이프로다이온

그림문자(GHS)

• 그림문자(GHS)

  

• 신호 어

  Warning

• 유해·위험 문구

  H351：암을 일으킬 것으로 의심됨 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재)

  H410：장기적 영향에 의해 수생생물에 매우 유독함

• 예방조치문구

  P202：모든 안전 조치 문구를 읽고 이해하기 전에는 취급하지 마시오.

  P273：환경으로 배출하지 마시오.

  P280：보호장갑/보호의/보안경/안면보호구를 착용하시오.

  P308+P313：노출 또는 접촉이 우려되면 의학적인 조치· 조언를 구하시오.

  P391：누출물을 모으시오.

  P405：밀봉하여 저장하시오.

이프로다이온 MSDS

• 3-(3,5-Dichlorophenyl)-2,4-dioxo-N-isopropylimidazolidine-1-carboxamide

이프로다이온 화학적 특성, 용도, 생산

• 용도

  Iprodione is a non-systemic fungicide that exhibits both protectant and eradicant activities against the spores and mycelium of a number of parasitic fungi. It is effective against Alternaria, Botrytis, Corticium, Fusarium, Helminthosporium, Monilinia, Phoma, Pleiochaeta, Rhizoctonia and Sclerotinia, etc. in nut crops, fruit trees (stone and pome fruit), vines, berries, vegetables, cereals, oilseed rape, cotton and ornamentals. Iprodione also controls various summer and winter turf diseases.

• 정의

  ChEBI: An imidazolidine-2,4-dione in which the nitrogen at position 1 is substituted by an N-(isopropyl)carboxamide group while that at position 3 is substituted by a 3,5-dichlorophenyl group. A contact fungicide, it blocks the growth of the fu gal mycelium and inhibits the germination of fungal spores. It is used on fruit and vegetable crops affected by various fungal diseases. It is also used as a nematicide.

• 생산 방법

  The synthesis uses 3,5-dichloroaniline which is coupled with glycine and phosgene. The urea substructure is formed by reaction with isopropylamine and phosgene. Many fungicide mixtures with Iprodione are on the market.
  

• Safety Profile

  Moderately toxic by ingestion. When heated to decomposition it emits very toxic fumes of NOx and Cl-.

• 환경귀착

  Soil. Readily degrades in soil (half-life 20 to 160 days) releasing carbon dioxide 3,5dichloroaniline (Walker, 1987) and (Hartley and Kidd, 1987; Worthing and Hance, 1991). The rate of degradation increases with repeated applications of this fungicide. In a clay loam, the half-life was 1 week. After the second and third applications, the half-lives were 5 and 2 days, respectively (Walker et al., 1986).
  Plant. Translocation and uptake by potato plants were reported (Cayley and Hide, 1980). Iprodione is rapidly metabolized in plants to 3,5-dichloroaniline (Cayley and Hide, 1980; Hartley and Kidd, 1987).
  Chemical/Physical. In an aqueous solution at pH 8.7, iprodione hydrolyzed to N-(3,5dichloroanilinocarbonyl)-N-(isopropylaminocarbonyl)glycine (Belafdal et al., 1986). At pH 8.7, complete hydrolysis occurred after 14 hours (Cayley and Hide, 1980).
  Gomez et al. (1982) studied the pyrolysis of iprodione in an helium atmosphere at 400–1,000°C. Decomposition began at 300°C producing isopropyl isocyanate and 3-(3,5dichlorophenyl)hydantoin. Above 600°C, the hydantoin ring began to decompose forming the following products: 3-chloroaniline, 3,5-dichloroaniline, chlorinated benzenes and benzonitrile. From 800 to 1,000°C, the hydantoin ring was completed destroyed whichled to the formation of aryl isocyanates, anilines and the corresponding diarylureas, namely 3-(3,5-dichlorophenyl)urea and 1-(3-chlorophenyl)-3-(3,5-dichlorophenyl)urea (Gomez et al., 1982).

• 신진 대사 경로

  The opening and rearrangement of the dioxoimidazolidine ring is the initial and major degradation/metabolic reaction for iprodione. Iprodione degrades in soil via cleavage of the dioxoimidazolidine-carboxamide linkage, followed by ring opening to yield 3,5-dichloroaniline and CO2. In plants and animals, primary degradation reactions include N-dealkylation of the isopropyl moiety, ring opening and aryl hydroxylation (Scheme 1).

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