2-(1,4-Dioxa-spiro[4.5]dec-2-yl)-ethanol | 616876-76-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(1,4-Dioxa-spiro[4.5]dec-2-yl)-ethanol
• 英文别名: 2-(1,4-Dioxaspiro[4.5]decan-3-yl)ethanol
• CAS: 616876-76-7
• 化学式: C₁₀H₁₈O₃
• 分子量: 186.251
• InChiKey: VKAXNTNJWGJOKC-UHFFFAOYSA-N

物化性质

• 沸点：
  297.9±15.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(1,4-Dioxa-spiro[4.5]dec-2-yl)-ethanol 在 咪唑 、 碘 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以93%的产率得到
  参考文献：
  名称：

  Synthetic studies toward zoapatanol

  摘要：

  The oxepane core of zoapatanol was efficiently synthesized from commercially available 1,2,4-butanetriol, and it was shown to be possible to introduce the angular methyl group at C2' by the reaction of an intermediate butenolide with diazomethane. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.088
• 作为产物：
  描述：

  1,2,4-丁三醇 、 环己酮 在 三氟化硼乙醚 作用下， 以 乙醚 为溶剂， 以97%的产率得到2-(1,4-Dioxa-spiro[4.5]dec-2-yl)-ethanol
  参考文献：
  名称：

  Synthetic studies toward zoapatanol

  摘要：

  The oxepane core of zoapatanol was efficiently synthesized from commercially available 1,2,4-butanetriol, and it was shown to be possible to introduce the angular methyl group at C2' by the reaction of an intermediate butenolide with diazomethane. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.12.088

文献信息

• Concerning Tishchenko-LikeSide Products in Oxidation of Hydroxymethyl to Formyl Groups
  作者：Raghavakaimal Padmakumar、Bert Fraser-Reid、Zhiwei Guo、Rawle I. Hollingsworth、K. V. Radhakrishnan、M. V. Nandakumar

  DOI：10.1055/s-2003-39307

  日期：——

  Oxidation of a hydroxymethyl group to an aldehyde sometimes gives a dimeric ester reminiscent of a Tishchenko aldehyde-ester disproportionation. This process has been observed only with Cr(VI)/pyridine based reagents, andcan be avoided most notably by using Dess-Martin and Swern (DMSO/COCl 2 ) reagents.

  羟甲基氧化成醛有时会产生二聚酯，让人联想到 Tishchenko 醛-酯歧化。该过程仅在使用 Cr(VI)/吡啶基试剂时观察到，并且可以通过使用 Dess-Martin 和 Swern (DMSO/COCl 2 ) 试剂来避免。
• PROCESS FOR THE PRODUCTION OF LIPOIC ACID
  申请人：ASTA Medica Aktiengesellschaft

  公开号：EP0835251A1

  公开（公告）日：1998-04-15
• Synthetic studies toward zoapatanol
  作者：Isela García、Manuel Pérez、Pedro Besada、Generosa Gómez、Yagamare Fall

  DOI：10.1016/j.tetlet.2007.12.088

  日期：2008.2

  The oxepane core of zoapatanol was efficiently synthesized from commercially available 1,2,4-butanetriol, and it was shown to be possible to introduce the angular methyl group at C2' by the reaction of an intermediate butenolide with diazomethane. (c) 2007 Elsevier Ltd. All rights reserved.