2018
DOI: 10.1021/acs.jchemed.7b00412
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Continuous Flow Science in an Undergraduate Teaching Laboratory: Bleach-Mediated Oxidation in a Biphasic System

Abstract: An undergraduate teaching laboratory experiment involving a continuous flow, bleach-mediated oxidation of aldehydes under biphasic conditions was developed that allowed students to explore concepts of mixing or mass transport, solvent sustainability, biphasic reactions, phase transfer catalysis, and continuous flow chemistry.

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Cited by 13 publications
(11 citation statements)
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“…In fact, PTC-assisted oxidations have been comprehensively reviewed . The simple setup and relatively safe reagent combination makes the approach particularly attractive [329].…”
Section: Oxidation and Related Transformationsmentioning
confidence: 99%
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“…In fact, PTC-assisted oxidations have been comprehensively reviewed . The simple setup and relatively safe reagent combination makes the approach particularly attractive [329].…”
Section: Oxidation and Related Transformationsmentioning
confidence: 99%
“…As an example, the use of bleach and catalytic tetrabutylammonium bromide (TBAB) for the oxidation of alcohols and aldehydes in flow was reported by Jamison et al in 2012 ( Scheme 81 ) [ 328 ]. The simple setup and relatively safe reagent combination makes the approach particularly attractive [ 329 ].…”
Section: Reviewmentioning
confidence: 99%
“…(B) Examples of reactions showcasing green chemistry under flow conditions include the synthesis of 5-hydroxymethylfurfural (6) from fructose (5) 32 and the conversion of reclaimed vegetable oil into biodiesel (not shown). 33 (C) Oxidation reactions under flow conditions on a preparation scale have been developed by Kairouz and Collins 34 and by the Leadbeater group 21 based on work developed by the Jamison group. 35 In both cases, a benzylic aldehyde was oxidised to a methyl ester using aqueous NaOCl in the presence of tetrabutylammonium bromide.…”
Section: Spotlight Synopenmentioning
confidence: 99%
“…Hence, there is a high demand for skilled personnel with at least a notion of flow chemistry. It is therefore obvious that flow chemistry courses should be implemented in the academic training of future generations of chemists and chemical engineers [20][21][22][23][24][25][26][27][28][29].…”
Section: Introductionmentioning
confidence: 99%