen ◽  
Thiosemicarbazone Complexes ◽  
Aldehydes And Ketones ◽  
Nmr Methods

AbstractA series of new hexa-coordinated ruthenium(II) complexes of the type [Ru(CO)(EPh3)(B)(L)] (E = P or As; B = PPh3, AsPh3 or Py; L = chalcone thiosemicarbazone) have been prepared by reacting [RuHCl(CO)(EPh3)2(B)] (E = P or As; B = PPh3, AsPh3 or Py) with chalcone thiosemicarbazones in benzene under reflux. The new complexes have been characterized by analytical and spectroscopic (IR, UV-vis, 1H, 31P and 13C NMR) methods. On the basis of data obtained, an octahedral structure was assigned for all of the complexes. The chalcone thiosemicarbazones behave as dianionic tridentate O, N, S donors and coordinate to ruthenium via the phenolic oxygen of chalcone, the imine nitrogen of thiosemicarbazone and thienol sulfur. The new complexes exhibit catalytic activity for the oxidation of primary and secondary alcohols to their corresponding aldehydes and ketones and they were also found to be efficient catalysts for the transfer hydrogenation of carbonyl compounds.

scholarly journals A Recyclable, Metal-Free Mechanochemical Approach for the Oxidation of Alcohols to Carboxylic Acids

Molecules ◽  
2020 ◽  
Vol 25 (2) ◽  
pp. 364 ◽  
Author(s):  
Kendra Leahy Denlinger ◽  
Preston Carr ◽  
Daniel C. Waddell ◽  
James Mack
Keyword(s):  
Stainless Steel ◽  
Ball Milling ◽  
Carboxylic Acids ◽  
Steric Hindrance ◽  
Primary Alcohol ◽  
Oxidation Reactions ◽  
Primary Alcohols ◽  
Metal Free ◽  
Oxidation Of Alcohols ◽  
Stainless Steel Ball

The oxidation of primary alcohols under mechanochemical conditions in a Spex8000M Mixer/Mill was investigated. To facilitate ease of separation and recyclability, a polystyrene-bound version of a TEMPO catalyst was employed. When paired with Oxone® in a stainless-steel vial with a stainless-steel ball, several primary alcohols were successfully oxidized to the corresponding carboxylic acids. The product was isolated using gravity filtration, which also allowed for the polystyrene-bound TEMPO catalyst to be recovered and reused in subsequent oxidation reactions. Furthermore, it was demonstrated that the size and steric hindrance of the primary alcohol does not hinder the rate of the reaction. Finally, the aldehyde was selectively obtained from a primary alcohol under ball milling conditions by using a combination of non-supported TEMPO with a copper vial and copper ball.

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