Glass-Facilitated Thermal Decomposition of Difluoromethoxy Arenes

This report describes a comprehensive differential scanning calorimetry (DSC) evaluation of difluoromethoxy-containing aromatic building blocks. Central to this evaluation is a comparison between DSC thermograms obtained in a glass capillary and those obtained in a gold-plated crucible. The decomposition of difluoromethoxybenzene is shown to be autocatalytic in a glass capillary. A diverse series of difluoromethoxy arenes were evaluated, and most exhibited dichotomous, vessel-dependent decomposition. This distinction raises concerns about glass-facilitated thermal decomposition and safety concerns regarding materials of reactor construction. This study underscores the importance of reactive chemistry evaluations in the development of new fluorinated chemicals, especially when using glass equipment.

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Publication Details

Journal
Organic Process Research & Development
Published
2025-02-04
DOI
https://doi.org/10.1021/acs.oprd.4c00490
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Glass-Facilitated Thermal Decomposition of Difluoromethoxy Arenes

Sirun Yang, Joseph J. Topczewski, Tianhua Tang, Daniel Valco et al.
1 links
Organic Process Research & Development
Fluorine in Organic Chemistry
article

Glass-Facilitated Thermal Decomposition of Difluoromethoxy Arenes

Sirun Yang, Joseph J. Topczewski, Tianhua Tang, Daniel Valco, Eric M. Wiensch, Hayden Cheek
article en

Abstract

This report describes a comprehensive differential scanning calorimetry (DSC) evaluation of difluoromethoxy-containing aromatic building blocks. Central to this evaluation is a comparison between DSC thermograms obtained in a glass capillary and those obtained in a gold-plated crucible. The decomposition of difluoromethoxybenzene is shown to be autocatalytic in a glass capillary. A diverse series of difluoromethoxy arenes were evaluated, and most exhibited dichotomous, vessel-dependent decomposition. This distinction raises concerns about glass-facilitated thermal decomposition and safety concerns regarding materials of reactor construction. This study underscores the importance of reactive chemistry evaluations in the development of new fluorinated chemicals, especially when using glass equipment.

Organic Process Research & DevelopmentVol. 29(2)
Corteva (United States) (US)
Corteva Agriscience
Openalex Percentile: Top 98%
Fluorine in Organic Chemistry
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