A tri(potassium sulfonate) derivative of perchlorotriphenylmethyl radical (PTM) as a stable water soluble radical-scavenger of the hydroxyl radical more powerful than 5,5-dimethyl-1-pyrroline-N-oxide

The tripotassium salt of tris(2,3,5,6-tetrachloro-4-hydroxysulfonylphenyl)methyl radical (3 K super(+) TSPTM super(3-)) reacts in water with hydroxyl radical very fast with a rate constant (k= 2.4 10 super(11) M super(-1) s super(-1)) much higher than that of the reaction of hydroxyl radical with th...

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Bibliographic Details
Published in:RSC advances 2013-01, Vol.3 (25), p.9949-9956
Main Authors: Mesa, Juan Antonio, Chávez, Sergei, Fajarí, Lluís, Torres, Josep Lluís, Juliá, Luis
Format: Article
Language:English
Subjects:
Derivatives
Electron paramagnetic resonance
Hydroxyl radicals
Radicals
Rate constants
Scavenging
Sulfonates
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Summary:The tripotassium salt of tris(2,3,5,6-tetrachloro-4-hydroxysulfonylphenyl)methyl radical (3 K super(+) TSPTM super(3-)) reacts in water with hydroxyl radical very fast with a rate constant (k= 2.4 10 super(11) M super(-1) s super(-1)) much higher than that of the reaction of hydroxyl radical with the spin trap 5,5-dimethyl-1-pyrroline-N-oxide (DMPO) (k= 3.4 10 super(9) M super(-1) s super(-1)). The reaction affects the radical character of the molecule and is monitored by electron paramagnetic resonance (EPR). The hydroxyl radical scavenging is established by the characterization of the resulting water-soluble product as the dipotassium salt of 4-[bis(2,3,5,6-tetrachloro-4-hydroxysulfonylphenyl)methylene]-2,3, 5 ,6-tetrachlorocyclohexa-2,5-dien-1-one (2).
ISSN:2046-2069
2046-2069
DOI:10.1039/c3ra41499j