Undecan-2,10-diol | 33666-65-8

• 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: Undecan-2,10-diol
• 英文别名: Undecane-2,10-diol
• CAS: 33666-65-8
• 化学式: C₁₁H₂₄O₂
• 分子量: 188.31
• InChiKey: DCWOAQHULIMVPB-UHFFFAOYSA-N

物化性质

• 沸点：
  300.7±10.0 °C(Predicted)
• 密度：
  0.914±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  乙酸乙烯酯 、 Undecan-2,10-diol 在 polyacrylamide-bound Novozyme 435(R) 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以50%的产率得到
  参考文献：
  名称：

  Furanyl spiroketals as stereochemical relays in the synthesis of 1,9-anti diols: synthesis of insect pheromones

  摘要：

  A suite of spiroketal insect pheromones (15 and 17a-d) has been synthesised in good yield and with very high levels of diastereoselectivity via furanyl spiroketals. Remote asymmetric induction is achieved under thermodynamic control. The use of furanyl spiroketals as temporary scaffolds in the synthesis of 1,9-anti diols has been demonstrated with the synthesis of the swede midge pheromone (2S, 10S)-2, 10-diacetoxyundecane 1. The enzymatic resolution of a C-2 symmetric 1,9-anti diol was used as a confirmation of diastereomeric purity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.004
• 作为产物：
  描述：

  1,5-二溴戊烷 、 methyloxirane 在 magnesium 、 copper(l) iodide 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到Undecan-2,10-diol
  参考文献：
  名称：

  Furanyl spiroketals as stereochemical relays in the synthesis of 1,9-anti diols: synthesis of insect pheromones

  摘要：

  A suite of spiroketal insect pheromones (15 and 17a-d) has been synthesised in good yield and with very high levels of diastereoselectivity via furanyl spiroketals. Remote asymmetric induction is achieved under thermodynamic control. The use of furanyl spiroketals as temporary scaffolds in the synthesis of 1,9-anti diols has been demonstrated with the synthesis of the swede midge pheromone (2S, 10S)-2, 10-diacetoxyundecane 1. The enzymatic resolution of a C-2 symmetric 1,9-anti diol was used as a confirmation of diastereomeric purity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.004

文献信息

• Pheromones and method of preventing infestation of Contarinia nasturtii
  申请人：Hillbur Ylva

  公开号：US20070122376A1

  公开（公告）日：2007-05-31

  The present invention relates to pheromone mixture comprising 2,9 diacetoxyundecane, 2,10-diacetoxyundecane and 2-acetoxyundecane, as a racemate or, biologically active stereoisomers thereof, as well as a method for monitoring and/or mating disruption of swede midge, Contarinia nasturtii, in Brassica vegetables, in particular Brussels sprouts, cauliflower and broccoli.

  本发明涉及一种信息素混合物，包括2,9-二乙酰氧基十一烷、2,10-二乙酰氧基十一烷和2-乙酰氧基十一烷，作为外消旋体或其生物活性立体异构体，以及一种用于监测和/或干扰芥菜蔬菜中的芥蚜（Contarinia nasturtii）交配的方法，特别是在芽甘蓝、花椰菜和西兰花中。
• Regioselective enzymatic deacylation of sucrose esters in anhydrous organic media
  申请人：McNEIL-PPC, INC.

  公开号：EP0610063A2

  公开（公告）日：1994-08-10

  A process for the preparation of partially acylated derivatives of sucrose by the enzyme catalyzed deacylation of sucrose esters, wherein said process comprises treating a sucrose ester selected from the group consisting of sucrose octaacylate, sucrose heptaacylate, and sucrose hexaacylate in an anhydrous organic medium, with an enzyme or combination of enzymes capable of catalyzing the deacylation of said sucrose ester to produce a partially deacylated sucrose derivative having free hydroxyl group(s) in pre-selected position(s), and recovering the resulting partially deacylated sucrose derivative.

  一种通过酶催化的蔗糖酯脱乙酰化反应制备蔗糖部分酰化衍生物的工艺，其中所述工艺包括在无水有机介质中处理选自蔗糖八乙酸酯、蔗糖七乙酸酯和蔗糖六乙酸酯组成的组中的蔗糖酯、用能够催化所述蔗糖酯脱乙酰化的酶或酶的组合，生成在预选位置具有游离羟基的部分脱乙酰化蔗糖衍生物，并回收所生成的部分脱乙酰化蔗糖衍生物。
• Polycarbonate redistribution method
  申请人：GENERAL ELECTRIC COMPANY

  公开号：EP0702044B1

  公开（公告）日：2000-05-03
• PHEROMONES AND METHOD OF PREVENTING INFESTATION OF CONTARINIA NASTURTII
  申请人：Forskarpatent i Syd AB

  公开号：EP1715741B1

  公开（公告）日：2008-07-23
• US5445951A
  申请人：——

  公开号：US5445951A

  公开（公告）日：1995-08-29