6-acetoxy-5-hexadecanolide | 118174-17-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 6-acetoxy-5-hexadecanolide
• 英文别名: 1-(6-oxooxan-2-yl)undecyl acetate
• CAS: 118174-17-7
• 化学式: C₁₈H₃₂O₄
• 分子量: 312.45
• InChiKey: SPOXUSGCKOQPRB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  十一醛 在 盐酸 、 sodium tetrahydroborate 、 三氟乙酸 、 9-碘-9-硼杂二环[3.3.1]壬烷 作用下， 反应 2.0h， 生成 6-acetoxy-5-hexadecanolide
  参考文献：
  名称：

  Kawamura, Fumitoshi; Tayano, Takao; Satoh, Yoshitaka, Chemistry Letters, 1989, p. 1723 - 1726

  摘要：

  DOI：

文献信息

• Metathesis syntheses of pheromones or their components
  申请人：——

  公开号：US20020022741A1

  公开（公告）日：2002-02-21

  The present invention relates to metathesis syntheses for insect sex-attractant pheromones or their components, such as E-5-decenyl acetate, the major component of the Peach Twig Borer pheromone; (5R, 6S)-6-acetoxy-5-hexadecanolide, the mosquito oviposition attractant pheromone; E9, Z11-hexadecadienal, the pecan nut casebearer moth pheromone; 9-tetradecenyl formate, an analog of the Diamondback Moth (DBM) pheromone; 11-tetradecenyl acetate, the Omnivorous Leafroller (OLR) pheromone; E-4-tridecenyl acetate, the major component of the Tomato Pinworm (TPW) pheromone; E,E-8,10-dodecadienol, the Codling Moth (CM) pheromone. The syntheses preferably employ a Class I-IV metathesis catalyst, entail few reaction steps, use generally commercially available starting materials, and have relatively short process times. These syntheses produce good yields without the need for expensive or sophisticated equipment. The invention also provides an inexpensive route for producing omega-haloalkenols by cross-metathesizing alpha-omega-diacetoxy alkenes and alpha-omega-dihalides to yield omega-haloalkenols, which are easily converted into omega-haloalkanols under traditional hydrogenation methods.

  本发明涉及对昆虫性诱素或其组分进行交换合成，如E-5-癸烯醇醋酸酯，桃枝蠕蛾性信息素的主要成分；（5R, 6S）-6-乙酰氧基-5-十六醇内酯，蚊子产卵引诱素；E9, Z11-癸二烯醛，山核桃果蛾性信息素；9-十四烯酸甲酯，菜青虫性信息素的类似物；11-十四烯醇醋酸酯，杂食卷叶蛾性信息素；E-4-十三烯醇醋酸酯，番茄针孔螟性信息素的主要成分；E,E-8,10-十二二烯醇，苹果蛾性信息素。这些合成通常采用I-IV类交换催化剂，步骤较少，使用通常易得的起始物质，并具有相对较短的工艺时间。这些合成产量良好，无需昂贵或复杂的设备。该发明还提供了通过交叉交换α-Ω-二乙酰基烯烃和α-Ω-二卤代烃来产生Ω-卤代烯醇的廉价途径，后者可以在传统的氢化方法下轻松转化为Ω-卤代烷醇。
• Improvements in or relating to pheromones
  申请人：NATIONAL RESEARCH DEVELOPMENT CORPORATION

  公开号：EP0078641A1

  公开（公告）日：1983-05-11

  Compounds of formula in which R represents hydrogen, formyl or an alkanoyl group of two to twenty-five carbon atoms and R' represents an alkyl group of one to thirty-five carbon atoms are of value as mosquito attractants, mosquitos being attracted to a location where they and/or their eggs or larvae are then destroyed.

  式中 R 代表氢、甲酰基或二至二十五个碳原子的烷酰基，R' 代表一至三十五个碳原子的烷基的化合物具有吸引蚊虫的价值，蚊虫会被吸引到一个地方，然后它们和/或它们的卵或幼虫会在那里被消灭。
• USE OF DISPENSING DEVICES IN AGRICULTURAL APPLICATIONS
  申请人：BASF SE

  公开号：EP3973773A1

  公开（公告）日：2022-03-30

  Use of a device D in agricultural applications, forestry or home and garden applications, wherein said device D is used for dispensing in the air, as a vapor, an active ingredient that is liquid at ambient temperature, wherein device D contains: - an aeration system that contains a pipe (2, 4, 510) opening into the open air and is configured to allow an airflow to pass through the pipe; - at least one distributor member (8, 208) that is in fluid connection with a storage container and is intended to be supplied with a liquid active ingredient from said storage container, said distributor member containing a porous body (8, 208) that contains micro-channels forming an outlet arranged in said pipe in order to constitute an evaporation zone for the active ingredient therein, wherein the pores present in said porous body are at least a part of the micro-pipes of the distributor member; - a heating member (11, 211, 132) arranged on or in the distributor member so as to control a flow of the active ingredient through the distributor member.

  装置 D 在农业、林业或家庭和花园应用中的用途，其中所述装置 D 用于将在环境温度下为液态的活性成分以蒸汽形式喷洒在空气中、 其中设备 D 包含 - 通气系统，该系统包含一个通向露天的管道（2、4、510），其构造允许气流通过管道； - 至少一个分配器部件 (8，208)，该部件与储存容器流体连接，用于从所述储存容器供应液体活性成分，所述分配器部件包含一个多孔体 (8，208)，该多孔体包含微通道，形成一个出口，布置在所述管道中，以构成其中活性成分的蒸发区，其中所述多孔体中存在的孔隙至少是分配器部件微管道的一部分； - 加热部件（11、211、132），布置在分配器部件上或分配器部件内，以控制活性成分通过分配器部件的流量。
• Oviposition Responses of <i>Culex pipiens</i> to a Synthetic Racemic <i>Culex quinquefasciatus</i> Oviposition Aggregation Pheromone
  作者：Antonios Michaelakis、Anastasia P. Mihou、Elias A. Couladouros、Athanasios K. Zounos、George Koliopoulos

  DOI：10.1021/jf0504871

  日期：2005.6.1

  The oviposition pheromone of Culex quinquefasciatus was synthesized in a racemic form in a simple (five steps), efficient, high yielding (45% total yield), and low cost way (use of relatively low cost reagents). Our synthetic racemic pheromone (SRP) was tested in the laboratory for its bioactivity on Culex pipiens biotype molestus, which is a member of the species complex that Culex quinquefasciatus belongs. In the testing conditions, bioactivity at the doses of 0.01, 0.1, 1, and 10 mu g per cage was found with the best bioactivity achieved at 1 mu g per cage. The effectiveness of our SRP offers a capable tool for improving mosquito oviposition traps for surveillance or even control programs.
• KAWAMURA, FUMITOSHI;TAYANO, TAKAO;SATOH, YOSHITAKA;HARA, SHOJI;SUZUKI, AK+, CHEM. LETT.,(1989) N0, C. 1723-1726
  作者：KAWAMURA, FUMITOSHI、TAYANO, TAKAO、SATOH, YOSHITAKA、HARA, SHOJI、SUZUKI, AK+

  DOI：——

  日期：——