• 대한화학회지
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• 제32권4호
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• pp.390-405
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• 1988

n-Heptane, n-Octane, n-Decane, 2,3-Dimethyl Butane을 chlorination agent인 N-chlorosuccinimide, tert-Butylhypochloride, Trichloromethanesulfonylchloride, Carbontetrachloride, Trichloromethanesulfenyl chloride, Phosphorous pentachloride Chlorine등으로 benzene 또는 $CS_2$ 용매중에서 염소화시킬때 생기는 Mono-chloro alkane의 이성질화 혼합물을 정량적으로 고찰하였다. 여기에서 파라핀계 탄화수소의 치환비율에 대한 지금까지 알려진 사실과 일치하지 않는 놀라운 이성질화 분포(Isomerization distribution)를 확립하였다. 이러한 결과는 극성효과를 갖는 공격하는 라디칼의 free energy, 그리고 alkane의 개개의 수소 원자가 지니는 여러가지 서로다른 C-H bond 해리에너지의 상호작용을 통하여 얻어졌다.

• Archives of Pharmacal Research
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• 제6권1호
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• pp.45-53
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• 1983

Novel halactolactonizations using NBS (2), NIS(3), and NSP(4) in dry DMF were found to be the most reasonable and efficient procedures. The participation of X as the cylization initiator could be clarly rationalized by experimental results and the regioselectivities of formed halolactones were reasonably elucidated by weakly bridged carbonium ion intermediate.

• Bulletin of the Korean Chemical Society
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• 제29권1호
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• pp.27-28
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• 2008

• Bulletin of the Korean Chemical Society
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• 제16권7호
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• pp.609-613
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• 1995

The reaction of chloro(methylthio and arylthio)methanephosphonate (1) and Pummerer-type reaction of sulfinylmethanephosphonate (2) with nucleophiles such as aromatic compounds and thiols were examined. The direct chlorination of (methylthio and arylthio)methanephosphonate with N-chlorosuccinimide (NCS) led to the formation of monochlorinated phosphonates (1) in good yield. The reaction of 1 with aromatic compounds and thiols in the presence of stannic chloride afforded a variety of aryl(methylthio)methanephosphonates (3) and thioacetals of formylphosphonates (4), respectively. Phosphonates 3 and 4 were also obtained from the reaction of Pummerer intermediate, generated from sulfinylmethanephosphonate (2), with aromatic compounds and thiols, respectively. A versatile reaction conditions to generate Pummerer intermediate were examined. The best condition was the combination of trifluoroacetic anhydride with stannic chloride. All reactions may involve an initial formation of α-phosphoryl thiocarbocation and a subsequent nucleophilic attack of aromatic compounds and thiols.