1-羟基-2-烯丙基-4-丙氧基苯 | 1005005-64-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 1-羟基-2-烯丙基-4-丙氧基苯
• 英文名称: 1-hydroxy-2-allyl-4-propoxybenzene
• 英文别名: 2-allyl-4-propoxy phenol；2-Prop-2-enyl-4-propoxyphenol
• CAS: 1005005-64-0
• 化学式: C₁₂H₁₆O₂
• 分子量: 192.258
• InChiKey: HKIAIZBPOOOOQT-UHFFFAOYSA-N

物化性质

• 沸点：
  306.4±27.0 °C(Predicted)
• 密度：
  1.015±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-羟基-2-烯丙基-4-丙氧基苯 反应 120.0h， 以38%的产率得到2-Methyl-5-propoxy-2,3-dihydro-1-benzofuran
  参考文献：
  名称：

  METHODS AND COMPOSITIONS FOR CONTROL OF CABBAGE LOOPER, Trichoplusia ni

  摘要：

  该发明部分提供了用于控制小菜蛾侵袭的二烷氧基苯化合物及其方法。这些化合物包括Formula I的化合物：其中R1可以是甲基、乙基、丙基、正丁基、异戊基（3-甲基丁基）或烯丙基；R2可以在2、3或4位置，可以是H、甲基、乙基、丙基、正丁基、异戊基（3-甲基丁基）或烯丙基；R3可以选择性地出现在2、3和4位置，是烯丙基；除非当R2位于2位置时，R3如果存在则位于3位置，当R2位于3位置时，R3如果存在则位于2或4位置，当R2位于4位置时，R3如果存在则位于2位置，当R2位于4位置且R3如果存在，则与1位置的OH基以Markovnikov意义反应，那么R3变为R4，成为二氢呋喃。

  公开号：

  US20100160451A1
• 作为产物：
  描述：

  对苯二酚 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 10.0h， 生成 1-羟基-2-烯丙基-4-丙氧基苯
  参考文献：
  名称：

  反对白菜弯角线虫Trichoplusia ni的二烷氧基苯和二烷氧基烯丙基苯的摄食和产卵抑制剂：潜在的昆虫行为控制剂

  摘要：

  在实验室生物测定中，针对白菜弯角曲霉Trichoplusia ni评估了各个二烷氧基苯化合物/对以及通过取代的烯丙氧基苯的克莱森重排获得的羟基或烷氧基取代的烯丙基苯的拒食剂，产卵抑制物和毒性作用。大多数化合物/组强烈抑制幼虫摄食，有些还表现出温和的毒性和产卵抑制作用。一些化合物/组比商业驱虫剂DEET（N，N- diethyl- m-甲苯胺），因为进食和产卵都可以阻止白菜弯角。根据获得的产卵数据，提出了有关产卵部位的一般假设：一种与苯环同一侧的烷基和烯丙基结合的方式会产生阻吓作用，另一种与烷基和烯丙基的结合方式相反。苯环导致刺激。结果表明，某些构效关系对提高化合物的功效和设计用于农业的新型无毒昆虫控制剂很有用。

  DOI：

  10.1021/jf9045123

文献信息

• METHODS AND COMPOSITIONS FOR CONTROL OF CABBAGE LOOPER, Trichoplusia ni
  申请人：Plettner Erika

  公开号：US20100160451A1

  公开（公告）日：2010-06-24

  The invention provides in part dialkoxybenzene compounds for controlling infestation by a Trichoplusia ni , and methods thereof. The compounds include a compound of Formula I: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl(3-methylbutyl) or allyl; R2 may be at positions 2, 3 or 4 and may be H, methyl, ethyl, propyl, n-butyl, isopentyl(3-methylbutyl) or allyl; and R3 may be optionally present at positions 2, 3 and 4, and is allyl; except that when R2 is at position 2, R3 if present is at position 3, and when R2 is at position 3, R3 if present is at positions 2 or 4, and when R2 is at position 4, R3 if present is at position 2, and when R2 is at position 4 and R3, if present, has reacted with an OH group at position 1 in a Markovnikov sense, then R3 becomes R4, a dihydrofuran.

  该发明部分提供了用于控制小菜蛾侵袭的二烷氧基苯化合物及其方法。这些化合物包括Formula I的化合物：其中R1可以是甲基、乙基、丙基、正丁基、异戊基（3-甲基丁基）或烯丙基；R2可以在2、3或4位置，可以是H、甲基、乙基、丙基、正丁基、异戊基（3-甲基丁基）或烯丙基；R3可以选择性地出现在2、3和4位置，是烯丙基；除非当R2位于2位置时，R3如果存在则位于3位置，当R2位于3位置时，R3如果存在则位于2或4位置，当R2位于4位置时，R3如果存在则位于2位置，当R2位于4位置且R3如果存在，则与1位置的OH基以Markovnikov意义反应，那么R3变为R4，成为二氢呋喃。
• Agonists and Antagonists of Antennal Responses of Gypsy Moth (Lymantria dispar) to the Pheromone (+)-Disparlure and Other Odorants
  作者：Erika Plettner、Regine Gries

