The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: 4-Chloro-8-methylquinoline( cas:18436-73-2 ) is researched.Product Details of 18436-73-2.Calligaris, Mario; Illuminati, Gabriello; Marino, Gianlorenzo published the article 《Nucleophilic heteroaromatic substitution. XXVII. Piperidino dechlorination and methoxy dechlorination of 6- and 8-alkyl-4-chloroquinolines. Steric hindrance to specific solvation》 about this compound( cas:18436-73-2 ) in Journal of the American Chemical Society. Keywords: KINETICS PIPERIDINO DECHLORINATION; METHOXY DECHLORINATION; PIPERIDINO DECHLORINATION KINETICS; DECHLORINATION PIPERIDINO KINETICS; SOLVATION. Let’s learn more about this compound (cas:18436-73-2).
Kinetic data for the reaction of 6- and 8-alkyl-substituted 4-chloroquinolines with piperidine in four different solvents and with NaOMe in MeOH were obtained and compared. The tert-butyl group located at the position peri to the aza group is found to cause rate-depressing effects and significant increases in the energy and entropy of activation when the solvent is hydroxylic (methanol) whereas only minor changes are observed in aprotic or poor proton-donor solvents (toluene, HCONMe2, and piperidine). The results are interpreted in terms of steric inhibition of specific solvation (H bonding). 15 references.
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Reference:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia