9,10-Epoxy-1,5-cyclododecadiene | 943-93-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: 9,10-Epoxy-1,5-cyclododecadiene
• 英文别名: 1,5,9-cyclododecatriene monoepoxide；1,2-epoxy-5,9-cyclododecadiene；epoxycyclododecadiene；9,10-Epoxy-cyclododecadien-(1,5)；1,2-Epoxy-cyclododecadien-(5,9)；9,10-Epoxy-cyclododeca-1,5-dien；(4Z,8Z)-13-oxabicyclo[10.1.0]trideca-4,8-diene
• CAS: 943-93-1
• 化学式: C₁₂H₁₈O
• 分子量: 178.274
• InChiKey: OWUVDWLTQIPNLN-GLIMQPGKSA-N

物化性质

• 沸点：
  83°C 1mm
• 密度：
  0,98 g/cm3
• 闪点：
  123 °C

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险类别码：
  R36/38
• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  9,10-Epoxy-1,5-cyclododecadiene 在 5percent Pd/C(en) 氢气 作用下， 以 四氢呋喃 为溶剂， 20.0 ℃ 、506.66 kPa 条件下， 反应 24.0h， 生成 环十二醇 、 环氧十二烷
  参考文献：
  名称：

  Highly Chemoselective Hydrogenation with Retention of the Epoxide Function Using a Heterogeneous Pd/C-Ethylenediamine Catalyst and THF

  摘要：

  In general, palladium-carbon (Pd/C) catalyzed hydrogenation of epoxides affords the corresponding primary and secondary alcohols as a mixture. It has been found that the catalytic activity of a Pd/C -ethylenediamine complex catalyst [Pd/C(en)] in the hydrogenolysis of epoxide functions is drastically reduced. Herein we describe a mild and chemoselective method for the hydrogenation of olefin, nitro, and azide functions with retention of the epoxide function. The chemoselectivity was accomplished by using a combination of 5% Pd/C(en) and THF as solvent. A significant drop in the chemoselectivity of the hydrogenation is observed with 5% Pd/C(en) in MeOH. These results reinforce the utility of epoxides as important precursors of alcohols in synthetic chemistry.

  DOI：

  10.1002/1521-3765(20000616)6:12<2200::aid-chem2200>3.0.co;2-3
• 作为产物：
  描述：

  (5Z)-1,5,9-环十二碳三烯 在 乙酰基丙酮锂 双氧水 作用下， 以 水 、 丙酸乙酯 为溶剂， 反应 4.0h， 以23%的产率得到9,10-Epoxy-1,5-cyclododecadiene
  参考文献：
  名称：

  [EN] PROCESS FOR THE PREPARATION OF LACTONES OR EPOXIDES
  [FR] PROCEDE DE PREPARATION DE LACTONES OU D'EPOXYDES

  摘要：

  本发明涉及一种在惰性溶剂中将非芳香性或非环烯基键氧化为相应环氧化物或将非共轭环酮氧化为相应内酯的过程，使用H?2#191O?2#191作为氧化剂，反应介质中的水含量低于15%（质量百分比），唯一催化剂为碱性或碱土金属盐或络合物。

  公开号：

  WO2004078738A1

文献信息

• UNSATURATED MACROCYCLIC EPOXIDE AS PERFUMING INGREDIENT
  申请人：Firmenich SA

  公开号：US20170058236A1

  公开（公告）日：2017-03-02

  The present invention relates to a compound of formula (I) in the form of any one of its stereoisomers or a mixture thereof which is useful as perfuming ingredients.

  本发明涉及一种化合物，其化学式为(I)，其立体异构体或其混合物形式，可用作香料成分。
• METHOD FOR THE PRODUCTION OF CYCLIC KETONES
  申请人：Teles Joaquim Henrique

  公开号：US20090281357A1

  公开（公告）日：2009-11-12

  The present invention relates to a process for preparing a cyclic ketone having from 7 to 16 carbon atoms, which comprises at least the steps (a) oxidation of a composition (I) comprising at least one cyclic olefin which has from 7 to 16 carbon atoms and at least one C—C double bond by means of dinitrogen monoxide to give a composition (A), (b) treatment of the composition (A) with at least one base to give a composition (B).

  本发明涉及一种制备具有7至16个碳原子的环酮的方法，该方法至少包括以下步骤：(a)氧化含有至少一种具有7至16个碳原子和至少一个C—C双键的环烯烃的组合物(I)，通过双氮氧化物的作用得到一个组合物(A)；(b)将组合物(A)与至少一种碱进行处理，得到一个组合物(B)。
• METHOD FOR PRODUCING AMIDE COMPOUND
  申请人：Kugimoto Junichi

  公开号：US20130005960A1

  公开（公告）日：2013-01-03

  The present invention relates to a method for producing a high purity, high quality amide compound, particularly, lactam. A first embodiment of the present invention is characterized in that an amount of each of a halide, an aldehyde compound, an alcohol compound and a nitrile compound contained in a solution recycled into an oxime-forming step is controlled to an amount of 0.4 mol % or less based on the ketone as a starting material. A second embodiment of the present invention is characterized in that one or more compounds selected from the group consisting of a ketone, an oxime and an amide compound are purified by hydrogenation and/or crystallization for eliminating impurities containing a double bond. A third embodiment of the present invention is characterized in that a content of impurities having a cyclic bridge structure is controlled by using a cycloalkanone purified by recrystallization.

  本发明涉及一种生产高纯度、高质量酰胺化合物的方法，特别是内酰胺。本发明的第一实施例的特征在于，通过控制溶液中每种卤化物、醛类化合物、醇类化合物和腈类化合物在回收至肟形成步骤中的含量，使其量不超过以酮为起始物的0.4摩尔％。本发明的第二实施例的特征在于，通过氢化和/或结晶净化从酮、肟和酰胺化合物组成的化合物中选择一种或多种，以消除含有双键的杂质。本发明的第三实施例的特征在于，通过使用通过再结晶纯化的环戊酮来控制具有环桥结构的杂质的含量。
• METHODS OF MAKING CYCLODODECATRIENE AND METHODS OF MAKING LAUROLACTONE
  申请人：RAJENDRAN GURUSAMY

  公开号：US20090240068A1

  公开（公告）日：2009-09-24

  The present disclosure provides processes for the preparation of dodecanedioic acid (DDDA).

  本公开技术揭示了制备十二碳二酸（DDDA）的过程。
• Method and producing cyclododecanone compound
  申请人：Ube Industries, Ltd.

  公开号：US20010023071A1

  公开（公告）日：2001-09-20

  A cyclododecanone compound is produced in a high reaction rate, with a high conversion of the starting compound, and with a high selectivity to and a high yield of the target compound by isomerizing an epoxycyclododecane compound in the presence of a catalyst comprising lithium bromide and/or lithium iodide, without using a solvent or in a non-polar solvent, in an inert gas atmosphere, while substantially no polymeric compounds having a high boiling temperature is produced.

  在无溶剂或非极性溶剂中，在惰性气体氛围中，通过在催化剂锂溴化物和/或碘化锂的存在下对环十二酮环氧化合物进行异构化，可以高速反应生产环十二酮化合物，其起始化合物的转化率高，且对目标化合物选择性高且产量高，同时基本不产生具有高沸点的聚合物化合物。

表征谱图