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Synthesis and Tautomerism of Novel Quinoxalines (Part I) (새로운 Quinoxaline류의 합성과 토토머화 현상 (제1보))

  • Ho Sik Kim;Jin Hee Kim
    • Journal of the Korean Chemical Society
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    • v.47 no.3
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    • pp.241-249
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    • 2003
  • The reaction of 3-(1-ethoxycarbonyl)ethyl-1,2-dihydro-2-oxoquinoxaline (8) with hydrazine hydrate gave 3-(1-hydrazinocarbonyl)ethyl-2-hydroxyquinoxaline (9). The reaction of compound 9 with substituted benzaldehydes and heteroaryl aldehydes afforded 2-hydroxyquinoxalines (10-12), respectively. The reaction of compound 9 with alkyl (ethoxymethylene)cyanoacetates and ethoxymethylenemalononitrile resulted in the intramolecular cyclization to give the 5-amino-1-[2-(3-hydroxyquinoxalin-2-yl)propanoyl]-pyrazoles (13), respectively. Compounds 10-13 showed the tautomerism between the lactam and lactim forms in dimethyl sulfoxide solution. The tautomer ratios were determined by the $^1H$ NMR. The herbicidal and fungicidal activities of the synthesized compounds were investigated.

제초제는 그 특성을 충분히 알고 써야 한다 - 산림잡초의 효율적 방제기술

  • 김도경
    • The Bimonthly Magazine for Agrochemicals and Plant Protection
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    • v.12 no.5 s.104
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    • pp.80-86
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    • 1991
  • 임업에서 육림(育林)은 기르고자 하는 수종과 경쟁하는 잡초목과의 싸움이라고 할 수 있다. 대개 가치있는 수종은 초기생장이 느리고, 제거 대상이 되는 잡초나 관목및 활엽수의 맹아등은 초기 생장속도가 아주 빠르고 생존력이 강하기 때문에 방치하는 경우 조림목은 피압되어 고사하게 된다. 현재 여러가지 사회적인 여건에 의하여 인력작업이 어려운 시점에서 제초제의 활용은 이러한 문제를 해결할 수 있는 가장 효과적인 방법이라고 할 수 있다. 그러나 제초제의 사용은 세심한 주의가 필요하다. 제초제의 잘못 사용은 효율적인 작업성과를 얻지 못할 뿐만 아니라 오히려 기르고자 하는 나무를 손상할 수 있으며 대면적에 대한 과다한 사용은 산지의 황폐나 또는 자연생태계에 큰 영향을 줄수도 있다. 이러한 점에서 앞으로 제초제의 산지 적용에 대한 폭넓은 연구와 검토가 이루어져야 하겠다. 또한 여기서 소개하는 몇가지 제초제에 대하여도 사용할 때는 약제의 특성에 대한 충분한 지식을 가지고 대상지의 식생이나 입지조건에 대한 면밀한 조사가 이루어진 후에 사용하여야 할 것이다.

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Synthesis of Quinoxaline Derivatives from Benzofuroxan (Part I) (Benzofuroxan으로부터 Quinoxaline 유도체의 합성(제1보))

  • Kim, Ho-Sik;Hur, Jae-Hyuck
    • Journal of the Korean Chemical Society
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    • v.48 no.4
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    • pp.385-393
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    • 2004
  • 2-Ethoxycarbonyl-3-methylquinoxaline 1,4-dioxide (8) was synthesized from benzofuroxan and ethyl acetoacetate. The reaction of compound 8 with hydrazine hydrate or selenium dioxide gave 2-hydrazinocarbonyl-3-methylquinoxaline 1,4-dioxide (9) or 2-ethoxycarbonyl-3-formylquinoxaline 1,4-dioxide (10), respectively. The reaction of compound 9 with alkanoyl chlorides, benzoyl chlorides, heteroacyl chlorides, and benzenesulfonyl chlorides afforded 3-methyl-2-(substituted hydrazinocarbonyl)quinoxaline 1,4-dioxides (11-14), respectively. The reaction of compound 9 with sodium azide gave 2-azidocarbonyl-3-methylquinoxaline 1,4-dioxide (15), and then its refluxing in dioxane/alcohols resulted in the Curtius rearrangement to give N-(3-methyl-1,4-dioxoquinoxalin-2-yl)-alkyl carbamates (16). The reaction of compound 15 with substituted anilines afforded 2-(3-substituted phenylureido)-3-methylquinoxaline 1,4-dioxides (17). The reaction of compound 10 with benzoic hydrazide or substituted anilines provided quinoxaline 1,4-di-oxides (18, 19), respectively. The herbicidal and fungicidal activities of the synthesized compounds were investigated.

