INVESTIGATION OF NUCLEOPHILICSUBSTITUTION REACTIONS OF SOME ACTIVE BIOLOGICAL NUCLEOPHILS WITH SEVOCHLORAN

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MOGHIMI A.; MOUSAVI S.

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Journal: Journal of Applied Research in Chemistry Year:2012 | Volume:6 | Issue:3 Page(s): 57-63

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Information Journal Paper

Title

INVESTIGATION OF NUCLEOPHILICSUBSTITUTION REACTIONS OF SOME ACTIVE BIOLOGICAL NUCLEOPHILS WITH SEVOCHLORAN

Author(s)

MOGHIMI A. | MOUSAVI S. | Issue Writer Certificate

Keywords

INHALATION ANESTHETICQ2

SEVOFLURANEQ2

SEVOCHLORANEQ2

NUCLEOPHILIC SUBSTITUTION REACTIONSQ2

O-ALKYLATIONQ2

N-ALKYLATIONQ2

Abstract

Sevochloran, (CF3)2CHOCH2Cl, was synthesized in 87% yield from (CF3)2CHOH, HFIP, alcohol and trioxane using AlCl3 as catalyst and chlorinating agent. The resulting chloromethyl ether was then used as alkylating agent to perform nucleophilic substitution reaction with different N and O nucleophiles. The NUCLEOPHILIC SUBSTITUTION REACTIONS withphenol, 2,4-dimethyl phenol and 2,5-di-tBu hydroquinone were carried out and the resulting O-alkylated products were obtained in 96, 94 and 20% yields, respectively. The N-ALKYLATION reactions with 4-methyl imidazole, triethylenediamine, dimethylaminopyridine and 1-benzyl imidazole were also successful and the corresponding products were obtained in 40, 55, 85 and 71%, respectively. 19F NMR spectroscopy was used as a powerful method to distinguish if new O-C and N-C bondshave been formed by searching the presence of (CF3)2CH in the resulting products. In the case of 4-methyl imidazole, two products were characterized in the reaction mixture and it was realized that both N cites are potentially active for the nucleophilic substitution reaction. In addition, from the analysis of the reaction mixture of dimethylaminopyridine, it was found out that pyridine nitrogen reacts with sevofluorane under the reaction condition experienced.

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APA: Copy

MOGHIMI, A., & MOUSAVI, S.. (2012). INVESTIGATION OF NUCLEOPHILICSUBSTITUTION REACTIONS OF SOME ACTIVE BIOLOGICAL NUCLEOPHILS WITH SEVOCHLORAN. JOURNAL OF APPLIED RESEARCHES IN CHEMISTRY (JARC), 6(3), 57-63. SID. https://sid.ir/paper/180323/en

Vancouver: Copy

MOGHIMI A., MOUSAVI S.. INVESTIGATION OF NUCLEOPHILICSUBSTITUTION REACTIONS OF SOME ACTIVE BIOLOGICAL NUCLEOPHILS WITH SEVOCHLORAN. JOURNAL OF APPLIED RESEARCHES IN CHEMISTRY (JARC)[Internet]. 2012;6(3):57-63. Available from: https://sid.ir/paper/180323/en

IEEE: Copy

A. MOGHIMI, and S. MOUSAVI, “INVESTIGATION OF NUCLEOPHILICSUBSTITUTION REACTIONS OF SOME ACTIVE BIOLOGICAL NUCLEOPHILS WITH SEVOCHLORAN,” JOURNAL OF APPLIED RESEARCHES IN CHEMISTRY (JARC), vol. 6, no. 3, pp. 57–63, 2012, [Online]. Available: https://sid.ir/paper/180323/en

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