5-Chloro-3-hydroxy-2-methylpyran-4-one | 79907-35-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 5-Chloro-3-hydroxy-2-methylpyran-4-one
• CAS: 79907-35-0
• 化学式: C₆H₅ClO₃
• 分子量: 160.557
• InChiKey: KXIFCIINEUGUNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 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-Chloro-3-hydroxy-2-methylpyran-4-one 生成 5-chloro-2-methyl-3-[phenyl(propylsulfanyl)phosphinothioyl]oxypyran-4-one
  参考文献：
  名称：

  TAKAO, XISASI;SIMIDZU, YASUO;ODZAKI, NORIO;USUI, MAKIO;IIDA, SADAXIKO

  摘要：

  DOI：
• 作为产物：
  描述：

  4-chloro-6-methoxy-2-methyl-2H-pyran-3(6H)-one 在 盐酸 、 双氧水 、 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 5-Chloro-3-hydroxy-2-methylpyran-4-one
  参考文献：
  名称：

  A Convenient Synthesis of 3-Hydroxy-4H-pyran-4-one Derivatives Having a Halo or Hydroxy Group at the 5-Position

  摘要：

  The reaction of 4,5-epoxy-4-halo-6-methoxy-2-methyl-tetrahydropyran-3-ones (4b and 5b) in acidic media was examined and the following results were found: The reaction of 4b or 5b with 1% sulfuric acid afforded a mixture of 3,5-dihydroxy-4H-pyran-4-one (1b) and 5-halo-3-hydroxy-4H-pyran-4-one (2b or 3b), but the use of concentrated acid formed the corresponding 5-halo-4H-pyran-4-one (2b or 3b) only. The reaction was applicable for a general method for synthesizing 3,5-disubstituted 4H-pyran-4-ones (1, 2, and 3).

  DOI：

  10.3987/com-92-6090

文献信息

• TAKAO, XISASI;SIMIDZU, YASUO;ODZAKI, NORIO;USUI, MAKIO;IIDA, SADAXIKO
  作者：TAKAO, XISASI、SIMIDZU, YASUO、ODZAKI, NORIO、USUI, MAKIO、IIDA, SADAXIKO

  DOI：——

  日期：——
• A Convenient Synthesis of 3-Hydroxy-4H-pyran-4-one Derivatives Having a Halo or Hydroxy Group at the 5-Position
  作者：Hisashi Takao、Yoshinori Endo、Tokunaru Horie

  DOI：10.3987/com-92-6090

  日期：——

  The reaction of 4,5-epoxy-4-halo-6-methoxy-2-methyl-tetrahydropyran-3-ones (4b and 5b) in acidic media was examined and the following results were found: The reaction of 4b or 5b with 1% sulfuric acid afforded a mixture of 3,5-dihydroxy-4H-pyran-4-one (1b) and 5-halo-3-hydroxy-4H-pyran-4-one (2b or 3b), but the use of concentrated acid formed the corresponding 5-halo-4H-pyran-4-one (2b or 3b) only. The reaction was applicable for a general method for synthesizing 3,5-disubstituted 4H-pyran-4-ones (1, 2, and 3).