Patai's Chemistry of Functional Groups 2010
DOI: 10.1002/9780470682531.pat0455
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The Organic Thermochemistry of Hydroxylamines, Oximes, Hydroxamic Acids and their Derivatives

Abstract: Introduction: Scope of the Chapter, Definitions of Key Terms and Sources of Data Hydroxylamines and N ‐Substituted Derivatives O ‐Substituted Hydroxylamine Derivatives (Alkoxylamines) Monooximes Glyoxime and Other Dio… Show more

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Cited by 9 publications
(13 citation statements)
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“…In addition, the effect of solvent on the proposed mechanism has also been investigated. Surprisingly little is known about the thermochemistry of O-substituted hydroxylamines, and for that matter about substituted hydroxylamines in general [63]. Can these catalyzed reactions provide such desired information?…”
Section: Issuementioning
confidence: 99%
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“…In addition, the effect of solvent on the proposed mechanism has also been investigated. Surprisingly little is known about the thermochemistry of O-substituted hydroxylamines, and for that matter about substituted hydroxylamines in general [63]. Can these catalyzed reactions provide such desired information?…”
Section: Issuementioning
confidence: 99%
“…While isomerism was not observed for the first compound the presence of E and Z isomers was shown in the second and the third. It is to be acknowledged that the E-/Z-enthalpy difference is known for few oximes, much less oxime ethers such as the above compounds [63].…”
Section: Issuementioning
confidence: 99%
“…We are thwarted as the desired data are missing. Indeed, the enthalpy of formation of benzohydroxamic acid itself remains unknown as is the case for hydroxamic acids in general [221].…”
Section: Issuementioning
confidence: 99%
“…This is a novel species, perhaps in equilibrium with the isomeric benzisoxazole-N-oxide and/or benzo-1,2,3-dioxazine. In principle, its enthalpy of formation could be determined should the sublimation enthalpy of salicylaldehyde oxime be measured (and the enthalpy of formation of the solid remeasured, perchance [221] and requisite bond energies and acidities be determined using experiments related to the recent study of the enthalpy of formation of o-benzoquinone as derived from that of catechol [251].…”
Section: Issuementioning
confidence: 99%
“…Four stereoisomers of the ligand may be considered: (Z, Z), (Z, E), (E, Z), and (E, E). Their relative stability is unknown, and although this is not expected to be of much consequence to the analytical chemist [439], the organic chemist is not likely to have been of much help anyway even if it had been, given such problems as those with the energetics of the related, and more symmetric and hence simpler, a-diketone dioximes [440].…”
Section: Issuementioning
confidence: 99%