1,2,5-Trichloro-3-(2-propynyloxy)benzene | 17727-29-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,2,5-Trichloro-3-(2-propynyloxy)benzene
• 英文别名: 3-(2,3,5-Trichlorphenoxy)-1-propin；1,2,5-Trichloro-3-prop-2-ynoxybenzene；1,2,5-trichloro-3-prop-2-ynoxybenzene
• CAS: 17727-29-6
• 化学式: C₉H₅Cl₃O
• 分子量: 235.497
• InChiKey: YHTPECIGORIPEH-UHFFFAOYSA-N

物化性质

• 沸点：
  308.4±42.0 °C(Predicted)
• 密度：
  1.418±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2,3,5-三氯苯酚 、 3-溴丙炔 以79.9%的产率得到1,2,5-Trichloro-3-(2-propynyloxy)benzene
  参考文献：
  名称：

  Synergism by Propynyl Aryl Ethers in Permethrin-Resistant Tobacco Budworm Larvae,Heliothis virescens

  摘要：

  Synergists were used to diagnose possible mechanisms of permethrin resistance in permethrin-selected strains of the tobacco budworm, Heliothis virescens (F.). In addition to permethrin, these strains of the tobacco budworm were resistant to alpha-cyano-pyrethroid insecticides, organophosphorus insecticides and DDT. The monooxygenase-inhibiting prop-2-ynyl aryl ethers were the only effective synergists of permethrin among 16 candidates tested. The most effective synergist was 1,2,4-trichloro-3-(2-propynyloxy)benzene. Piperonyl butoxide, a common monooxygenase-inhibiting synergist in other species and tobacco budworm strains, was inactive. These results suggested the presence and contribution of an unusual monooxygenase in the enzymatic detoxication of permethrin. DDT cross-resistance, which was not synergized, and broad pyrethroid cross-resistance supported previous evidence for target site insensitivity as a second pyrethroid-resistance mechanism in these strains. The actions of S,S,S-tributyl phosphorotrithioate (TBPT) and triphenyl phosphate (TPP) suggested that hydrolytic detoxication, important in methyl parathion-resistance tobacco budworm strains, had little or no role in conferring pyrethroid resistance in these strains.

  DOI：

  10.1002/(sici)1096-9063(199604)46:4<323::aid-ps376>3.0.co;2-y

文献信息

• Synergism by Propynyl Aryl Ethers in Permethrin-Resistant Tobacco Budworm Larvae,<i>Heliothis virescens</i>
  作者：Thomas M. Brown、Patricia K. Bryson、Gregory T. Payne

  DOI：10.1002/(sici)1096-9063(199604)46:4<323::aid-ps376>3.0.co;2-y

  日期：1996.4

  Synergists were used to diagnose possible mechanisms of permethrin resistance in permethrin-selected strains of the tobacco budworm, Heliothis virescens (F.). In addition to permethrin, these strains of the tobacco budworm were resistant to alpha-cyano-pyrethroid insecticides, organophosphorus insecticides and DDT. The monooxygenase-inhibiting prop-2-ynyl aryl ethers were the only effective synergists of permethrin among 16 candidates tested. The most effective synergist was 1,2,4-trichloro-3-(2-propynyloxy)benzene. Piperonyl butoxide, a common monooxygenase-inhibiting synergist in other species and tobacco budworm strains, was inactive. These results suggested the presence and contribution of an unusual monooxygenase in the enzymatic detoxication of permethrin. DDT cross-resistance, which was not synergized, and broad pyrethroid cross-resistance supported previous evidence for target site insensitivity as a second pyrethroid-resistance mechanism in these strains. The actions of S,S,S-tributyl phosphorotrithioate (TBPT) and triphenyl phosphate (TPP) suggested that hydrolytic detoxication, important in methyl parathion-resistance tobacco budworm strains, had little or no role in conferring pyrethroid resistance in these strains.