2,2-Dimethyl-3-hydroxy-6-methoxychromene | 13229-65-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2,2-Dimethyl-3-hydroxy-6-methoxychromene
• 英文别名: 6-methoxy-2,2-dimethyl-chroman-3-ol；(+/-)-3-Hydroxy-6-methoxy-2,2-dimethyl-chroman；6-Methoxy-2,2-dimethyl-3,4-dihydrochromen-3-ol
• CAS: 13229-65-7；31298-67-6
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: HOUZGEVMYSYVIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2-Dimethyl-3-hydroxy-6-methoxychromene 在 甲基三苯氧基碘磷 作用下， 以 六甲基磷酰三胺 为溶剂， 以80%的产率得到6-methoxy-2,2-dimethyl-2H-chromene
  参考文献：
  名称：

  Cortes, Manuel J.; Haddad, Gabriel R.; Valderrama, Jaime A., Heterocycles, 1984, vol. 22, # 9, p. 1951 - 1954

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲氧基-2-(3-甲基丁-2-烯基)苯酚 在 sodium methylate 、 potassium acetate 、 间氯过氧苯甲酸 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 2,2-Dimethyl-3-hydroxy-6-methoxychromene
  参考文献：
  名称：

  The chemistry of lactarius fuliginosus and lactarius picinus

  摘要：

  Intact fruit-bodies of the Basidiomycetes Lactarius fuliginosus and L. picinus have been found to contain the stearic acid ester 4b. When the mushrooms are injured 4b is rapidly converted to the acrid free phenol 4a which is then gradually oxidized to a mixture of red pigments, benzofuran 9 and chromenes 8, 10-13 (or 14), 15, 20 and 22. These chemical transformations are involved in the change of taste and colour of the latex and flesh of the mushrooms. Compounds 4a-b, 8-12 and 20 were obtained also by synthesis.

  DOI：

  10.1016/s0040-4020(01)88270-3

文献信息

• Cortes, Manuel J.; Haddad, Gabriel R.; Valderrama, Jaime A., Heterocycles, 1984, vol. 22, # 9, p. 1951 - 1954
  作者：Cortes, Manuel J.、Haddad, Gabriel R.、Valderrama, Jaime A.

  DOI：——

  日期：——
• The chemistry of lactarius fuliginosus and lactarius picinus
  作者：Maria De Bernardi、Giovanni Vidari、Paola Vita Finzi、Giovanni Fronza

  DOI：10.1016/s0040-4020(01)88270-3

  日期：1992.1

  Intact fruit-bodies of the Basidiomycetes Lactarius fuliginosus and L. picinus have been found to contain the stearic acid ester 4b. When the mushrooms are injured 4b is rapidly converted to the acrid free phenol 4a which is then gradually oxidized to a mixture of red pigments, benzofuran 9 and chromenes 8, 10-13 (or 14), 15, 20 and 22. These chemical transformations are involved in the change of taste and colour of the latex and flesh of the mushrooms. Compounds 4a-b, 8-12 and 20 were obtained also by synthesis.