4,7-dimethoxy-1,3-dihydrobenzo[c]thiophene | 19164-85-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4,7-dimethoxy-1,3-dihydrobenzo[c]thiophene
• 英文别名: 4,7-dimethoxy-1,3-dihydro-2-benzothiophene
• CAS: 19164-85-3
• 化学式: C₁₀H₁₂O₂S
• 分子量: 196.27
• InChiKey: NLMZTBBIMJJMMH-UHFFFAOYSA-N

物化性质

• 熔点：
  92 °C
• 沸点：
  368.4±42.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  43.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,7-dimethoxy-1,3-dihydrobenzo[c]thiophene 在 aluminum oxide 、 Oxone 作用下， 以 氯仿 为溶剂， 反应 12.0h， 生成 cis-2,5-dimethoxy-10-chlorobenzo[b]-1,6,6a,12a-tetrahydroxanthone
  参考文献：
  名称：

  New Benzo[ b ]xanthones from Diels-Alder Reactions of Chromone-3-carboxaldehydes with ortho -Benzoquinodimethanes

  摘要：

  New benzo[b]xanthone derivatives, having substituents in the A and D rings, were prepared from cycloaddition reactions of chromone-3-carboxaldehydes with ortho-benzoquinodimethanes, generated in situ from 1,3-dihydrobenzo[c]thiophene 2,2-dioxide, followed by oxidation of the obtained diastereomeric adducts. The structure of all compounds was fully established by 1D and 2D NMR, MS, and elemental analysis. The stereochemistry of the obtained diastereomeric cycloadducts was established by NOESY experiments.

  DOI：

  10.1007/s00706-002-0567-7
• 作为产物：
  描述：

  1,4-二甲氧基-2,3-甲基苯 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 sodium sulfite 作用下， 以 四氯化碳 、 乙醇 为溶剂， 生成 4,7-dimethoxy-1,3-dihydrobenzo[c]thiophene
  参考文献：
  名称：

  New Benzo[ b ]xanthones from Diels-Alder Reactions of Chromone-3-carboxaldehydes with ortho -Benzoquinodimethanes

  摘要：

  New benzo[b]xanthone derivatives, having substituents in the A and D rings, were prepared from cycloaddition reactions of chromone-3-carboxaldehydes with ortho-benzoquinodimethanes, generated in situ from 1,3-dihydrobenzo[c]thiophene 2,2-dioxide, followed by oxidation of the obtained diastereomeric adducts. The structure of all compounds was fully established by 1D and 2D NMR, MS, and elemental analysis. The stereochemistry of the obtained diastereomeric cycloadducts was established by NOESY experiments.

  DOI：

  10.1007/s00706-002-0567-7

文献信息

• A green and sustainable method for the oxidation of 1,3-dihydrobenzo[c]thiophenes to sulfones using metalloporphyrin complexes
  作者：Gustavo da Silva、Sónia M.G. Pires、Vera L.M. Silva、Mário M.Q. Simões、M. Graça P.M.S. Neves、Susana L.H. Rebelo、Artur M.S. Silva、José A.S. Cavaleiro

  DOI：10.1016/j.catcom.2014.06.032

  日期：2014.11

  Two efficient methods are reported for the oxidation of 1,3-dihydrobenzo[c]thiophenes to sulfones in good to high yields using H2O2 in the presence of catalytic amounts of porphyrin-based catalysts in ethanol or acetonitrile as solvents at room temperature. The presence of electron-donating or electron-withdrawing groups, in the benzene ring of 1,3-dihydrobenzo[c]thiophene, is well tolerated. (C) 2014 Elsevier B.V. All rights reserved.
• HARADA, NOBUYUKI;SUGIOKA, TATSUO;ANDO, YESUKE;UDA, HISASHI;KURIK, TAKEO, J. AMER. CHEM. SOC., 110,(1988) N 25, C. 8483-8487
  作者：HARADA, NOBUYUKI、SUGIOKA, TATSUO、ANDO, YESUKE、UDA, HISASHI、KURIK, TAKEO

  DOI：——

  日期：——