Effects of Herbicide Application on Growth and the Nodulation in Soybean (제초제 처리가 콩의 생육 및 근류형성에 미치는 영향)

  • Jeong-Hae Oh
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.34 no.3
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    • pp.303-309
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    • 1989
  • Present study was conducted to reveal the effects of the herbicides, Lasso and Devrinol, on the soybean growth and the nodulation in field condition. Emergence rate was reduced positively in proportion to increase in the concentration of herbicides regardless of the herbicidal difference and it was significantly reduced even in the recommended concentration as compared to untreated plot, showing marked abnormal symptom on seedlings. Plant height, fresh weight of the plant, number of internodes, branches, pods, seeds per plant and 100-seed weight were reduced with increase in the concentration of herbicides and were highly significant in difference between the untreated plot and double concentration plot, eventhough most were nonsignificant in difference from the recommended concentration. Nodulation was significantly decreased with increase in the concentration of herbicides. The reduction was remarkably different with soybean varieties and consistently appeared from three weeks to six weeks after sawing. Significant correlation was realized between the reduction of nodulation and the agronomic characters of soybean and it was considered that the reduction of nodulation by misapplication of the herbicides might be a causal factor for decrease in soybean yield.

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고추멀칭재배 - 잡초문제를 해결하려면$\cdots$

  • 양환승
    • The Bimonthly Magazine for Agrochemicals and Plant Protection
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    • v.10 no.1 s.88
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    • pp.55-61
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    • 1989
  • PE멀칭(피복) 재배시에 제초제를 사용하면 약제효과와 피복효과의 상승작용으로 잡초방제력이 월등히 높아진다. 주의할 것은, 파종상의 땅고르기와 흙부수기에 신경을 써야 제대로 효과를 얻을 수 있다.

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Effect of Herbicides on the Survival of Soybean Nodule Bacteria(Rhizobium japonicum) in vitro. (제초제의 처리가 콩 근류균의 생존율에 미치는 영향)

  • Jeong-Hae Oh
    • KOREAN JOURNAL OF CROP SCIENCE
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    • v.34 no.1
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    • pp.86-91
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    • 1989
  • Since most chemicals effect to the non-target organisms, present study was conducted to determine the effects of some herbicides to soybean nodule bacteria(Rhizobium japonicum) in vitro. Selective upland herbicides Alachlor, Linuron, Simazine and nonselective Paraquat were medicated to the YEMA media and survival rate of the bacteria in the medium was measured a week after incubation. Survival of soybean nodule bacteria in the media medicated with recommended concentration 400 ppm of Alachlor and Linuron were decreased significantly by 27.4 % and 57.8 %, respectively. While little effect was observed in Simazine, a marked reduction of survival was observed in 200 ppm of Paraquat. Effects of Alachlor was different with isolates of the nodule bacteria. Isolate I -122 was relatively resistant and I -145 was more sensitive. than other isolates tested. Intermediate K-5 was the most resistant at the recommended dose and the survival dose was drastically reduced with increment of concentration. Nodule formation of the soybean plants was different with the varieties and isolates. The most nodulation was observed in the resistant isolates I -122 and K-S, for which the nodulation might be related with the resistance to the environmental stress factors.

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