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Photo-oxidation of tertiary amides, main degradation products of large malonamides

Abstract : Photo-oxidation of large malonamides N,N′-dimethyl, N,N′-dibutyl, tetradecyl malonamide (DMDBTDMA) and N,N′-dimethyl, N,N′-dibutyl, dodecylethoxy malonamide (DMDBDDEMA)—potential extractants for minor actinides in nuclear fuel reprocessing—leads mainly to the corresponding monoamides: N-butyl N-methyl hexadecanamide (BMHDA) and N-butyl N-methyl dodecyl oxy butanamide (BMDDOBA), respectively. The evolution of these main photoproducts was monitored during the degradation of malonamide solutions, and also pure monoamide solutions. Irradiation, for 1 h, with a low mercury pressure lamp can destroy BMHDA when diluted to 0.075 mol l−1 in n-dodecane. The two monoamides only differ by an ether bond and the weakness introduced by such a function in an alkyl chain is shown by slightly faster degradation. The relative weakness of BMDDOBA is independent of oxidant addition. Global degradation can be monitored by GC/FID or UV detection at 200 nm.
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Submitted on : Monday, January 10, 2022 - 11:46:32 AM
Last modification on : Wednesday, January 19, 2022 - 2:38:02 PM

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Franck Delavente, Jean-Michel Guillot, Olivier Thomas, Laurence Berthon, Christine Nicol. Photo-oxidation of tertiary amides, main degradation products of large malonamides. Journal of Photochemistry and Photobiology A: Chemistry, Elsevier, 2004, 162 (1), pp.81-88. ⟨10.1016/S1010-6030(03)00314-9⟩. ⟨hal-03518988⟩

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