13181-75-4Relevant academic research and scientific papers
Experimental evidence of chalcogen bonding at oxygen
Fellowes, Thomas,Harris, Benjamin L.,White, Jonathan M.
supporting information, p. 3313 - 3316 (2020/04/02)
An o-nitro-O-Aryl oxime was observed to exhibit a short O?O contact, which exhibited characteristics consistent with a chalcogen bond. The O-N bond length of the oxime was appreciably longer than the expected value, and NBO calculations indicated the presence of a n(O) → (O-N) orbital delocalisation. Topological analysis of the experimental electron density of two analogues shows the presence of a bond path between the two oxygen atoms, with (r) and 2(r) values consistent with an electrostatic interaction. Finally, electrostatic potential calculations indicate the presence of a-hole, the smoking gun indicating a Ch-bond. These results are unusual as oxygen is not typically considered to be a Ch-bond donor, especially in unactivated systems such as oximes.
FORMATION OF O,N-DISUBSTITUTED HYDROXYLAMINES AND KETOXIME ESTERS IN REACTIONS BETWEEN TRIAZENE 1-OXIDES AND BASES
Zlotin, S. G.,Prokshits, O. V.,Strelenko, Yu. A.,Luk'yanov, O. A.
, p. 1895 - 1900 (2007/10/02)
A new method has been put forward for the synthesis of O,N-disubstituted hydroxylamines and ketoxime esters that is based on the reaction of triazene 1-oxides containing strong electron-withdrawing substituents with bases.Keywords: O,N-disubstituted hydroxylamines, ketoximes, triazene 1-oxides, aryldiazonium tetrafluoroborates, bases.
NUCLEOPHILIC CLEAVAGE OF N-O BOND IN O-(2,4-DINITROPHENYL)CYCLOHEXANONE OXIME IN AQUEOUS-METHANOL
Malik, Wahid U.,Bhattacharjee, Gurudas,Sharma, Sharad
, p. 1749 - 1752 (2007/10/02)
The order of nucleophilic reactivity towards nitrogen in o-(2,4-dinitrophenyl)cyclohexanone oxime with various nucleophiles in aqueous-methanol has been found to be: N2H4 > OH- > PhO- > urea > thiourea > SO3- > CH3COO- > NO2- > S2O32- > SCN- > Cl- > Br-.A SN2 type of reaction involving a polar transition state on the oxime N is indicated.Bronsted relationship is applicable (β=0.09).The substrate is reducible at the dropping mercury electrode.Kinetics of the reaction has been followed both spectrophotometrically and polarographically with excellent conformity.
Oxime ethers and pesticidal preparations containing them
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, (2008/06/13)
New oxime ethers and pesticidal and herbicidal preparations containing them are disclosed. The oxime ethers correspond to the formula SPC1 Wherein R1 is a hydrogen atom or a lower alkyl radical; R2 is an aliphatic, cycloaliphatic, araliphatic, aromatic or heterocyclic radical; or wherein R1 and R2 form part of a saturated or unsaturated carbocycle or a 5-, 6- or 7-membered heterocycle; R3 is nitro, trifluoromethyl, formyl, lower carbalkoxy, sulfamyl or mono- or di-lower alkyl fulfamyl radical; R4- and R5 each is a hydrogen or halogen atom, an amino, mono- or di-lower alkyl amino, lower alkoxy, cycloalkoxy, lower alkylthio, nitro, lower carbalkoxy, arylthio, lower aralkylthio or lower alkyl group, or 5-, 6- or 7-membered heterocycle.
