8-methyl-nona-1,3,7-triene | 63742-47-2

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 8-methyl-nona-1,3,7-triene
• 英文别名: 8-Methyl-nona-1,3,7-trien；2-Methyl-nonan-2,6,8-trien；(3E)-8-methylnona-1,3,7-triene
• CAS: 63742-47-2
• 化学式: C₁₀H₁₆
• 分子量: 136.237
• InChiKey: JZBYSXVJDANOLR-AATRIKPKSA-N

物化性质

• 沸点：
  174.6±10.0 °C(Predicted)
• 密度：
  0.775±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  8-methyl-nona-1,3,7-triene 在 platinum on activated charcoal 、 hexacarbonyl molybdenum 叔丁基过氧化氢 、 三氟化硼乙醚 、 氢气 作用下， 以 四氢呋喃 、 乙醚 、 癸烷 、 苯 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  来自松果菊和金丝桃属植物的植物化学物质：异甘草酮的直接合成

  摘要：

  摘要 三烯与 α,β-不饱和醛通过串联 Diels-Alder/ene 反应生成双环产物。来自tiglic 醛的加合物通过转化为呋喃然后苄基氧化而转化为异乙醇酮。

  DOI：

  10.1080/00397910701215544
• 作为产物：
  描述：

  2-甲基-3-丁烯-2-醇 在 正丁基锂 、 mercury(II) diacetate 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 5.25h， 生成 8-methyl-nona-1,3,7-triene
  参考文献：
  名称：

  串联Diels-Alder / ene反应。

  摘要：

  [反应：见正文]不饱和醛和三烯3的反应通过串联Diels-Alder / ene反应提供加合物。

  DOI：

  10.1021/ol048847d

文献信息

• Hirao, Bulletin of the Chemical Society of Japan, 1926, vol. 1, p. 76,79
  作者：Hirao

  DOI：——

  日期：——
• Synthesis of Substituted Pyridines via Regiocontrolled [4 + 2] Cycloadditions of Oximinosulfonates
  作者：Adam R. Renslo、Rick L. Danheiser

  DOI：10.1021/jo981014e

  日期：1998.10.1

  Diels-Alder cycloadditions of oximinosulfonate 8 with a variety of 1,3-dienes proceed with regiochemistry opposite to that observed with conventional imino dienophiles, providing expeditious synthetic routes to substituted pyridines, tetrahydropyridines, and pyrrolines. The oximinosulfonate 8 is prepared in one convenient synthetic operation from Meldrum's acid and reacts with conjugated dienes at -78 degrees C in the presence of 2 equiv of dimethylaluminum chloride to afford [4 + 2] cycloadducts in good to excellent yield. Exposure of these cycloadducts to the action of NaOMe and N-chlorosuccinimide in methanol-THF at room temperature then produces substituted pyridines. The utility of this new two-step annulation protocol is demonstrated in total syntheses of the pyridine alkaloids fusaric acid and (S)-(+)-fusarinolic acid. Heating the [4 + 2] cycloadducts derived from 8 in a mixture of acetonitrile and pH 7 phosphate buffer induces an unusual Stieglitz-type rearrangement leading to the formation of interesting spirobicyclic pyrrolines.
• Galvanomagnetic Effects in Cu2GeSe3
  作者：D. Bracho、G. Marcano

  DOI：10.1002/1521-3951(200007)220:1<127::aid-pssb127>3.0.co;2-0

  日期：2000.7

  The ternary semiconducting compound Cu2GeSe3 is of considerable interest, because it has a low melting point (MP approximate to 770 degrees C) which makes this materials a potential candidate for acousto-optical applications. In this work, measurements of the Hall coefficient R-H and the transverse magnetoresistance (Delta(Q/Q)) of p-type Cu2GeSe3 were realized. The measurements were carried out at temperatures of 100 to 250 K in magnetic fields from 0 to 1.6 T. This compound exhibits a metallic impurity conduction at temperatures above 150 K and present a thermally activated transport mechanism at low temperatures. In this semiconductor, magnetoresistance of both positive and negative signs was observed.
• Tandem Diels−Alder/Ene Reactions
  作者：George A. Kraus、Junwon Kim

  DOI：10.1021/ol048847d

  日期：2004.9.1

  [reaction: see text] The reactions of unsaturated aldehydes and triene 3 afford adducts via a tandem Diels-Alder/ene reaction.

  [反应：见正文]不饱和醛和三烯3的反应通过串联Diels-Alder / ene反应提供加合物。
• Phytochemicals from <i>Echinacea</i> and <i>Hypericum</i>: A Direct Synthesis of Isoligularone
  作者：George A. Kraus、Jaehoon Bae、Junwon Kim

  DOI：10.1080/00397910701215544

  日期：2007.4.1

  Abstract Reaction of trienes with α,β‐unsaturated aldehydes produces bicyclic products via a tandem Diels–Alder/ene reaction. The adduct from tiglic aldehyde was converted into isoligularone by conversion to a furan followed by benzylic oxidation.

  摘要 三烯与 α,β-不饱和醛通过串联 Diels-Alder/ene 反应生成双环产物。来自tiglic 醛的加合物通过转化为呋喃然后苄基氧化而转化为异乙醇酮。