농약과학회지 (The Korean Journal of Pesticide Science)

  • 제17권2호
  • /
  • Pages.140-143
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  • 2013
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  • 1226-6183(pISSN)
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  • 2287-2051(eISSN)
한국농약과학회 (The Korean Society of Pesticide Science)
권호 표지
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톱다리개미허리노린재 페로몬, (E)-2-hexenyl (E)-2-hexenoate과 (E)-2-hexenyl (Z)-3-hexenoate의 합성

A facile synthesis of (E)-2-hexenyl (E)-2-hexenoate and (E)-2-hexenyl (Z)-3-hexenoate, pheromone components of Riptortus pedestris

  • 김준헌 (경상대학교 응용생명과학부(BK21)) ;
  • 박정규 (경상대학교 농업생명과학연구원)
  • Kim, Junheon (Division of Applied Life Science (BK21), Gyeongsang National University) ;
  • Park, Chung Gyoo (Institute of Agriculture and Life Sciences, Gyeongsang National University)
  • 투고 : 2012.11.09
  • 심사 : 2013.04.05
  • 발행 : 2013.08.30
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초록

톱다리개미허리노린재의 페로몬 성분인 (E)-2-hexenyl (E)-2-hexenoate (1) 과 (E)-2-hexenyl (Z)-3-hexenoate (2)의 합성에 있어 Steglich 에스테르화 반응의 최적 조건을 검토하였다. (E)-2-헥센산 또는 (Z)-3-헥센산에 대하여 1-1.5 당량의 디사이클로카보다이이미드 (DCC), 1.5-2.0 당량의 (E)-2-헥센놀과 0.1 당량의 4-디메틸아미노피리딘(DMAP)과 반응하였을 때, 각각 76-78% 와 87-91%의 수율로 1과 2를 얻었다.

We investigated optimal condition for synthesis of (E)-2-hexenyl (E)-2-hexenoate (1) and (E)-2-hexenyl (Z)-3-hexenoate (2), the pheromone components of Riptortus pedestris, by Steglich esterification. The reaction with 1.1-1.5 equivalent of dicyclohexylcarbodiimide (DCC), 1.5-2.0 equivalent of (E)-2-hexenol, and 0.1 equivalent 4-dimethylaminopyrinde (DMAP) to (E)-2-hexenoic acid in toluene or (Z)-3-hexenoic acid in dichloromethane led 1 and 2 in 76-78% and 87-91% yield, respectively.

키워드

참고문헌

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피인용 문헌

  1. Thunberg (Hemiptera: Coreidae) vol.47, pp.2, 2017, https://doi.org/10.1111/1748-5967.12204
  2. (Hymenoptera: Encyrtidae) pp.09312048, 2018, https://doi.org/10.1111/jen.12468
  3. Olfactory attraction to aggregation pheromone is mediated by disti-flagellum of antennal segments in Riptortus pedestris vol.24, pp.1, 2013, https://doi.org/10.1016/j.aspen.2021.01.005