• 제목/요약/키워드: Allyl substituent

검색결과 6건 처리시간 0.018초

Mechanism Studies on the CSI Reaction with Allyl Ethers by Varying p-Substituent

  • Jung, Young-Hoon;Kim, Ji-Duck
    • Archives of Pharmacal Research
    • /
    • 제26권9호
    • /
    • pp.667-678
    • /
    • 2003
  • We examined the effect of p-substituents in p-substituted cinnamyl methyl ethers and 1-(p-substituted phenyl)allyl methyl ethers with CSI, and confirmed that the CSI reaction of allyl ethers (p-substituted ethers) is a competitive reaction of $S_Ni{\;}and{\;}S_N1$ mechanism according to the stability of the carbocation. And, the only terminal allylic amine was obtained through the migration reaction in thermodynamic reaction condition.

Synthesis and Properties of Pyrrolidinium and Piperidinium Bis(trifluoromethanesulfonyl)imide Ionic Liquids with Allyl Substituents

  • Yim, Tae-Eun;Lee, Hyun-Yeong;Kim, Hyo-Jin;Mun, Jun-Young;Kim, Sang-Mi;Oh, Seung-M.;Kim, Young-Gyu
    • Bulletin of the Korean Chemical Society
    • /
    • 제28권9호
    • /
    • pp.1567-1572
    • /
    • 2007
  • New pyrrolidinium and piperidinium bis(trifluoromethanesulfonyl)imide (TFSI) ionic liquids (ILs) having allyl substituents were synthesized and characterized. All of them are liquid at room temperature and stable up to 300 oC. The pyrrolidinium-based ILs showed better conductivities and lower viscosities than the corresponding piperidinium-based ILs. Among them, 1-allyl-1-methylpyrrolidinium TFSI showed the lowest viscosity of 52 cP, the highest conductivity of 5.7 mS cm?1, and the most negative cathodic voltage window of ?3.2 V (vs. Fc/Fc+) on a platinum electrode, which are the improved results compared to the corresponding analogue having a saturated substituent, 1-methyl-1-propylpyrrolidinium TFSI.

Vinyl 치환기를 갖는 4급탄소 Unit의 합성 (Synthesis of Quaternary Carbon Unit Containing Vinyl Substituent)

  • 서영거;김화순;조윤상
    • 약학회지
    • /
    • 제33권4호
    • /
    • pp.226-228
    • /
    • 1989
  • In connection with the synthesis of the biologically active pimarane diterpenoids, some synthetic routes to the quaternary carbon unit were examined. Especially, Claisen rearrangement of allyl acetates prepared from acetol provided ${\gamma}-hydroxy$ acid containing vinyl substituent as the desired unit.

  • PDF

Synthesis and Physicochemical Properties of Ionic Liquids: 1-Alkenyl-2,3-dimethylimidazolium Tetrafluoroborates

  • Min, Gwan-Hong;Yim, Tae-Eun;Lee, Hyun-Yeong;Kim, Hyo-Jin;Mun, Jun-Young;Kim, Sang-Mi;Oh, Seung-M.;Kim, Young-Gyu
    • Bulletin of the Korean Chemical Society
    • /
    • 제28권9호
    • /
    • pp.1562-1566
    • /
    • 2007
  • 1-Alkenyl-2,3-dimethylimidazolium tetrafluoroborate ionic liquids having an olefinic substituent were synthesized and characterized. Among them, [AMMIm]BF4 with an allyl group showed lower viscosity, higher ionic conductivity, and a wider electrochemical window compared with its analogue having a saturated alkyl substituent. An EDLC with [AMMIm]BF4 showed better performance than that with [PMMIm]BF4, too.

Nucleophilic Substitution Reactions of 2-Chloro-2-Propen-1-yl Arenesulfonates with Anilines and N,N-Dimethylanilines in Acetonitrile

  • 오혁근;정은미;이익춘
    • Bulletin of the Korean Chemical Society
    • /
    • 제19권12호
    • /
    • pp.1334-1336
    • /
    • 1998
  • Kinetic studies are carried out on the reactions of 2-chloro-2-propen-1-yl arenesulfonates with anilines and N,N-dimethylanilines in acetonitrilile at 45.0 ℃. The 2-chloro substituent is found to deactive the allyl moiety with considerable decrease in the rates. The sign and magnitude of the cross-interaction constant (ρxz 0.3) and the inverse secondary kinetic isotope effect (kH/kD 0.92) support an SN2 mechanism with a relatively tight transition state. The possibility of an SN2' mechanism can be safely precluded based on the ρxz values observed.

1-(4-chloro-2-fluoro-5-propargyloxyphenyl)-3-thiourea 유도체의 제초활성과 분자 유사성 (Herbicidal Activity and Molecular Similarity of 1-(4-chloro-2-fluoro-5-propargyloxyphenyl)-3-thiourea Derivatives)

  • 성민규;박관용;송종환;성낙도
    • Applied Biological Chemistry
    • /
    • 제51권3호
    • /
    • pp.219-222
    • /
    • 2008
  • 제3세대 제초성 cyclic imide 유도체를 탐색하기 위하여 peroxidizing 제초제로써 40개의 1-(4-chloro-2-fluoro-5-pro-pargyloxypheny)-3-thiourea 유도체(1-40) 중, 3-R-치환체의 발아 전 벼(Oryza sativa)와 논피(Echinochlo crusglli)에 대한 평균 제초활성 값들을 제시하였다. 그리고 Urea 유도체(1-40)와 protox 효소의 기질분자인 protogen사이의 분자구조 유사성을 검토하였다. 논피에 대하여 선택성을 나타내는 화합물은 diallyl-치환체(20)와 3-nitro-치환체(33)이었으며 allyl-치환체(8)가 가장 큰 제초활성$(pI_{50}=4.71)$과 유사성 지수(S=0.81) 값을 나타내었다. 그리고 aryl-치환체(21-40)와 Protogen 사이의 중첩된 부피(C)와 S값 사이에 상관성이 좋았다.