  DOI：10.1021/jf904139e

  日期：2010.3.24

  Insects use the sense of smell to guide many behaviors that are important for their survival. The gypsy moth uses a pheromone to bring females and males together over long distances. Male moth antennae are equipped with innervated sensory hairs that selectively respond to pheromone components and other odors. Host plant odors, in particular, are detected by moths and sometimes cause an enhancement of the antennal and behavioral responses of the moths to their pheromone. Inspired by naturally occurring agonists and antagonists of insect pheromone responses, we have screened, by electroantennogram (EAG) recordings, a collection of compound sets and of individual compounds. We have detected interference of some compounds with the EAG responses of male gypsy moth antennae to the pheromone. We describe three activities: (1) short-term inhibition or enhancement of mixed compound + pheromone plumes, (2) long-term inhibition of pure pheromone plumes following a mixed compound 4-pheromone plume, and (3) inhibition of the recovery phase of mixed compound + pheromone plumes. Long-term inhibition was robust, decayed within 30 s, and correlated with the inhibition of recovery; for both activities clear structure-activity patterns were detected. The commercial repellent N,N-diethyltoluamide (DEET) was included for comparison. The most active and reproducible short-term inhibitor was a mixture of 1-allyl-2,4-dimethoxybenzene and 2-allyl-1,3-dimethoxybenzene. The most active long-term inhibitors were a set of 1-alkoxy-4-propoxybenzenes, DEET, and 1-ethoxy-4-propoxybenzene. DEET was more specific in the olfactory responses it inhibited than 1-ethoxy-4-propoxybenzene, and DEET did not inhibit recovery, whereas 1-ethoxy-4-propoxybenzene did. Target sites for the three activities are discussed.
• METHODS AND COMPOSITIONS FOR CONTROL OF GYPSY MOTHS, Lymanria dispar
  申请人：Plettner Erika

  公开号：US20100190865A1

  公开（公告）日：2010-07-29

  The invention provides in part dialkoxybenzene and eugenol compounds for controlling infestation by a Lymantria dispar , and methods thereof. The compounds include a compound of Formula I: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; R2 may be at positions 2, 3 or 4 and may be H, methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; and R3 may be optionally present at positions 2, 3 and 4, and is allyl; with the provisos that when R2 is at position 2, R3 if present is at position 3, or when R2 is at to position 3, R3 if present is at positions 2 or 4, or when R2 is at position 4, R3 if present is at position 2; or of Formula II: where R1 may be methyl, ethyl, propyl, n-butyl, isopentyl (3-methylbutyl) or allyl; or mixtures thereof.

  该发明部分提供了用于控制以及方法的苯基二甲氧基苯和丁香酚化合物对Lymantria dispar的侵害。这些化合物包括式I的化合物：其中R1可以是甲基、乙基、丙基、正丁基、异戊基（3-甲基丁基）或烯丙基；R2可以在2、3或4位，可以为H、甲基、乙基、丙基、正丁基、异戊基（3-甲基丁基）或烯丙基；R3可以选择性地存在于2、3和4位，为烯丙基；但要注意的是，当R2在2位时，如果R3存在，则在3位，或者当R2在3位时，如果R3存在，则在2或4位，或者当R2在4位时，如果R3存在，则在2位；或者式II的化合物：其中R1可以是甲基、乙基、丙基、正丁基、异戊基（3-甲基丁基）或烯丙基；或它们的混合物。
• Dialkoxybenzene and Dialkoxyallylbenzene Feeding and Oviposition Deterrents against the Cabbage Looper, Trichoplusia ni: Potential Insect Behavior Control Agents
  作者：Yasmin Akhtar、Yang Yu、Murray B. Isman、Erika Plettner

  DOI：10.1021/jf9045123

  日期：2010.4.28

  Most of the compounds/sets strongly deterred larval feeding, with some exhibiting mild toxic and oviposition deterrent effects as well. Some of the compounds/sets were more active than the commercial insect repellent, DEET (N,N-diethyl-m-toluamide), as both feeding and oviposition deterrents against the cabbage looper. On the basis of the obtained oviposition data a general hypothesis was proposed regarding

  在实验室生物测定中，针对白菜弯角曲霉Trichoplusia ni评估了各个二烷氧基苯化合物/对以及通过取代的烯丙氧基苯的克莱森重排获得的羟基或烷氧基取代的烯丙基苯的拒食剂，产卵抑制物和毒性作用。大多数化合物/组强烈抑制幼虫摄食，有些还表现出温和的毒性和产卵抑制作用。一些化合物/组比商业驱虫剂DEET（N，N- diethyl- m-甲苯胺），因为进食和产卵都可以阻止白菜弯角。根据获得的产卵数据，提出了有关产卵部位的一般假设：一种与苯环同一侧的烷基和烯丙基结合的方式会产生阻吓作用，另一种与烷基和烯丙基的结合方式相反。苯环导致刺激。结果表明，某些构效关系对提高化合物的功效和设计用于农业的新型无毒昆虫控制剂很有用。