5,6-Diacetoxy-cycloocten | 1211-27-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5,6-Diacetoxy-cycloocten
• 英文别名: 5-Cyclooctene-1,2-diol, diacetate；[(4Z)-8-acetyloxycyclooct-4-en-1-yl] acetate
• CAS: 1211-27-4
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: KCTNKFPZQIQAPR-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,6-Diacetoxy-cycloocten 500.0 ℃ 、2.67 kPa 条件下， 生成 1-ethenyl-1,3-cyclohexadiene
  参考文献：
  名称：

  Ziegenbein,W., Angewandte Chemie, 1965, vol. 77, p. 42

  摘要：

  DOI：

文献信息

• Microwave-Assisted Kinetic Resolution of Homochiral (Z)-Cyclooct-5-ene-1,2-diol and (Z)-2-Acetoxycyclooct-4-enyl Acetate Using Lipases
  作者：Hervé Rouillard、Emmanuel Deau、Lisianne Domon、Jean-René Chérouvrier、Marianne Graber、Valérie Thiéry

  DOI：10.3390/molecules19079215

  日期：——

  Over the last decade, the use of biocatalysts has become an attractive alternative to conventional chemical methods, especially for organic synthesis, due to their unusual properties. Among these enzymes, lipases are the most widely used, because they are cheap, easily available, cofactor-free, and have broad substrate specificity. Combined to microwave heating in non-aqueous medium, recent results suggest that irradiation may influence the enzyme activity. This Communication reports the benefits of lipases and the microwave irradiation on the kinetic resolution of racemic homochiral (Z)-cyclooct-5-ene-1,2-diol and (Z)-2-acetoxycyclooct-4-enyl acetate. In order to best achieve the kinetic resolution, different parameters were studied including the type of lipase, the temperature, the impact of microwave power compared to conventional heating. Optimization of the reaction parameters lead to the obtainment of highly enriched or enantiopure diols and diesters in a clean, efficient and safe way.

  在过去十年中，由于生物催化剂的特殊性质，使用生物催化剂已成为传统化学方法的一种有吸引力的替代方法，特别是在有机合成方面。在这些酶中，脂肪酶的应用最为广泛，因为它们价格便宜、容易获得、不含辅助因子，而且具有广泛的底物特异性。最近的研究结果表明，在非水介质中结合微波加热，辐照可能会影响酶的活性。本通讯报告了脂肪酶和微波辐照对外消旋同手性(Z)-环辛烯-5-烯-1,2-二醇和(Z)-2-乙酰氧基环辛烯-4-烯基乙酸酯动力学解析的益处。为了最好地实现动力学解析，研究了不同的参数，包括脂肪酶的类型、温度、微波功率与传统加热相比的影响。通过优化反应参数，以清洁、高效和安全的方式获得了高富集度或对映纯的二元醇和二酯。
• Process for producing a hydrogenated polymer
  申请人：Kuraray Co., Ltd.

  公开号：EP1241189A1

  公开（公告）日：2002-09-18

  The present invention provides an industrially advantageous process for producing a hydrogenated polymer comprising subjecting a polymer having an olefinic carbon-carbon double bond and hydroxy group and/or a functional group which is convertible into hydroxy group or convertible into hydroxymethyl group to hydrogenation under the presence of palladium on a basic activated carbon and/or platinum on a basic activated carbon. The process of the present invention can produce a hydrogenated polymer having hydroxy group and/or a functional group which is convertible into hydroxy group or convertible into hydroxymethyl group with high retention of a functional group and can achieve a high hydrogenation ratio together with good hydrogenation rate.

  本发明提供了一种生产氢化聚合物的具有工业优势的工艺，该工艺包括在碱性活性炭上的钯和/或碱性活性炭上的铂存在下，使具有烯烃碳碳双键和羟基和/或可转化为羟基或可转化为羟甲基的官能团的聚合物进行氢化。本发明的工艺可以生产出具有羟基和/或可转化为羟基或可转化为羟甲基的官能团的氢化聚合物，且官能团保留率高，氢化率高，氢化速率好。
• NOVEL POLYMER AND PROCESS FOR PRODUCING THE SAME
  申请人：KURARAY CO., LTD.

  公开号：EP1598384A1

  公开（公告）日：2005-11-23

  A polymer consisting mainly of structural units represented by the general formula (1), wherein the total molar amount of terminal aldehyde groups and acetal groups is 0.6 mol% or smaller based on the total molar amount of the structural units represented by the general formula (1). -[-(-CHR1-)n-CX1R2-CX2R3-]-(1) (In the formula, n is an integer of 2 to 10; X1 and X2 each represents -H, -OH, or a functional group capable of being converted into -OH, provided that at least one of X1 and X2 is hydroxy or a functional group capable of being converted into hydroxy; and R1, R2 and R3 each represents -H or C1-5 alkyl, aryl, aralkyl, or heteroaryl and the two or more R1's may be different).

