The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 2-Chloropyridine 1-oxide( cas:2402-95-1 ) is researched.Computed Properties of C5H4ClNO.Das Gracas Carvalho Cito, Antonia Maria; Dantas Lopes, Jose Arimateia; Miller, Joseph; Moran, Paulo J. S. published the article 《Marked changes in relative nucleophilic strength in comparing SN reactions of some heterocyclic and homocyclic aromatic systems》 about this compound( cas:2402-95-1 ) in Journal of Chemical Research, Synopses. Keywords: benzenethiolate substitution chloropyridine oxide dichloropyridazine; substitution chloropyridine oxide dichloropyridazine kinetics; chloropyridine oxide substitution nucleophile kinetics; chloropyridazine substitution benzenethiolate methoxide kinetics; nucleophilicity benzenethiolate methoxide; methoxide substitution chloropyridine oxide dichloropyridazine. Let’s learn more about this compound (cas:2402-95-1).
The kinetics of the nucleophilic substitution reactions of 2- and 4-chloropyridine 1-oxides (I and II, resp.) and 3,6-dichloropyridazine (III) with MeO- and PhS- in MeOH were determined Comparison of the results with those previously reported for 2,4-(O2N)2C6H3R (R = Cl, iodo) (IV and V, resp.), showed a marked change in the relative nucleophilicity of MeO- and PhS- and PhS- in MeOH. At 0° the PhS-/MeO- rate ratios for IV and V were 1.95 × 103 and 1.68 × 104, resp., whereas for I, II and III they were 5.03, 4.87 and 0.538, resp. These results are discussed in terms of retention of the arenide electrons in the heterocyclic ring.
As far as I know, this compound(2402-95-1)Computed Properties of C5H4ClNO can be applied in many ways, which is helpful for the development of experiments. Therefore many people are doing relevant researches.
Reference:
Isoxazole – Wikipedia,
Isoxazole | C3H3NO – PubChem