• Title/Summary/Keyword: aziridine

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Ring-Opening Reaction of 2,2-gem-Diphenylaziridine (2,2-gem-Diphenylaziridine의 開環反應)

  • Hahn, Chi-Sun;Nam-Goong, Ha-Il;Kang, Yong-Ik
    • Journal of the Korean Chemical Society
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    • v.13 no.3
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    • pp.229-232
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    • 1969
  • A study of the ring-opening reaction of 2,2-gem-diphenylaziridine by treating with acetic acid has been undertaken. The structure of the ring-opened product was confirmed as 1,1-diphenyl-2-aminoethyl acetate. It is most likely that the reaction proceeds through the cleavage of a bond between nitrogen and tertiary carbon atoms in the aziridine ring, followed by the formation of a carbonium ion intermediate.

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1H NMR Study of Aziridine Derivatives Coordinated to the Paramagnetic Undecatungstocobalto(II)silicate and -nickelo(II)silicate Anions

  • 박석민;서현수
    • Bulletin of the Korean Chemical Society
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    • v.18 no.9
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    • pp.1002-1006
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    • 1997
  • 1H NMR spectra of D2O solutions containing 2,2-dimethylaziridine (1) or 2-methylaziridine (2) and [SiW11COⅡO39]6- (SiW11Co) or [SiW11NiⅡO39]6- (SiW11Ni) exhibit separate signals for the free ligand and the complex, indicating that the ligand exchange is slow on the NMR time scale. Identified are two linkage isomers with the methyl group of 2 at trans or cis position with respect to the metal. The isotropic shifts of 1 and 2 coordinated to SiW11Ni originate mainly from the contact shifts, and they agree reasonably with the relative values reported for similar ligands coordinated to bis(2,4-pentanedionato)nickel(Ⅱ). The isotropic shifts for the SiW11Co complexes were separated into contact and pseudocontact contributions. The pseudocontact shifts show that (χ∥-χ⊥) is positive, while that for the SiW11Co complexes of pyridine derivatives is negative. This result indicates that the ordering of dxy and dxz, dyz orbitals in SiW11Co complexes can be reversed by ligands.

Synthesis of 6-Aziridinylbenzimidazole Derivatives and Their In Vitro Antitumor Activities

  • Ahn, Chan-Mug;Kim, Soo-Kie;Han, Jeong-Lim
    • Archives of Pharmacal Research
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    • v.21 no.5
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    • pp.599-609
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    • 1998
  • In search for new antitumor agents, twelve 6-aziridinylbenzimidazole derivatives were synthesized and their cytotoxicities were tested against three cancer cell lines (mouse lymphocytic leukemia P388 and B16, and human gastric carcinoma SNU-16). From 4-amino-3-nitrotoluene as the starting material, 2-(acetoxymethyl)benzimidazoles (5a-d) were obtained by Phillips reaction. These benzimidazoles were then reacted with Fremy's salt to give a mixture of three 2-(acetoxymethyl) (8a-c) and four 2-(hydroxymethyl)benzimidazole-4,7-diones (9a-d). Addition of these quinones with aziridine afforded 6-aziridinyl-2-(acetoxymethyl) (10a-c) and 6-aziridinyl-2-(hydroxymethyl)benzimidazole-4,7-diones (11a-d). Utilizing 2-(hydroxymethyl)benzimidazole-4,7-diones (9b,d), esters 10d and 13e-h were prepared by the sequential reactions of esterification and addition. The synthesized compounds show potent cytotoxicity against all of three cell lines tested. The cytotoxicities of 10a-d or 11a-d against SNU-16 were wuperior to those of 13e-h, and were equal to or slightly higher than that of mitomycin C. compounds 11a-d were slightly more cytotoxic than 10a-d in all cell lines tested.

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Adhesive Property Changes Associated with the Content of Acrylic Acid Monomer and Aziridine Crosslinking Agent (아크릴산 단량체와 아지리딘 경화제 함량에 따른 점착제의 점착물성 변화)

  • Choi, Hwan-Seok;Hwang, Hyo-Yeon;Jeoung, Sun-Kyoung;Lee, Seung-Goo;Lee, Kee-Yoon
    • Polymer(Korea)
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    • v.36 no.1
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    • pp.29-33
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    • 2012
  • Solution type pressure sensitive acrylic adhesives were synthesized from 2-ethylhexyl acrylate (2-EHA) as a base monomer and acrylic acid as a functional monomer. The surface energy and basic physical properties of synthesized PSA (pressure sensitive adhesives) were investigated as a function of contents of acrylic acid and crosslinking agent. The structures of adhesive were identified by FTIR. Viscosities and molecular weights of PSA were measured by a Brookfield viscometer and GPC, respectively. Consequently, molecular weight and viscosity increased as the contents of acrylic acid increased up to 6 wt% and then decreased at higher contents. Surface energy increased as the contents of acrylic acid increased owing to the increase of COOH groups, which yielded the enhancement of polarity of PSA. On the other hands, their peel strengths were inversely proportional to molecular weight and showed tendencies of decreasing as the contents of acrylic acid and crosslinking agent increased.