1613-83-8Relevant articles and documents
Unexpected Z/E isomerism of N-methyl-O-phosphothioyl benzohydroxamic acids, their oxyphilic reactivity and inertness to amines
Majewski, Arkadiusz,Chojnacki, Jaros?aw,Przychodzeń, Witold
, p. 1077 - 1091 (2021/01/11)
Thiophosphinoylation of N-methyl p-substituted benzohydroxamic acids using disulfanes (method A) or diphenylphosphinothioyl chloride (method B) provides only one conformer of the respective O-phosphothioyl derivative (X-ray and NMR analysis). Undergoing t
Oxidative cleavage of hydroxamic acid promoted by sodium periodate
Yuan, Changchun,Du, Biao,Xun, Miao-Miao,Liu, Bo
, p. 3622 - 3628 (2017/06/13)
A series of hydroxamic acids, involving aliphatic, aromatic and cyclic substrates, were transformed to the corresponding carboxylic acids through NaIO4-mediated oxidative cleavage in mild conditions. Esterification of these acids with TMSCHN2 could result in formation of the corresponding methyl ester. This methodology makes good compensation for the existing methods transforming amides to esters. Our results also pave the way to harness hydroxamic acids as useful synthetic building blocks.
Determination of pKa's of hydroxamic acids by nucleophilic substitution reaction
Shrivastava, Ashish,Ghosh, Kallol K.,Dubey
, p. 1630 - 1634 (2008/09/19)
Acid dissociation constant (pKa) of some para-substituted benzohydroxamic, 4-XC6H4CONHOH, and N-methyl para-substituted benzohydroxamic acids, 4- XC6H4CON(OH) CH3, where X = H, CH3, CH3O, NO2, Cl, have been determined spectrophotometrically by nucleophilic substitution reactions of p-nitrophenyl acetate with hydroxamate ions at 27± 0.1°C. All reactions in this study follow pseudo-first order kinetics under condition of excess nucleophile. Good correlation has been observed between pKa and substitutent constants pointing out the validity of the Hammett equation. The kinetics results have been discussed on the basis of pKa and α-effect of hydroxamic acids.