(Bromomethyl)phenylacetic Acid류의 加溶媒 分解 反應에 대한 溶媒效果
- Title
- (Bromomethyl)phenylacetic Acid류의 加溶媒 分解 反應에 대한 溶媒效果
- Other Titles
- Solvent Effects on the Solvolyses of ortho and para (Bromomethyl)phenylacetic Acids
- Author
- 이권엽
- Alternative Author(s)
- Lee, Kwon Yub
- Advisor(s)
- 경진범
- Issue Date
- 2008-02
- Publisher
- 한양대학교
- Degree
- Master
- Abstract
- 이성분 혼합 용매 내에서 p-(bromomethyl)phenylacetic acid와 o-(bromomethyl)phenylacetic acid의 가용매 분해 반응에 대한 반응 속도를 45.0℃에서 적정법을 사용하여 측정하였다. 또한 이들 생성물들을 gas chromatography로 분석하였다.
이렇게 해서 얻은 속도 상수를 친핵성도(N_(T))와 이온화력(Y_(Br))들을 이용하여 simple Grunwald-Winstein식과 extended Grunwald-Winstein식에 적용하였다. 그 결과 p-isomer에서는 용매의 친핵성도의 민감도(l)가 0.78이었고, 용매의 이온화력에 대한 민감도(m)가 0.50이었으며, o-isomer에서는 각각 0.80와 0.59 이었다. 또한, 여러 온도에서 p-isomer와 o-isomer의 가용매 분해 반응에 대한 반응 속도를 측정하여 활성화 엔탈피와 활성화 엔트로피를 계산하였다.
이들 결과로부터, p-isomer와 o-isomer의 가용매 분해 반응은 21개의 모든 용매 내에서 결합 형성이 우선하는 associated 이분자 반응임을 알 수 있었다.; Kinetics for the solvolyses of p-(bromomethyl)phenylacetic acid and o-(bromomethyl)phenylacetic acid in binary solvent mixtures have been measured by using the titrimetric method at 45.0 ℃.
Rate constants obtained by this method were applied to the simple and the extended Grunwald-Winstein equation using the values for N_(T) and Y_(Br). In result, sensitivities of solvent nucleophilicity(l) and solvent ionizing power(m) for the solvolyses of p-isomer and o-isomer were determined to be 0.78, 0.50 and 0.80, 0.59, respectively. Also, the values of activation enthalpy and entropy for the solvolyses of p-isomer and o-isomer were calculated from the rate constants measured at several temperatures. From those results, it was found that the solvolyses of p-(bromomethyl)phenylacetic acid and o-(bromomethyl)phenylacetic acid proceeded through a bimolecular nucleophilic substitution which prefers a bond formation (associative S_(N)2) in all solvents.
- URI
- https://repository.hanyang.ac.kr/handle/20.500.11754/147662http://hanyang.dcollection.net/common/orgView/200000407903
- Appears in Collections:
- GRADUATE SCHOOL[S](대학원) > APPLIED CHEMISTRY(응용화학과) > Theses (Master)
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