α,α-dimethyl-β-hydroxybutyrolactone | 3285-47-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: α,α-dimethyl-β-hydroxybutyrolactone
• 英文别名: 4-Hydroxy-3,3-dimethyl-tetrahydrofuranon-(2)；4-hydroxy-3,3-dimethyl-dihydro-furan-2-one；4-Hydroxy-3,3-dimethyl-dihydro-furan-2-on；4-Hydroxy-3,3-dimethyloxolan-2-one
• CAS: 3285-47-0
• 化学式: C₆H₁₀O₃
• 分子量: 130.144
• InChiKey: ACIUPKGHYXBINT-UHFFFAOYSA-N

物化性质

• 沸点：
  266.4±33.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (3,3-二甲基环氧乙烷基)甲醇 在 oxonium 、 三乙胺 作用下， 以 甲苯 为溶剂， 生成 α,α-dimethyl-β-hydroxybutyrolactone
  参考文献：
  名称：

  Ring-opening of epoxyalcohols by diethylaluminium cyanide. Regio- and stereoselective synthesis of 1-cyano-2,3-diols

  摘要：

  Diethylaluminium cyanide is a highly selective reagent for the ring opening of 2,3-epoxyalcohols under mild conditions; the reaction takes place at C-3, with inversion of configuration, to give 1-cyano-2,3-diols. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02520-9

文献信息

• Colloidal nickel(0)-carboxymethyl cellulose particles: A biopolymer-inorganic catalyst for hydrogenation of nitro-aromatics and carbonyl compounds
  作者：Mohamed Anouar Harrad、Brahim Boualy、Larbi El Firdoussi、Ahmad Mehdi、Claudio Santi、Stefano Giovagnoli、Morena Nocchetti、Mustapha Ait Ali

  DOI：10.1016/j.catcom.2012.11.025

  日期：2013.2

  Colloidal solution of nickel(0) in carboxymethyl cellulose showed good catalytic efficiency in hydrogenation of aromatic nitro compounds, as well as aliphatic and aromatic ketones in aqueous medium yielding the respective aromatic amines and alcohols in excellent yield along with moderate to good reusability of the catalyst. The catalyst was isolated and characterized by powder XRD, EDX, SEM and TEM

  羧甲基纤维素中镍（0）的胶体溶液在芳族硝基化合物以及水性介质中的脂肪族和芳族酮的氢化中显示出良好的催化效率，从而以优异的产率产生了相应的芳族胺和醇，并且催化剂具有中等至良好的可重复使用性。分离催化剂，并通过粉末XRD，EDX，SEM和TEM研究对其进行表征。催化剂的活性相由截留在羧甲基纤维素（Col-Ni-CMC Nps）中的镍纳米颗粒组成。在室温下在水中通过羧甲基纤维素钠（CMC）的氯化钠（NaBH 4）还原氯化镍进行环保合成。
• A direct synthesis of .beta.-hydroxybutyrolactones. Total synthesis of dendrolasin and formal total synthesis of aplysistatin
  作者：George A. Kraus、Peter Gottschalk

  DOI：10.1021/jo00174a038

  日期：1983.12
• Courtot, Bulletin de la Societe Chimique de France, 1906, vol. <3> 35, p. 660
  作者：Courtot

  DOI：——

  日期：——
• Ring-opening of epoxyalcohols by diethylaluminium cyanide. Regio- and stereoselective synthesis of 1-cyano-2,3-diols
  作者：Fabio Benedetti、Federico Berti、Stefano Norbedo

  DOI：10.1016/s0040-4039(98)02520-9

  日期：1999.1

  Diethylaluminium cyanide is a highly selective reagent for the ring opening of 2,3-epoxyalcohols under mild conditions; the reaction takes place at C-3, with inversion of configuration, to give 1-cyano-2,3-diols. (C) 1999 Elsevier Science Ltd. All rights reserved.