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- W2080661465 startingPage "5990" @default.
- W2080661465 abstract "<TEX>$H_2O$</TEX> 용매 하에서 6-methylquinoline 과 chromium trioxide의 반응을 통하여 6-methylquinolinium dichromate [<TEX>$(C_{10}H_9NH)_2Cr_2O_7$</TEX>]를 합성하여, 적외선분광광도법(IR), 유도결합 플라즈마(ICP) 등으로 구조를 확인하였다. 여러 가지 용매 하에서 6-methylquinolinium dichromate를 이용하여 벤질 알코올의 산화반응을 측정한 결과 유전상수(<TEX>${varepsilon}$</TEX>) 값이 큰 용매 순서인 시클로헥센 < 클로로포름 < 아세톤 < N,N-디메틸포름아미드 용매 하에서 높은 산화반응성을 보였다. 산촉매(<TEX>$H_2SO_4$</TEX>)를 이용한 DMF 용매 하에서 6-methylquinolinium dichromat는 벤질 알코올과 그의 유도체들(p-<TEX>$OCH_3$</TEX>, m-<TEX>$CH_3$</TEX>, H, m-<TEX>$OCH_3$</TEX>, m-Cl, m-<TEX>$NO_2$</TEX>)을 효과적으로 산화시켰다. 그리고 전자받개 그룹들은 반응속도가 감소한 반면에 전자주개 치환체들은 반응속도를 증가시켰다. 또한 Hammett 반응상수(<TEX>${rho}$</TEX>) 값은 -0.67(303K) 이였다. 그러므로 본 실험에서 알코올의 산화반응 과정은 속도결정단계에서 수소화 전이가 일어나는 메카니즘임을 알 수 있었다. 6-Methylquinolinium dichromate[<TEX>$(C_{10}H_9NH)_2Cr_2O_7$</TEX>] was synthesized by the reaction of 6-methylquinoline with chromium trioxide in <TEX>$H_2O$</TEX>, and characterized by IR, ICP. The oxidation of benzyl alcohol using 6-methylquinolinium dichromate in various solvents showed that the reactivity increased with the increase of the dielectric constant(<TEX>${varepsilon}$</TEX>), in the order: cyclohexene < chloroform < acetone < N,N- dimethylformamide. In the presence of hydrochloric acid(<TEX>$H_2SO_4$</TEX> solution), 6-methylquinolinium dichromate oxidized benzyl alcohol and its derivatives(p-<TEX>$OCH_3$</TEX>, m-<TEX>$CH_3$</TEX>, H, m-<TEX>$OCH_3$</TEX>, m-Cl, m-<TEX>$NO_2$</TEX>) smoothly in DMF. Electron-donating substituents accelerated the reaction, whereas electron acceptor groups retarded the reaction. The Hammett reaction constant(<TEX>${rho}$</TEX>) was -0.67(303K). The observed experimental data was used to rationalize the hydride ion transfer in the rate-determining step." @default.
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- W2080661465 date "2011-12-31" @default.
- W2080661465 modified "2023-10-18" @default.
- W2080661465 title "Kinetics of the Oxidation of Substituted Benzyl Alcohols using 6-Methylquinolinium Dichromate" @default.
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