5-羟基-2,3-二氢吡喃-4-酮 | 138471-91-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 中文名称: 5-羟基-2,3-二氢吡喃-4-酮
• 英文名称: 1,5-anhydro-4-deoxy-pent-1-en-3-ulose
• 英文别名: 5-hydroxy-2,3-dihydropyran-4-one；5-Hydroxy-2H-pyran-4(3H)-one
• CAS: 138471-91-7
• 化学式: C₅H₆O₃
• 分子量: 114.101
• InChiKey: UEEJAWIBWQWIMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-羟基-2,3-二氢吡喃-4-酮 在 糠醛 、 sodium tetrahydroborate 作用下， 以 水 为溶剂， 反应 1.0h， 生成 四氢-吡喃-3,4-二醇
  参考文献：
  名称：

  Thermal synthesis and pyrolysis of a xylan

  摘要：

  A xylan has been synthesized in yields up to 64% by thermal polymerization of methyl beta-D-xylopyranoside, catalyzed by phosphoric acid. The polymer is highly branched, with d.p. approximately 20. The xylose units in the polymer are predominantly pyranose, with some furanose, and 14% of the nonreducing end groups are in the furanose form. The ''reducing'' end groups are at least partly in the form of methyl xylosides. Vacuum pyrolysis of the pure synthetic xylan gave a high char yield (48%, compare, for example 5% from pure cellulose), 1,4-anhydro-alpha-D-xylopyranose (5.7%), and 1,5-anhydro-4-deoxypent-1-en-3-ulose (2.4%). The structure of the latter compound was verified by degradation experiments and it was shown to be the compound previously isolated from pyrolysis of natural xylans and incorrectly assigned as 3-hydroxy-2-penteno- 1,5-lactone. This glyculose has considerable importance as a marker compound for xylans in pyrolysis of biomass materials.

  DOI：

  10.1016/0008-6215(91)84093-t

文献信息

• Thermal synthesis and pyrolysis of a xylan
  作者：Glenn R. Ponder、Geoffrey N. Richards

  DOI：10.1016/0008-6215(91)84093-t

  日期：1991.9

  A xylan has been synthesized in yields up to 64% by thermal polymerization of methyl beta-D-xylopyranoside, catalyzed by phosphoric acid. The polymer is highly branched, with d.p. approximately 20. The xylose units in the polymer are predominantly pyranose, with some furanose, and 14% of the nonreducing end groups are in the furanose form. The ''reducing'' end groups are at least partly in the form of methyl xylosides. Vacuum pyrolysis of the pure synthetic xylan gave a high char yield (48%, compare, for example 5% from pure cellulose), 1,4-anhydro-alpha-D-xylopyranose (5.7%), and 1,5-anhydro-4-deoxypent-1-en-3-ulose (2.4%). The structure of the latter compound was verified by degradation experiments and it was shown to be the compound previously isolated from pyrolysis of natural xylans and incorrectly assigned as 3-hydroxy-2-penteno- 1,5-lactone. This glyculose has considerable importance as a marker compound for xylans in pyrolysis of biomass materials.