5-羟基-2-甲基苯并二氢吡喃酮 | 14153-17-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 5-羟基-2-甲基苯并二氢吡喃酮
• 英文名称: 2,3-dihydro-5-hydroxy-2-methyl-4H-1-benzopyran-4-one
• 英文别名: 2-methyl-5-hydroxychroman-4-one；5-hydroxy-2-methyl-4-chromanone；5-hydroxy-2-methylchroman-4-one；5-hydroxy-2-methyl-2,3-dihydrochromen-4-one
• CAS: 14153-17-4
• 化学式: C₁₀H₁₀O₃
• 分子量: 178.188
• InChiKey: WHEIRCBYUYIIMR-UHFFFAOYSA-N

物化性质

• 熔点：
  46-48℃
• 沸点：
  340.9±42.0 °C(Predicted)
• 密度：
  1.252±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  三甲基氯硅烷 、 5-羟基-2-甲基苯并二氢吡喃酮 在 吡啶 、 六甲基二硅氮烷 作用下， 反应 0.5h， 生成 2-Methyl-5-trimethylsilanyloxy-chroman-4-one
  参考文献：
  名称：

  Production and toxicity of 2,3-dihydro-5-hydroxy-2-methyl-4H-1-benzopyran-4-one by Phialophora gregata

  摘要：

  2,3-Dihydro-5-hydroxy-2-methyl-4H-1-benzopyran-4-one, was isolated from 3 week old rice cultures of Phialophora gregata, a soybean pathogen, grown at 25 degrees C. This material in repeated bioassays prevented callus formation on soybean hypocotyl sections at 100 and 200 mu g/ml callus culture medium. This is the first report of the production of this metabolite by a member of the Phialphora genus and of its toxicity to soybeans. Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0031-9422(98)00708-0
• 作为产物：
  描述：

  2-methyl-2,3,7,8-tetrahydro-6H-chromene-4,5-dione 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以53%的产率得到5-羟基-2-甲基苯并二氢吡喃酮
  参考文献：
  名称：

  Regioselective Synthesis of 5-Hydroxychroman-4-ones

  摘要：

  DOI：

  10.1055/s-1984-30996

文献信息

• Metabolites from the Endophytic FungusNodulisporium sp. fromJuniperus cedre
  作者：Jingqiu Dai、Karsten Krohn、Ulrich Flörke、Siegfried Draeger、Barbara Schulz、Attila Kiss-Szikszai、Sándor Antus、Tibor Kurtán、Teunis van Ree

  DOI：10.1002/ejoc.200600261

  日期：2006.8

  compounds (2, 4, 5, 7, 8, 11, 14–17) from the culture extract of the endophytic fungus Nodulisporium sp. from Juniperus cedre from Gomera Island. The structure of dictafolin-A, previously erroneously assigned as structure 6, is not identical with 2,3-dihydro-5-methoxy-2-methylchromen-4-one, isolated in this investigation. The structures of new compounds were determined by spectroscopic methods (mainly extensive

  七种新代谢物，3-hydroxy-1-(2,6-dihydroxyphenyl)butan-1-one (1), 1-(2-hydroxy-6-methoxyphenyl)butan-1-one (3), 2,3-二氢-5-甲氧基-2-甲基色烯-4-one (6)、二聚萘节孢菌素 A (9) 和 B (10)，以及第一种天然存在的二聚茚满酮、节孢菌素 C (12) 和 (4E) ,6E)-2,4,6-trimethylocta-4,6-dien-3-one (13) 与 10 种已知化合物 (2, 4, 5, 7, 8, 11, 14–17) 从内生真菌 Nodulisporium sp. 的培养物提取物。来自戈梅拉岛的杜松。dictafolin-A 的结构，以前被错误地指定为结构 6，与 2,3-dihydro-5-methoxy-2-methylchromen-4-one 不同，在本研
• ARNOLDI, A., SYNTHESIS, BRO, 1984, N 10, 856-859
  作者：ARNOLDI, A.

  DOI：——

  日期：——
• Regioselective Synthesis of 5-Hydroxychroman-4-ones
  作者：Anna Arnoldi

  DOI：10.1055/s-1984-30996

  日期：——
• Production and toxicity of 2,3-dihydro-5-hydroxy-2-methyl-4H-1-benzopyran-4-one by Phialophora gregata
  作者：Lynn E Gray、Harold W Gardner、David Weisleder、Michael Leib

  DOI：10.1016/s0031-9422(98)00708-0

  日期：1999.4

  2,3-Dihydro-5-hydroxy-2-methyl-4H-1-benzopyran-4-one, was isolated from 3 week old rice cultures of Phialophora gregata, a soybean pathogen, grown at 25 degrees C. This material in repeated bioassays prevented callus formation on soybean hypocotyl sections at 100 and 200 mu g/ml callus culture medium. This is the first report of the production of this metabolite by a member of the Phialphora genus and of its toxicity to soybeans. Published by Elsevier Science Ltd.