Sucrose tricarboxylate by sonocatalysed TEMPO-mediated oxidation.
Oxidation of sucrose by the NaOCl/TEMPO system provided sucrose tricarboxylate without the addition of sodium bromide as co-catalyst when high-frequency (500 kHz) ultrasound was applied, in contrast to very limited conversion without sonication. In the presence of sodium bromide, sonication also caused acceleration of the oxidation. The rate increase due to sonication of the oxidant system prior to sucrose addition suggests that ultrasound acts at the level of the formation of the nitrosonium ion, the active oxidising species in the catalytic cycle.
Lemoine
S
S
Unité Mixte de Sucrochimie CNRS Béghin-Say (UMR 143), Villeurbanne, France.
Thomazeau
C
C
Joannard
D
D
Trombotto
S
S
Descotes
G
G
Bouchu
A
A
Queneau
Y
Y
D000975:Antioxidants / Q000494:pharmacology; D001965:Bromides / Q000494:pharmacology; D002384:Catalysis / Q000187:drug effects; D003497:Cyclic N-Oxides / Q000494:pharmacology; D015394:Molecular Structure; D010084:Oxidation-Reduction / Q000187:drug effects; D017670:Sodium Compounds / Q000494:pharmacology; D012973:Sodium Hypochlorite / Q000494:pharmacology; D013395:Sucrose / Q000031:analogs & derivatives* / Q000737:chemistry* / Q000378:metabolism; D014233:Tricarboxylic Acids / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism; D014465:Ultrasonics
D000975:Antioxidants; D001965:Bromides; D003497:Cyclic N-Oxides; D017670:Sodium Compounds; D014233:Tricarboxylic Acids; C416832:sucrose tricarboxylic acid; D013395:Sucrose; D012973:Sodium Hypochlorite; C027938:sodium bromide; C003959:TEMPO