Reaction of Potassium Fluoride with Orgarnic Halogen Compound-II. Dimerization, Fluorination, and Decarboxylation of Organic Iodo acids, Iodides, and Polychlorinated Acid Ester

有機할로겐化合物과 KF 과의 反應 (第2報) 有機요-드酸, 沃化物 及 多鹽素化有機酸, 에스텔의 雙合, 弗化 及 脫炭酸 反應에 關하여

  • Kim, You-Sun (Chemistry Division, Atomic Energy Research Institute)
  • 김유선 (原子力 硏究所 化學硏究室)
  • Published : 19641200

Abstract

The reaction of potassium fluoride with amyl iodide in presence of dimethylformamide at low temperature gave a fluorination product together with decane. Polyhalogenated acid such as ${\alpha}$, ${\beta}$,-dichloro-${\beta}$-phenyl-propionic acid gave ${\alpha}$-chlorostyrene, fluorinated styrene, and fluorinated acid. The same reaction with the ethyl ester did not give the fluorination product and gave a mixture of various dimerized product. Dibromostyrene gave bromostyrene together with fluorination product. Iodo acid such as m-iodo acid gave the salt and a trace quantity of dimerized product. Iodides such as m-iodotoluene and 1-amino-4-iodo-2-methyl benzene did not show any appreciable reactivity towards potassim fluoride. The reaction condition was described, and fluorination, ${\alpa}$-dehydrofluorination, decarboxylation, and dimerization were discussed.

아밀아이오다이드를 디메칠홀움아마이드 存在下에서 弗化加里와 低溫反應시켜 본 結果 弗化物과 데칸을 生成하였음. ${\alpha}$, ${\beta}$-디크로로-${\beta}$-페닐-푸로피온酸과 같은 多鹽素化物은 ${\alpha}$-크로로스타이렌, 弗化스타이렌 及 弗化酸을 生成하였음. 이 酸의 에칠에스텔은 弗化物을 生成하지 않고 各種 쌍合物의 混合物을 얻었음. 디부롬스타이렌은 부롬스타이렌과 弗化物을 生成하고 沃度를 含有한 有機酸, 메-타요드벤젠익酸은 有機酸의 鹽과 微量의 쌍合物을 生成하였음. 메타요드토류엔 及 1-아미노-4-요-드-2-메칠벤젠과 같은 沃化物은 弗化物은 弗化加里에 對하여 反應을 나타내지 않었음. 本報에는 各 反應條件과 弗化反應, 脫炭酸反應 及 쌍合反應에 關하여 論義하였음.

Keywords

References

  1. This Journal v.7 You Sun Kim
  2. A. C. S. Monograph No. 138 Aliphatic Fluorine Compounds Alan M. Lovalace;William Postelnek
  3. Bull. Soc. Chim. Belg. v.30 F. Swarts