1-<2'-<(trimethylsilyl)oxy>-5'-methoxyphenyl>-1-<(trimethylsilyl)oxy>ethylene | 158531-80-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-<2'-<(trimethylsilyl)oxy>-5'-methoxyphenyl>-1-<(trimethylsilyl)oxy>ethylene
• 英文别名: [4-Methoxy-2-(1-trimethylsilyloxyethenyl)phenoxy]-trimethylsilane
• CAS: 158531-80-7
• 化学式: C₁₅H₂₆O₃Si₂
• 分子量: 310.541
• InChiKey: HDRFWKMCVFLSKC-UHFFFAOYSA-N

物化性质

• 沸点：
  340.2±32.0 °C(predicted)
• 密度：
  0.949±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-<2'-<(trimethylsilyl)oxy>-5'-methoxyphenyl>-1-<(trimethylsilyl)oxy>ethylene 在 四氯化钛 、 三乙胺 、 三氟乙酸酐 作用下， 以 二氯甲烷 为溶剂， 生成 2'-hydroxy-5'-methoxy-4-nitrochalcone
  参考文献：
  名称：

  硝酸th（III）对2'-羟基查耳酮新的氧化环化成4-甲氧基金酮

  摘要：

  已经研究了三硝酸（（III）（TTN）对查耳酮的不寻常的氧化环化反应，生成4-甲氧基金酮。该反应的关键特征是将甲氧基引入金酮骨架中。已经进行了数个反应以了解环化的机理和区域化学。

  DOI：

  10.1016/s0040-4039(00)78241-4
• 作为产物：
  描述：

  三甲基氯硅烷 、 2'-羟基-5'-甲氧基苯乙酮 在 三乙胺 、 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以95%的产率得到1-<2'-<(trimethylsilyl)oxy>-5'-methoxyphenyl>-1-<(trimethylsilyl)oxy>ethylene
  参考文献：
  名称：

  A Novel Oxidative Cyclization of 2'-Hydroxychalcones to 4,5-Dialkoxyaurones by Thallium(III) Nitrate

  摘要：

  Scope and mechanism studies are reported on a novel oxidative transformation of certain 2'-hydroxy-5'-methoxychalcones to aurones by thallium(III) nitrate (TTN) in alcoholic solvents. A key feature of the reaction is the incorporation of a solvent-derived alkoxy group at C-4 of the aurone. The thermodynamically more stable Z isomers of the aurones are obtained in all cases. Aurones are formed regardless of whether electron donating or electron attracting groups are present at the para position of the B ring of the starting chalcone.

  DOI：

  10.1021/jo00125a041

文献信息

• A novel oxidative cyclization of 2′-hydroxychalcones to 4-methoxyaurones by thallium (III) nitrate
  作者：Kshitij Thakkar、Mark Cushman

  DOI：10.1016/s0040-4039(00)78241-4

  日期：1994.8

  An unusual oxidative cyclization of chalcones by thallium (III) trinitrate (TTN) to 4-methoxyaurones has been studied. A key feature of this reaction is the introduction of a methoxyl group into the aurone skeleton. Several reactions have been performed to understand the mechanism and regiochemistry of cyclization.

  已经研究了三硝酸（（III）（TTN）对查耳酮的不寻常的氧化环化反应，生成4-甲氧基金酮。该反应的关键特征是将甲氧基引入金酮骨架中。已经进行了数个反应以了解环化的机理和区域化学。
• A Novel Oxidative Cyclization of 2'-Hydroxychalcones to 4,5-Dialkoxyaurones by Thallium(III) Nitrate
  作者：Kshitij Thakkar、Mark Cushman

  DOI：10.1021/jo00125a041

  日期：1995.10

  Scope and mechanism studies are reported on a novel oxidative transformation of certain 2'-hydroxy-5'-methoxychalcones to aurones by thallium(III) nitrate (TTN) in alcoholic solvents. A key feature of the reaction is the incorporation of a solvent-derived alkoxy group at C-4 of the aurone. The thermodynamically more stable Z isomers of the aurones are obtained in all cases. Aurones are formed regardless of whether electron donating or electron attracting groups are present at the para position of the B ring of the starting chalcone.