5-hydroxy-1,3-dioxan-2-one | 86629-67-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 5-hydroxy-1,3-dioxan-2-one
• 英文别名: 1,3-Dioxan-2-one, 5-hydroxy-
• CAS: 86629-67-6
• 化学式: C₄H₆O₄
• 分子量: 118.089
• InChiKey: DQIGFEWVGQCCTN-UHFFFAOYSA-N

物化性质

• 沸点：
  361.5±35.0 °C(Predicted)
• 密度：
  1.439±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-hydroxy-1,3-dioxan-2-one 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 0.17h， 生成 羟甲基二氧杂戊环酮
  参考文献：
  名称：

  带有游离羟基的六元环状碳酸甘油酯的合成，表征和反应性

  摘要：

  五元和六元环状碳酸酯最近已成为通过开环聚合或环保型非异氰酸酯聚氨酯合成聚碳酸酯的起始原料。在很多...

  DOI：

  10.1039/c5gc01688f
• 作为产物：
  描述：

  5-benzyloxy-1,3-dioxan-2-one 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙酸乙酯 为溶剂， 25.0 ℃ 、300.01 kPa 条件下， 反应 168.0h， 以66%的产率得到5-hydroxy-1,3-dioxan-2-one
  参考文献：
  名称：

  带有游离羟基的六元环状碳酸甘油酯的合成，表征和反应性

  摘要：

  五元和六元环状碳酸酯最近已成为通过开环聚合或环保型非异氰酸酯聚氨酯合成聚碳酸酯的起始原料。在很多...

  DOI：

  10.1039/c5gc01688f
• 作为试剂：
  描述：

  D-GlcNAc 、 4-硝基苯基-D-吡喃葡糖苷 在 Thermus thermophilus β-galactosidase 、 5-hydroxy-1,3-dioxan-2-one 作用下， 以 aq. phosphate buffer 为溶剂， 反应 3.0h， 以17%的产率得到Gal-β[1→6]GlcNAc
  参考文献：
  名称：

  Optimised N-acetyl-d-lactosamine synthesis using Thermus thermophilus β-galactosidase in bio-solvents

  摘要：

  Synthesis of N-acetyl-D-lactosamine (Gal-beta[1 -> 4]GlcNAc, LacNAc) catalyzed by beta-galactosidase from Thermus thermophilus (TTP0042) is affected by side reactions that give as result very low yields (about 20%) of LAcNAc when the reaction is performed in buffer. The process is improved (up to 91% of disaccharide yield) when the reaction takes place in the presence of solvents from biomass (bio-solvents) at 2.0 M concentration. Most of the solvents tested increased the LacNAc synthesis and reduced the undesired side reactions. In order to understand the possible effects of these solvents over the enzyme regioselectivity, we developed a conformational study of the enzyme structure in the presence of a selected bio-solvent by circular dichroism and fluorescence. According to this study, we were able to conclude that the presence of bio-solvents in the reaction media modifies the enzyme secondary and tertiary structure and this may be the cause of the regioselectivity changes observed in the trans-glycosylation reaction. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.11.053

文献信息

• Formation of glycerol carbonate from glycerol and urea catalysed by metal monoglycerolates
  作者：Terence W. Turney、Antonio Patti、Will Gates、Uzma Shaheen、Sanjitha Kulasegaram

  DOI：10.1039/c3gc37028c

  日期：——

  Polymeric monoglycerolate complexes of zinc and cobalt can act as homogeneous catalysts for the one-pot synthesis of glycerol carbonate from glycerol and urea. Effects of reaction temperature, time and glycerol to urea molar ratios on glycerol carbonate selectivity and glycerol conversion have been analysed, with yields reaching 83% at 98% glycerol conversion. The proposed mechanism involves competing catalysed and uncatalysed pathways. In the catalysed pathway, an intermediate isocyanate complex, formed from reaction of urea with the metal monoglycerolate, undergoes rearrangement to form glycerol carbonate and ammonia.

  聚甘油酸复合物锌和钴可以作为均相催化剂，用于甘油和尿素的一锅合成甘油碳酸酯。分析了反应温度、时间及甘油与尿素摩尔比对甘油碳酸酯选择性和甘油转化率的影响，在甘油转化率达到98%时，产率可达83%。提出的机理涉及竞争的催化途径和非催化途径。在催化途径中，由尿素与金属甘油酸反应形成的中间异氰酸酯复合物发生重排，生成甘油碳酸酯和氨。
• Synthesis, characterization and reactivity of a six-membered cyclic glycerol carbonate bearing a free hydroxyl group
  作者：M. Tryznowski、Z. Żołek-Tryznowska、A. Świderska、P. G. Parzuchowski

  DOI：10.1039/c5gc01688f

  日期：——

  Five- and six-membered cyclic carbonates, have recently become popular as starting materials for synthesis of polycarbonates via ring opening polymerization or synthesis of an environmentally friendly non-isocyanate polyurethanes. In many...

  五元和六元环状碳酸酯最近已成为通过开环聚合或环保型非异氰酸酯聚氨酯合成聚碳酸酯的起始原料。在很多...