  一种主要由通式(1)所代表的结构单元组成的聚合物，其中末端醛基和缩醛基的摩尔总量占通式(1)所代表的结构单元摩尔总量的 0.6 摩尔%或更小。-[-(-CHR1-)n-CX1R2-CX2R3-]-(1) （式中，n 为 2-10 的整数；X1 和 X2 各自代表-H、-OH 或可转化为-OH 的官能团，条件是 X1 和 X2 中至少有一个是羟基或可转化为羟基的官能团；R1、R2 和 R3 各自代表-H 或 C1-5 烷基、芳基、芳烷基或杂芳基，两个或多个 R1 可以不同）。
• PROCESS FOR PRODUCING RING-OPENING METATHESIS POLYMER
  申请人：KURARAY CO., LTD.

  公开号：EP1847558A1

  公开（公告）日：2007-10-24

  The process of producing a ring-opening metathesis polymer of the present invention is mainly characterized in that a treatment to decrease the amount of oxygen and/or peroxide in at least one kind of polymerization starting material is performed prior to the ring-opening metathesis polymerization reaction of a cyclic olefin performed in the presence of a ruthenium carbene complex (catalyst). As used herein, the "polymerization starting material" refers to various materials used for a ring-opening metathesis polymerization reaction and present in the reaction system, such as ruthenium carbene complex (catalyst) and cyclic olefin (monomer), as well as solvents, chain transfer agents and the like. In addition, the method for a treatment to decrease the amount of oxygen and/or peroxide include a method comprising applying an adsorbent to a polymerization starting material to remove oxygen and/or peroxide by adsorption, a method comprising applying an antioxidant to a polymerization starting material to decompose oxygen or peroxide and the like. According to the present invention, a ring-opening metathesis polymer can be produced at a higher reaction rate without degrading the high activity inherently possessed by a' ruthenium carbene complex (catalyst). Because of being free of a decrease in the concentration of the catalyst maintaining the high activity during reaction, the thus-obtained polymer shows a small difference between polymerization lots and becomes homogeneous, and a polymer having a comparatively sharp molecular weight distribution can be produced.

  本发明的开环偏聚聚合物生产工艺的主要特点是，在碳化钌络合物（催化剂）存在下进行环烯烃的开环偏聚聚合反应之前，先进行处理以减少至少一种聚合起始材料中的氧和/或过氧化物的含量。本文所用的 "聚合起始材料 "是指用于开环偏聚聚合反应并存在于反应体系中的各种材料，例如碳化钌络合物（催化剂）和环烯烃（单体），以及溶剂、链转移剂等。此外，减少氧气和/或过氧化物量的处理方法还包括将吸附剂应用于聚合起始材料以通过吸附去除氧气和/或过氧化物的方法、将抗氧化剂应用于聚合起始材料以分解氧气或过氧化物的方法等。 根据本发明，可以在不降低'碳化钌络合物（催化剂）固有的高活性的情况下，以更高的反应速率生产开环偏聚聚合物。由于在反应过程中保持高活性的催化剂浓度不会降低，因此得到的聚合物在聚合批次之间的差异很小，而且变得均匀，并能生产出分子量分布比较均匀的聚合物。
• PROCESS FOR PRODUCTION OF HYDROGENATED POLYMERS AND HYDROGENATED POLYMERS
  申请人：Kuraray Co., Ltd.

  公开号：EP2070964A1

  公开（公告）日：2009-06-17

  Provision of, in a process of producing a hydrogenated polymer, which comprises steps of sequentially performing, in the presence of a ruthenium carbene complex, a ring-opening metathesis polymerization reaction of a cyclic olefin and a hydrogenation reaction of a ring-opening metathesis polymer produced by the polymerization reaction to give a hydrogenated polymer, a simple and economic process of obtaining a hydrogenated polymer having an extremely small content of residual ruthenium derived from the ruthenium carbene complex. A process of producing a hydrogenated polymer, which comprises, in the presence of a ruthenium carbene complex, subjecting a cyclic monoolefin and/or a cyclic diolefin to a ring-opening metathesis polymerization, hydrogenating the resulting ring-opening metathesis polymer to give a hydrogenated polymer, and bringing the hydrogenated polymer in contact with a poor solvent of the hydrogenated polymer in the presence of dissolved hydrogen to allow precipitation. As the poor solvent of the hydrogenated polymer, alcohol having 1 to 6 carbon atoms, ketone having 3 to 6 carbon atoms and the like are preferable.

  在一种生产氢化聚合物的工艺中，包括以下步骤：在有碳化钌络合物存在的情况下，依次进行环状烯烃的开环偏聚聚合反应和由聚合反应生成的开环偏聚聚合物的氢化反应，以得到氢化聚合物。 一种氢化聚合物的生产工艺，它包括在碳化钌络合物存在的情况下，使环状单烯烃和/或环状二烯烃进行开环偏聚聚合反应，将得到的开环偏聚聚合体氢化，得到氢化聚合物，并使氢化聚合物在溶解氢存在的情况下与氢化聚合物的贫溶剂接触，使其沉淀。作为氢化聚合物的贫溶剂，最好是 1 至 6 个碳原子的醇、3 至 6 个碳原子的酮等。