1-allyloxy-4-isopentoxybenzene | 958401-69-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-allyloxy-4-isopentoxybenzene
• 英文别名: 1-allyloxy-4-(3-methyl-butoxy) benzene；1-allyloxy-4-(3-methyl-butoxy)benzene；1-(3-methylbutoxy)-4-prop-2-enoxybenzene
• CAS: 958401-69-9
• 化学式: C₁₄H₂₀O₂
• 分子量: 220.312
• InChiKey: HOYMTWYUMQYPBU-UHFFFAOYSA-N

物化性质

• 沸点：
  310.2±17.0 °C(predicted)
• 密度：
  0.949±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-allyloxy-4-isopentoxybenzene 反应 10.0h， 生成 2-烯丙基-4-(3-甲基-丁氧基)苯酚
  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
• 作为产物：
  描述：

  对苯二酚 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 1-allyloxy-4-isopentoxybenzene
  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 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。
• Screening of Dialkoxybenzenes and Disubstituted Cyclopentene Derivatives against the Cabbage Looper, Trichoplusia ni, for the Discovery of New Feeding and Oviposition Deterrents
  作者：Yasmin Akhtar、Murray B. Isman、Peggy M. Paduraru、Srinivas Nagabandi、Ranjeet Nair、Erika Plettner

  DOI：10.1021/jf071636d

  日期：2007.12.1

  with some exhibiting strong toxic and oviposition deterrent effects as well. Our results suggest some structure-function relationships within these libraries. Replacement of a methyl group with larger alkyl substituents increased the feeding deterrent effects in most cases. The presence of a free hydroxyl group, irrespective of the carbon framework or alkyl substituent, served to reduce feeding deterrent

  评估了二烷氧基苯微型文库和二取代的环戊烯微型文库（即由4至5种化合物组成）及其纯组分的拒食性，产卵威慑力和毒性作用，针对三龄幼虫和卷心菜弯尾毛癣菌Trichoplusia ni的成虫进行了研究。寻找新的昆虫防治剂的实验室生物测定。这些化合物模仿天然存在的生物活性气味和味道，并且相对容易从商品化学品中制备。这些文库中的大多数都强烈阻止了幼虫的进食，有些还表现出强烈的毒性和产卵阻吓作用。我们的结果表明这些库中存在一些结构-功能关系。在大多数情况下，用较大的烷基取代基取代甲基可增强进料的威慑作用。游离羟基的存在，无论碳骨架或烷基取代基如何，都可降低所有系列化合物的进料威慑作用。此外，超过特定的组规模通常也具有有害作用。这些信息将有助于设计新型的农业防虫剂。这些文库和化合物中的某些可能具有作为商业杀虫剂开发的潜力。
• 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：US20100297059A1

  公开（公告）日：2010-11-25

  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 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.