Organic chemistry under hydrothermal conditions

Avola, Sabine; Guillot, M; Perez, Denilson da Silva; Pellet‐Rostaing, Stéphane; Kunz, Werner; Goettmann, Frédéric

doi:10.1351/pac-con-12-04-01

Cited by 11 publications

(3 citation statements)

References 60 publications

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“…The lack of reagents, the use of water as the solvent, and the simple product isolation procedures mean that this reaction conforms to many of the standard principles of green chemistry . Hydrothermal reactions of organic chemicals in general are of increasing interest for green chemistry applications − and also in the broader context geomimicry, the geochemical analogue of biomimicry …”

Section: Introductionmentioning

confidence: 99%

Kinetics and Mechanisms of Dehydration of Secondary Alcohols Under Hydrothermal Conditions

Bockisch

Lorance

Hartnett

et al. 2018

ACS Earth Space Chem.

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Alcohol dehydration by elimination of water is central to a series of functional group interconversions that have been proposed as a reaction pathway that connects hydrocarbons and carboxylic acids under geochemically relevant hydrothermal conditions such as in sedimentary basins. Hydrothermal dehydration of alcohols is an example of an organic reaction that is quite different from the corresponding chemistry under ambient laboratory conditions. In hydrothermal dehydration, water acts as the solvent and provides the catalyst, and no additional reagents are required. This stands in contrast to the same reaction at ambient conditions, where concentrated strong acids are required. Hydrothermal dehydration is thus of potential interest in the context of green chemistry. We investigated the mechanism of hydrothermal alcohol dehydration for a series of secondary alcohols using studies of kinetics and stereoelectronic effects to establish reaction mechanisms. The E1 elimination mechanism dominates over the corresponding E2 mechanism, with the E2 mechanism being competitive with E1 only for the most favorable stereoelectronically restricted alcohols included in the present study. These results are relevant to understanding the kinetics and product distributions of alcohol dehydration reactions in natural geologic systems and can guide the development of organic chemical reactions that mimic geologic organic reactions under laboratory green chemistry conditions.

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Section: Introductionmentioning

confidence: 99%

Kinetics and Mechanisms of Dehydration of Secondary Alcohols Under Hydrothermal Conditions

Bockisch

Lorance

Hartnett

et al. 2018

ACS Earth Space Chem.

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“…Furthermore, the dielectric constant of water falls from 80 at room temperature to about 40 at 200 °C. 25 Viscosity and surface tension also decrease with increasing temperature, 26 while water ionic product will increase with pK e decreasing down to 11.5 around 200 °C. In these conditions, organic molecules become better solvated in water as exemplified by the increase of solubility of chrysene in water by a factor 10 5 at 225 °C compared to room temperature.…”

Section: Hydrothermal Microwave Synthesismentioning

confidence: 99%

The Hunt for Maya Purple: Revisiting Ancient Pigments Syntheses and Properties

2021

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Syntheses of analogues of historical indigo and Maya blue pigments using an inquiry-based approach ispresented. Derivatives of indigo were synthetized (in particular Tyrian purple) and used as vat dyes for dyeing cotton or wool fabrics or mixed with a sepiolite clay to create new hues or colors of Maya blues using a green chemistry hydrothermal microwave synthesis. The hydrothermal approach allows a very quick preparation of Maya analogue pigments (typically one hour) while illustrating a green chemistry approach. The obtained Maya pigments can have very different colors (or not) from their initial indigo derivative and furthermore undergo color change under annealing (thermochromism) or mechanical grinding (tribochromism). In particular, the Tyrian purple/sepiolite chromism allows a direct visual illustration for students of the structural changes in sepiolite host-matrix associated with its pores closure and water loss.

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“…Due to these modifications in physical properties, a lot of chemical reactions can be done in subcritical or supercritical solvent . To the best of our knowledge, no review concerning glycerol chemistry in critical solvents has been reported.…”

Section: Introductionmentioning

confidence: 99%

Glycerol in subcritical and supercritical solvents

Galy

Nguyen

Yalgin

et al. 2016

J of Chemical Tech & Biotech

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Glycerol conversion to added value chemicals is a research avenue that has attracted significant interest in recent years. The utilization of critical solvents such as water and organic solvents in critical conditions as well as subcritical conditions (or hot compressed solvent) and supercritical conditions can offer several advantages to batch processes and in continuous flow systems in view of their potential implementation in industry. This review has been aimed to highlight most recent key processes for glycerol valorization to valuable products using different types of catalysts and processes.

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Organic chemistry under hydrothermal conditions

Cited by 11 publications

References 60 publications

Kinetics and Mechanisms of Dehydration of Secondary Alcohols Under Hydrothermal Conditions

Kinetics and Mechanisms of Dehydration of Secondary Alcohols Under Hydrothermal Conditions

The Hunt for Maya Purple: Revisiting Ancient Pigments Syntheses and Properties

Glycerol in subcritical and supercritical solvents

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