9,10-epoxydecenal | 127087-61-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9,10-epoxydecenal
• 英文别名: 8-(Oxiran-2-yl)octanal
• CAS: 127087-61-0
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: DZFKBGZCTIOTQK-UHFFFAOYSA-N

物化性质

• 沸点：
  254.1±13.0 °C(Predicted)
• 密度：
  0.955±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  29.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9,10-epoxydecenal 在 锰 、 水 、 2,4,6-collidine hydrochloride 作用下， 以 四氢呋喃 为溶剂， 以88%的产率得到1,2-环氧癸烷-10-醇
  参考文献：
  名称：

  Mn(0)-Mediated Chemoselective Reduction of Aldehydes. Application to the Synthesis of α-Deuterioalcohols

  摘要：

  A mild simple safe chemoselective reduction of different kinds to the corresponding alcohols mediated by the Mn dust/water system is described. In addition to this, the use of D2O leads to the synthesis of alpha-deuerated alcohols and constitutes an efficient inexpensive alternative for the preparation of these compounds.

  DOI：

  10.1021/jo1015618
• 作为产物：
  描述：

  9-十烯-1-醇 在 ^-Bu4N⁺ (MoO5PICO) 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 生成 9,10-epoxydecenal
  参考文献：
  名称：

  Metal catalysis in oxidation by peroxides. Part 33. Chemoselective alcohol oxidations by the anionic molybdenum-picolinate N-oxido peroxo complex MoO5PICO

  摘要：

  DOI：

  10.1021/jo00298a052

文献信息

• Solid-Supported Reagents for the Oxidation of Aldehydes to Carboxylic Acids
  作者：Toshiyasu Takemoto、Kosuke Yasuda、Steven V. Ley

  DOI：10.1055/s-2001-17448

  日期：——

  Solid-supported reagents such as phosphate-buffered (PB) silica gel (SiO2) supported potassium permanganate (KMnO4) and polymer-supported (PS) chlorite have been prepared and used in the conversion of aldehydes to carboxylic acids, affording products without any need for conventional work-up procedures.

  已制备出磷酸盐缓冲（PB）硅胶（SiO2）支撑高锰酸钾（KMnO4）和聚合物支撑（PS）亚氯酸盐等固体支撑试剂，并将其用于醛类到羧酸的转化，无需传统的加工程序即可得到产品。
• Method for producing carbonyl compound
  申请人：Sato Kazuhiko

  公开号：US20060106250A1

  公开（公告）日：2006-05-18

  An oily solution of water-insoluble aliphatic alcohol is allowed to react with an aqueous hydrogen peroxide solution in the presence of a catalyst containing a metal compound belonging to Group 8 to 10 of the Periodic Table in a heterogeneous solution system. As a result, a carbonyl compound can be produced from an aqueous hydrogen peroxide solution under mild conditions in high yield. Also, the reaction operation is simple and easy, a step for removing solvent after completion of the reaction is not necessary and influence and toxicity upon the environment and human body are markedly small. Thus, a carbonyl compound can be produced safely, simply and efficiently.

  一种水不溶性脂肪族醇的油性溶液在存在第8至10族元素化合物催化剂的异相溶液体系中与水性过氧化氢溶液发生反应。结果，在温和条件下，可以高产率地从水性过氧化氢溶液中产生一个羰基化合物。此外，反应操作简单易行，不需要在反应完成后去除溶剂，对环境和人体的影响和毒性显著小。因此，可以安全、简单、高效地生产羰基化合物。
• METHOD FOR PRODUCING CARBONYL COMPOUND
  申请人：National Institute of Advanced Industrial Science and Technology

  公开号：EP1544188A1

  公开（公告）日：2005-06-22

  An oily solution of water-insoluble aliphatic alcohol is allowed to react with an aqueous hydrogen peroxide solution in the presence of a catalyst containing a metal compound belonging to Group 8 to 10 of the Periodic Table in a heterogeneous solution system. As a result, a carbonyl compound can be produced from an aqueous hydrogen peroxide solution under mild conditions in high yield. Also, the reaction operation is simple and easy, a step for removing solvent after completion of the reaction is not necessary and influence and toxicity upon the environment and human body are markedly small. Thus, a carbonyl compound can be produced safely, simply and efficiently.

  在异相溶液体系中，让不溶于水的脂肪醇油性溶液与过氧化氢水溶液在含有元素周期表第 8 至第 10 族金属化合物的催化剂存在下发生反应。因此，可以在温和的条件下从过氧化氢水溶液中生产出羰基化合物，而且产率很高。同时，反应操作简单易行，反应结束后无需去除溶剂，对环境和人体的影响和毒性明显较小。因此，可以安全、简单、高效地生产出羰基化合物。
• Dehomologation of Aldehydes via Oxidative Cleavage of Silyl Enol Ethers with Aqueous Hydrogen Peroxide Catalyzed by Cetylpyridinium Peroxotungstophosphate under Two-Phase Conditions
  作者：Satoshi Sakaguchi、Yumiko Yamamoto、Takuma Sugimoto、Hiroyo Yamamoto、Yasutaka Ishii

  DOI：10.1021/jo990477x

  日期：1999.8.1

  Dehomologation of aldehydes has been first successfully achieved via oxidative cleavage of silyl enol ethers, derived from aldehydes and trimethylchlorosilane, using aqueous hydrogen peroxide in the presence of a catalytic amount of peroxotungstophophate (PCWP) under phase-transfer conditions. For instance, the oxidation of 1-[(trimethylsilyl)oxy]-1-octene resulting from octanal and Me3SiCl with 35% H2O2 catalyzed by PCWP in dichloromethane at room temperature afforded the one-carbon shorter aldehyde, heptanal, in 79% yield. A variety of silyl enol ethers were also converted into one-carbon shorter aldehydes in good yields. The oxidation under homogeneous conditions using tert-butyl alcohol gave hydrolysis products such as 2-oxooctanol and octanal. It is of interest that [1-(trimethylsilyl)oxy]-1,10-undecadiene involving an enol moiety and a terminal double bond afforded exclusively 9-decenal, in which the enol moiety was selectively oxidized. A plausible reaction path for the oxidative cleavage of silyl enol ethers by the present system has been suggested from the oxidation results of alpha-[(trimethylsilyl)oxy]styrene.
• US7109379B2
  申请人：——

  公开号：US7109379B2

  公开（公告）日：2006-09-19