isoascaridole | 104975-22-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: isoascaridole
• 英文别名: Isoascaridol；p-Menthane, 1,2:3,4-diepoxy-；4-methyl-7-propan-2-yl-3,8-dioxatricyclo[5.1.0.02,4]octane
• CAS: 104975-22-6
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: LEZWCCRTFNBOBU-UHFFFAOYSA-N

物化性质

• 沸点：
  219.5±8.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Predicted)
• 保留指数：
  1309.9;1303;1306;1308;1302;1266

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  25.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  松油烯 在 sodium percarbonate 、 四乙酰乙二胺 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 以57%的产率得到isoascaridole
  参考文献：
  名称：

  Easy Epoxidation of Monoterpenes from Common Starting Materials

  摘要：

  Epoxidation of monoterpenes, alpha-pinene, beta-pinene, limonene, alpha-terpinene, and (R)-carvone was carried out by the in situ production of a peroxyacid rather than direct addition of such an expensive and difficult to handle chemical. Previous reports showed use of metal catalysts with high yields, while methodologies without catalysts at high temperature showed yields lower than 30%. The authors report a methodology that produces peroxyacetic acid in situ yielding up to 75% pure epoxide at room temperature avoiding the use of catalysts. The products were analyzed by gas chromatography mass spectrometry (GC-MS), and structures were characterized by H-1 and C-13 nuclear magnetic resonance (NMR).

  DOI：

  10.21577/0103-5053.20190253

文献信息

• Competitive Reactions of Diene Cation Radicals Formed on Irradiated Metal Oxide Surfaces
  作者：Marye Anne Fox、Debra D. Sackett、Janet N. Younathan

  DOI：10.1016/s0040-4020(01)90277-7

  日期：1987.1

  which involves the intermediacy of a diene cation radical generated by transfer of an electron from the adsorbed diene to a photogenerated hole localized at the surface of the excited TiO2 particle. Non-oxidative cleavage products are also observed, and the effect of the semiconductor surface in controlling reactivity of the photogenerated cation radical is discussed. The first examples of aromatization

  研究了悬浮在氧化CH 3 CN中的TiO 2粉末的长波长紫外线辐照引起的共轭二烯的非均相光化学氧化。在几乎所有情况下，都观察到由双键的氧化裂解产生的产物，与先前报道的单烯烃平行。提出了一种机制，该机制涉及通过将电子从吸附的二烯转移到位于激发的TiO 2表面上的光生空穴而产生的二烯阳离子自由基的中间体。粒子。还观察到非氧化裂解产物，并讨论了半导体表面在控制光生阳离子自由基反应性中的作用。提出了由辐射的半导体悬浮液介导的芳构化和Diels-Alder二聚化的第一个例子。
• Oxygenated derivatives of menthatriene in parsley leaves
  作者：Siegfried Nitz、Hubert Kollmannsberger、Martin H. Spraul、Friedrich Drawert

  DOI：10.1016/0031-9422(89)80278-x

  日期：1989.1

  revealed the presence of two novel oxygenated p -mentha-1,3,8triene derivatives, the amounts of which increase during processing of plant material and deteriorate the typical fresh aroma. The two derivatives, which could be synthesized by means of a dye sensitized photooxygenation reaction, were identified as 1-methyl-4-(methylethenyl)-2,3-dioxabicyclo[2.2.2]oct-5-ene and 4-methyl-7-(methylethenyl)-3

  摘要 欧芹香气挥发物的分析表明，存在两种新型含氧对薄荷脑-1,3,8 三烯衍生物，其数量在植物材料加工过程中增加，破坏了典型的新鲜香气。这两种衍生物可以通过染料敏化光氧化反应合成，被鉴定为 1-甲基-4-(甲基乙烯基)-2,3-二氧杂双环[2.2.2]辛-5-烯和4-甲基- 7-(甲基乙烯基)-3,8二氧杂三环[5.1.0 2–4 ]辛烷。
• NITZ, SIEGFRIED;KOLLMANNSBERGER, HUBERT;SPRAUL, MARTIN H.;DRAWERT, FRIEDR+, PHYTOCHEMISTRY, 28,(1989) N1, C. 3051-3054
  作者：NITZ, SIEGFRIED、KOLLMANNSBERGER, HUBERT、SPRAUL, MARTIN H.、DRAWERT, FRIEDR+

  DOI：——

  日期：——
• MATUSCH, RUDOLF;SCHMIDT, GERHARD, CHEM.-ZTG, 114,(1990) N2, C. 382-384
  作者：MATUSCH, RUDOLF、SCHMIDT, GERHARD

  DOI：——

  日期：——
• FOX M. A.; SACKETT D. D.; YOUNATHAN J. N., TETRAHEDRON, 43,(1987) N 7, 1643-1660
  作者：FOX M. A.、 SACKETT D. D.、 YOUNATHAN J. N.

  DOI：——

  日期：——