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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 12, Number 2
JKCSEZ 12(2)
April 20, 1968 

 
Title
Chlorination of Phenyl Derivatives : Chlorination of ethyl α,β-dichloro-β-phenyl propionate under gamma ray irradiation

방향족 유도체의 염소화반응 Ethyl-α,β-dichloro-β-phenyl propionate의 gamma 선 염소화반응
Author
You Sun Kim, Ki Soo Kim

김유선, 김기수
Keywords
Abstract
방향족유도체 화합물의 염소화반응을 적외선조사 및 r-선조사하에서 행하였던 바 ethyl, ,-dichloro- -phenyl propionate의 경우 정외선하에서는 주로 p-chloro 화합물이 생성되었다. 같은 반응을 γ-선 조사하에서 행한 결과 에스텔과 염소의 몰비가 1:2일 때에는 p-chloro 화합물이 주로 생성되었으나 몰비가 1:8인 경우네는 측쇄염소화물이라고 판단되는 다염소화합물이 생성되었다. 반응생성물을 확인하기 위하여서 ethyl , -dichloro- -(p-chlorophenyl) propionate 및 ethyl , -dichloro- -(o-chlorophenyl) propionate 를 각각 -선 조사하에서 염소화시켜 보았더니 p-chloro유도체에서는 측쇄다염소화물을, o-chloro유도체에서는 o,p-dichlorophenyl화합물에 각각 해당하는 염소화물을 생성하였다. 화합물 확인에는 방사화 thin layer chromatography를 이용 하였으며 염소함량을 방사화분석법을 분석하였다. 반응결과를 염소화반응에 대한 방향족의 치환기의 효과와 관련시켜 논의하였으며 실험방법을 기술하였다.

Chlorination of aromatic derivatives under UV light and γ-ray irradiation was studied. Ethyl α,β-dichloro-β-phenyl propionate gave the p-chlorophenyl derivatives when chlorination was done under UV light. The same type of the product was obtained in the reaction where the mole ratio of the ester and chlorine was 1 to 2 and the chlorination was done under γ-ray irradiation. When the mole ratio of the ester and chlorine was 1 to 8, the chlorination reaction under γ-ray irradiation gave a poly-chlorinated derivatives which was identified as a side chain chlorinated p-chlorophenyl derivatives. Ethyl α,β-dichloro-β-(p-chlorophenyl) propionate gave the same type of the side chain chlorinated p-chloro derivatives by the chlorination under γ-ray irradiation, whereas ethyl α,β-dichloro-β-(o-chlorophenyl) derivatives gave o,p-dichlorophenyl derivatives. The identifications of the products were based on a radio thin layer chromatography and activation analysis of chlorine contents of product. The chlorination reaction was discussed in regards to the effect of phenyl substituents to the formation of reaction product and the procedures were described.

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55 - 60
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