2-<1-(p-methoxyphenyl)-3-oxopropyl>-1,3-dioxolan | 75509-55-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-<1-(p-methoxyphenyl)-3-oxopropyl>-1,3-dioxolan
• 英文别名: 3-(1,3-dioxolan-2-yl)-3-(4-methoxyphenyl)propanal
• CAS: 75509-55-6
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: ZHURMRLHSYLBJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-<1-(p-methoxyphenyl)-3-oxopropyl>-1,3-dioxolan 在 氢氧化钾 、 sodium cyanoborohydride 、 对甲苯磺酸 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 、 水 为溶剂， 反应 2.5h， 生成 (+/-)-O-methyljoubertiamine
  参考文献：
  名称：

  Forbes, Craig P.; Schoeman, Wentzel J.; Strauss, Heinrich F., Journal of the Chemical Society. Perkin transactions I, 1980, p. 906 - 910

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(4-methoxyphenyl)-4-pentenenitrile 在 sodium periodate 、 四氧化锇 、 diisobutylaluminum hydride 、 对甲苯磺酸 作用下， 以 乙醚 、 水 、 苯 为溶剂， 反应 26.0h， 生成 2-<1-(p-methoxyphenyl)-3-oxopropyl>-1,3-dioxolan
  参考文献：
  名称：

  Forbes, Craig P.; Schoeman, Wentzel J.; Strauss, Heinrich F., Journal of the Chemical Society. Perkin transactions I, 1980, p. 906 - 910

  摘要：

  DOI：

文献信息

• A convenient route to 1,4-monoprotected dialdehydes, 1,4-ketoaldehydes, γ-lactols and γ-lactones through radical alkylation of α,β-unsaturated aldehydes in organic and organic-aqueous media
  作者：Daniele Dondi、Ilaria Caprioli、Maurizio Fagnoni、Mariella Mella、Angelo Albini

  DOI：10.1016/s0040-4020(02)01659-9

  日期：2003.2

  alpha,beta-Unsaturated aldehydes were smoothly alkylated by radicals generated through photosensitised hydrogen abstraction of benzophenone. In this way, and by using 1,3-dioxolane as radical precursor, monoprotected 1,4-dialdehydes were obtained from crotonaldehyde, 2-hexenal, 4-methyl-2-pentenal and cyclohexenearboxyaldehyde in a moderate yield, and in a low yield from beta-aryl-alpha,beta-unsaturated aldehydes. With 2-alkyl-1,3-dioxolanes, monoprotected 1,4-ketoaldehydes were analogously prepared. By using methanol, ethanol and isopropanol as radical precursors gamma-lactols were likewise obtained from the above aliphatic aldehydes. These single-step syntheses compared favorably with multi-step approaches previously proposed for some of these compounds. The lactols were conveniently oxidized to the corresponding gamma-lactones. An alternative to the photosensitisation in organic medium was the use of mixed aqueous-organic solvent and a hydrosoluble photosensitiser (benzophenone disodium disulfonate was prepared for this purpose and successfully used), which allowed a more convenient work up. (C) 2003 Elsevier Science Ltd. All rights reserved.
• Forbes, Craig P.; Schoeman, Wentzel J.; Strauss, Heinrich F., Journal of the Chemical Society. Perkin transactions I, 1980, p. 906 - 910
  作者：Forbes, Craig P.、Schoeman, Wentzel J.、Strauss, Heinrich F.、Venter, Elize M. M.、Wenteler, George L.、Wiechers, Adriaan

  DOI：——

  日期：——